212 A -turn is defined by four consecutive amino acids and has a characteristic of the distance between two -carbons of residues i and i + 3 being less than 7.0 (Fig. K). Multiply both sides of the equation by -1. Nature Its structure was assigned on the basis of spectroscopic data and quantum chemical computational methods. The power of the transformation has been demonstrated in a number of complex settings, including the late-stage functionalization of Taxol and a modular synthesis of Januvia, an antidiabetic medication. Download Free PDF View PDF. The molecule is both rigid and virtually stress-free. Perry's Chemical Engineers' Handbook. Z.D. The authors thank C. Liu and R. Lambert for assistance in preparing this manuscript. 9, 640645 (2018). Password requirements: 6 to 30 characters long; ASCII characters only (characters found on a standard US keyboard); must contain at least 4 different symbols; Their synthesis is similar to that of adamantane and like adamantane, they can also be extracted from petroleum, though at even much smaller yields. Chem. Multiple substitution with bromine is achieved by adding a Lewis acid catalyst. Bridgehead nitrogen heterocycles which contain the quinazoline moiety synthesis and cycloaddition of 1,2-dihydroquinazoline 3-oxides. If youve ever had the pleasure of working with bromine (Br 2), youll know that this dense orange liquid is a [44] A nitrogen-substituted drug amantadine can be prepared by reacting adamantane with bromine or nitric acid to give the bromide or nitroester at the 1-position. 142, 72257234 (2020). By submitting a comment you agree to abide by our Terms and Community Guidelines. Since the charge of cation formed in the mass spectrometer is almost always +1, the mass-to-charge ratio of a cation is usually equal to the mass of the cation. Notably, 1 possesses an uncommon tricyclo[6.2.0.02,6]decane motif and an unusual Chem. Soc. 1: Butane and isobutane have the same molecular formula, C 4 H 10, but different structural formulas.. the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in K) [2], C11 <110><111><100> 7.528.206.17[16]116111741123[22][23][2][16][24], (NMR) 1221H NMR 1.756 ppm 1.873 ppm 13C NMR28.46 ppm37.85 ppm[25]NMR, C10H16+ m/z = 136 m/z = 938079674139 [3][25], [26]196941[27][28], [3.3.1.13,7]IUPAC (PIN) [29], Td 161021426, CH2 11, , 1- SbF5 3[30][31], [32], 31222[33], 2-[34]2-[35], [18], 11-[36][7], 1-1-[37][38][39], 1960[40], tert-[7]1-56%-61%[41], 1-1-[42], [43]1-[36], [44]111-[45], [46][47], [48][49], ArF 2- 70% , 1967[50][51][52]HIV[53], [54][55][14][56], Ad[57], P4O6 As4O6 (PO)4O6 (PS)4S6 N4(CH2)6 [58]2005[59], A C3H6As4O3[60], 2 C4H203-6 C18H24 C22H28 C26H32 C26H30 , Wikipedia, InChI=1S/C10H16/c1-7-2-9-4-8(1)5-10(3-7)6-9/h7-10H,1-6H2, InChI=1/C10H16/c1-7-2-9-4-8(1)5-10(3-7)6-9/h7-10H,1-6H2, https://books.google.co.jp/books?id=8RA2AAAAIAAJ&dq=isbn%3D502001382X&redir_esc=y&hl=ja, Structure of Meerwein's ester and of its benzene inclusion compound, http://www.oci.uzh.ch/efiles/OCVII/ja00315a037.pdf, https://books.google.co.jp/books?id=0-FtXsmeX8oC&pg=PA50&redir_esc=y&hl=ja, 10.1002/(SICI)1521-3951(199909)215:1<189::AID-PSSB189>3.0.CO;2-X, https://books.google.co.jp/books?id=7sroAgMASIEC&pg=PA28&redir_esc=y&hl=ja, http://old.iupac.org/reports/provisional/abstract04/BB-prs310305/Chapter2-Sec20-24.pdf, "Tertiary alcohols from hydrocarbons by ozonation on silica gel: 1-adamantanol", https://books.google.co.jp/books?id=TdcXatjup5cC&pg=PA87&redir_esc=y&hl=ja, Amantadine inhibits NMDA receptors by accelerating channel closure during channel block, http://www.jneurosci.org/cgi/pmidlookup?view=long&pmid=15800186, N- / N-Heterocyclic Carbene (NHC), https://ja.wikipedia.org/w/index.php?title=&oldid=91279440, Titlestylebackgroundtext-aligncollapsible list. The electrophilicity of these Independent of the level of dilution, so long as the concentration of acid and conjugate base remain equal, then according to the approximation, \(pH=pK_a=3\). As a result, adamantane crystals are very soft and plastic.[2][16][25]. Kutchukian, P. S. et al. Organometallics 28, 64586461 (2009). eg. We also acknowledge previous National Science Foundation support under grant numbers 1246120, 1525057, and 1413739. In this case, we have [3.3.1]nonane since there is a third ring with one carbon atom, while [3.3.0]nonane indicated only two rings.. Bicyclic Compounds with Substituents. Electrochemically enabled, nickel-catalyzed dehydroxylative cross-coupling of alcohols with aryl halides. [2], Elastic constants of adamantane were measured using large (centimeter-sized) single crystals and the ultrasonic echo technique. This page titled Henderson-Hasselbach Equation is shared under a All Rights Reserved (used with permission) license and was authored, remixed, and/or curated by Gamini Gunawardena via source content that was edited to the style and standards of the LibreTexts platform; a detailed edit history is available upon request. & Shu, X.-Z. [50][51] Other drugs among adamantane derivatives include adapalene, adapromine, bromantane, carmantadine, chlodantane, dopamantine, memantine, rimantadine, saxagliptin, tromantadine, and vildagliptin. Walters, W. P., Green, J., Weiss, J. R. & Murcko, M. A. Adamantane is an organic compound with a formula C 10 H 16 or, more descriptively, (CH) 4 (CH 2) 6.Adamantane molecules can be described as the fusion of three cyclohexane rings. The presence of substituents in a bicyclic compound doesnt affect the main rule for numbering which is to start it from one of the bridgehead carbon atoms and move in the direction of the larger ring towards (: adamantane : ) 10 C 10 H 16 136.23 270 C CAS [281-23-2] "adamas" Chem. Article It's an irony of modern organic chemistry that the simplest-looking carbon-carbon bonds are often the hardest to make. Kato, T., Matsuoka, S. & Suzuki, M. N-heterocyclic carbene-mediated redox condensation of alcohols. The 1H and 13C NMR chemical shifts are respectively 1.873 and 1.756 ppm and are 28.46 and 37.85 ppm. We also acknowledge previous National Science Foundation support under grant numbers 1246120, 1525057, and 1413739. The approximations at the start have broken down at this point. J. Also called -olefins, terminal alkenes are more useful. If youve ever had the pleasure of working with bromine (Br 2), youll know that this dense orange liquid is a Open Access articles citing this article. eg. Its fragmentation results in weaker signals as m/z = 93, 80, 79, 67, 41 and 39. For more than one century, photochemical [2+2]-cycloadditions have been used by synthetic chemists to make cyclobutanes, four-membered carbon-based rings. [39] In all these cases, reaction proceeded via formation of adamantane cation which then interacted with fluorinated nucleophiles. Police determined that, based on a purchase made earlier in the day, the couple had left their home in West Lafayette, Indiana, and headed north. This is a weak monoprotic acid, so the initial solution must have \([H^+] < 9 \times 10^{-4}\ mol\ L^{-1}\) and thus \(pH\). Joe, C. L. & Doyle, A. G. Direct acylation of C(sp3)H bonds enabled by nickel and photoredox catalysis. Eur. 212 A -turn is defined by four consecutive amino acids and has a characteristic of the distance between two -carbons of residues i and i + 3 being less than 7.0 (Fig. [9] Later, he continued his studies in the United States after having won a Fulbright Scholarship and obtained his Ph.D. from the University of Pennsylvania in 1963, under the supervision of professor Allan R. Commun. Efficient yellow electroluminescence from a single layer of a cyclometalated iridium complex. Blakemore, D. C. et al. No headers. Am. Perry's Chemical Engineers' Handbook. 1 16, 15741585. ACS Med. The right and left hands, wearing jeweled rings indicating individual reaction steps, lead to opposite enantioselection, [48], All medical applications known so far involve not pure adamantane, but its derivatives. In the second stage, it emits a photon of energy and either returns to the ground state or jumps into an excited state. Enantioselective total syntheses of ()-grayanotoxin III, (+)-principinol E, and ()-rhodomollein XX were accomplished based on a convergent strategy. 116, 1256412649 (2016). Prod. J. N-Bromosuccinimide As A Reagent In Organic ChemistryIn a blatant plug for the Reagent Guide, each Friday I profile a different reagent that is commonly encountered in Org 1/ Org 2.. N-Bromosuccinimide Is A More Convenient Alternative To Bromine (Br 2). For more than one century, photochemical [2+2]-cycloadditions have been used by synthetic chemists to make cyclobutanes, four-membered carbon-based rings. This was removed by singlet oxygenation, to give the ,-unsaturated aldehyde, that was decarbonylated with an Ir catalyst to 16. Thus, the mass-to-charge ratio of the molecular ion is equal to the molecular weight of the compound. He was awarded the 2010 Nobel 20, 78467850 (2018). A., Patel, N. R. & Molander, G. A. O-benzyl xanthate esters under Ni/photoredox dual catalysis: selective radical generation and Csp3 Csp2 cross-coupling. Zhang, L. & Koreeda, M. Radical deoxygenation of hydroxyl groups via phosphites. Rev. He spent most of his career at Purdue University in the United States, where he was the Herbert C. Brown Distinguished Professor and the director of the Negishi-Brown Institute. A general method for the direct deoxygenative cross-coupling of free alcohols must overcome several challenges, most notably the in situ cleavage of strong CO bonds3, but would allow access to the vast collection of commercially available, structurally diverse alcohols as coupling partners4. \(V_A\) is the volume of the weak acid solution being titrated and \(C^o_A\) is its formal initial concentration (before mixing and reacting with the base), while \(V_B\) is a variable volume of strong base solution added with formal initial concentration \(C^o_B\) (before mixing and reacting with the acid). However, this is not the problem most of the time. & Ying, J. Y. Imidazolium salts: a mild reducing and antioxidative reagent. (1975). The saponification of -hydroxy esters can be readily undertaken using well-tested procedures that are very similar to those employed for the hydrolysis of conventional ester groups (see Section 5.02.2.1.1 and references therein). 2: Ethyl alcohol and dimethyl ether have the same molecular [34], In May 2018, an autopsy concluded that Suzuki died from hypothermia, but Parkinson's disease and hypertension were contributing factors. 115, Tables 18and supplementary text. Am. Dual nickel and Lewis acid catalysis for cross-electrophile coupling: the allylation of aryl halides with allylic alcohols. This problem can be solved exactly (assuming all activity coefficients are equal to 1, which is generally a good approximation for solutions below about \(1\ mol\ L^{-1}\)). a Shanghai Institute of Organic Chemistry, Zhejiang Medicine Co., and Pharmaron postdoctoral fellowship (J.W. Merging photoredox with nickel catalysis: coupling of -carboxyl sp3-carbons with aryl halides. ISSN 1476-4687 (online) [58][59], Many molecules and ions adopt adamantane-like cage structures. via the Henderson Hasselbalch Approximation (Equation \(\ref{HH}\)). In solid-state NMR spectroscopy, adamantane is a common standard for chemical shift referencing. Henry N. Po and N. M. Senozan, JChemEd, V 78, N 11, November 2001. In this case, we have [3.3.1]nonane since there is a third ring with one carbon atom, while [3.3.0]nonane indicated only two rings.. Bicyclic Compounds with Substituents. Li, Z. et al. ACS Catal. CAS Accessibility StatementFor more information contact us atinfo@libretexts.orgor check out our status page at https://status.libretexts.org. In NMR spectroscopy, J-coupling contains information about The left- and right-wing fragments were assembled via the diastereoselective Mukaiyama aldol reaction catalyzed by a chiral hydrogen bond donor. J. The unique 7-endo-trig cyclization based on a bridgehead Password requirements: 6 to 30 characters long; ASCII characters only (characters found on a standard US keyboard); must contain at least 4 different symbols; These encompass acyclic, cyclic, caged, bridgehead, fluoroalkyl, and benzylic acids, which were transformed to the corresponding Bpin esters smoothly. Article For example, the soft cage-like structure of adamantane solid allow incorporation of guest molecules, which can be released inside the human body upon breaking the matrix. Legal. Excelente para las prcticas de laboratorio. Sci. [34], The carbonyl group of adamantanone allows further reactions via the bridging site. Enantioselective total syntheses of ()-grayanotoxin III, (+)-principinol E, and ()-rhodomollein XX were accomplished based on a convergent strategy. Soc. 126, 27632767 (2004). Within the scope of analogous compounds created from the structure of This indicates that the reaction occurs via an ionic mechanism. These encompass acyclic, cyclic, caged, bridgehead, fluoroalkyl, and benzylic acids, which were transformed to the corresponding Bpin esters smoothly. The left- and right-wing fragments were assembled via the diastereoselective Mukaiyama aldol reaction catalyzed by a chiral hydrogen bond donor. Yurika Almanda. In nuclear chemistry and nuclear physics, J-couplings (also called spin-spin coupling or indirect dipoledipole coupling) are mediated through chemical bonds connecting two spins. 111, 86468653 (1989). Chem. This page titled Mass-to-Charge Ratio is shared under a All Rights Reserved (used with permission) license and was authored, remixed, and/or curated by Gamini Gunawardena via source content that was edited to the style and standards of the LibreTexts platform; a detailed edit history is available upon request. Both (hetero)aryl bromides and chlorides can be utilized under same reaction conditions. Macromolecules 39, 56175628 (2006). 2: -D-glucose, which contains a hemiacetal group and, therefore, reacts with water to give an open-chain form containing an aldehyde group. In mass spectroscopy, the mass-to-charge ratio (symbols: m/z, m/e) of a cation is equal to the mass of the cation divided by its charge. *SeeSupplementary Information for experimental details. 55, 40404043 (2016). Clearly it's impossible to add any amount of strong base to this acid and get a buffer solution with \(pH=3\)! A reducing sugar is a carbohydrate that is oxidized by a weak oxidizing agent (an oxidizing agent capable of oxidizing aldehydes but not alcohols, such as the Tollen’s reagent) in basic aqueous Vol 2. Therefore, its 16 hydrogen and 10 carbon atoms can be described by only two sites, which are labeled in the figure as 1 (4 equivalent sites) and 2 (6 equivalent sites). [36], Adamantane readily reacts with various brominating agents, including molecular bromine. Santiago Pincay. Before going into the calculations, it's quite simple to see an issue with the approximation in the second paragraph. Herrmann, J. M. & Knig, B. Reductive deoxygenation of alcohols: catalytic methods beyond BartonMcCombie deoxygenation. Am. Intermediate Organic Chemistry, Third Edition., by Ann M. Fabirkiewicz and John C. Stowell. Inorganic Chemistry By GARY L. MIESSLER. Later, fluorination was achieved starting from adamantane itself. Soc. Chem. After quenching of the excess triflic anhydride with 2-propanol, heating with base led to 2, presumably by way of the bridgehead carbocation 15. Within the scope of analogous compounds created from the structure of 143, 513523 (2021). He was awarded the 2010 Nobel Nature Communications Master Organic Chemistry LLC, 1831 12th Avenue South, #171, Nashville TN, [37], The rate of bromination is accelerated upon addition of Lewis acids and is unchanged by irradiation or addition of free radicals. Soc. The electrophilicity of these [19][20] The technique he developed is estimated to be used in a quarter of all reactions in the pharmaceutical industry. Download Free PDF View PDF. As these movies show, changing the stereochemistry of the bridgehead carbon from a wedged H to a dashed H can make a huge difference in the overall shape of the molecule! (Wiley & Sons, 2016).pdf. After looking at this first case, we shall investigate the effects of dilution by factors of 10. The composition and the ratio of the reaction products depend on the reaction conditions and especially the presence and type of catalysts. Aspertaichunol A (1), a polyketide with a novel scaffold, was isolated from the medicinal insect (Periplaneta americana)-derived endophytic Aspergillus taichungensis SMU01. [3] He was committed to instilling rigorous practices in his lab, emphasizing the need of keeping organized and comprehensive records. { "(n_1)_Rule" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "-Elimination" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "-Ketoacid" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "-Ketoester" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "1-1_Link" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "1-4_Link" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "11-Diol" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "11-Elimination" : "property 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MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Allylic_Radical : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Allylic_Substitution : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Alpha_Amino_Acid : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Alpha_Anomer : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Alpha_Carbon : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Alpha_Cleavage : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Alpha_Hydrogen : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Ambident_Nucleophile : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Amide : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Amide_Group : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Amine : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Amine_Oxide : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Amino_Acid : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Amino_Acid_Residue : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Amino_Acid_Unit : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Ammonium_Ion : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Amphoteric : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Anchimeric_Assistance : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Angle_Strain : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Anhydride : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Annulene : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Anomeric_Carbon : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Anomeric_Center : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Anomers : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "Anti-Markovnikov_Addition" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Antiaromatic : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Antiaromatic_Annulene : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Antiaromatic_Compound : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Anticoplanar : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Antiparallel : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Antiperiplanar : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Anti_Addition : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Anti_Conformation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aprotic_Solvent : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Arene : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Arenesulfonic_Acid : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Arenium_Ion : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aromatic : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aromatic_Amine : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aromatic_Annulene : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aromatic_Compound : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aromatic_Ether : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aromatic_Hydrocarbon : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aromatic_Hydrogen : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aryl_Carbanion : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aryl_Carbocation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aryl_Ester : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aryl_Group : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aryl_Halide : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aryl_Radical : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Aryne : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Assisted_Homolysis : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Asymmetric_Carbon_Atom : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Autoxidation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Axial_Bond : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", A_Value : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "Baeyer-Villiger_Oxidation" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Base : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Base_Peak : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Base_Strength : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Beckmann_Rearrangement : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "Beer-Lambert_Law" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Benzene_Ring : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Benzilic_Acid_Rearrangement : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Benzylic_Carbocation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Benzylic_Carbon : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Benzylic_Halide : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Benzylic_Radical : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Benzyl_Carbocation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Benzyl_Radical : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Benzyne : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Benzyne_Mechanism : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Betaine : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Beta_Amino_Acid : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Beta_Anomer : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Beta_Carbon : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Beta_Cleavage : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Beta_Hydrogen : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Bicycloalkane : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Birch_Reduction : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Boat_Conformation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Bond_Angle : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Bond_Axis : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Bond_Dissociation_Energy : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Branched_Alkane : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Bridge : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Bridged_Bicycloalkane : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Bridgehead_Carbon_Atom : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "Brnsted-Lowry_Theory" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Bromohydrin : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "C-Terminal" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "Cahn-Ingold-Prelog_Convention" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbanion : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbanion_Equivalent : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbene : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbene_Equivalent : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbenoid : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbocation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbocation_Rearrangement : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbocycle : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbohydrate : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbonyl_Carbon : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbonyl_Compound : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbonyl_Group : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carbonyl_Oxygen : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carboxylate_Ion : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carboxylation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carboxylic_Acid : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carboxylic_Acid_Anhydride : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carboxylic_Acid_Derivative : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carboxylic_Acid_Ester : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carboxylic_Acid_Ester_Group : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carboxylic_Acid_Group : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Carboxylic_Acid_Salt : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Catalytic_Hydrogenation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Catalytic_Reduction : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Center_of_Chirality : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", CFB : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chair_Conformation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chemically_Equivalent_Ligands : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chemical_Ionization : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chemical_Shift : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chemoselective : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chirality_Center : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chiral_Atom : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chiral_Center : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chiral_Molecule : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chlorofluorocarbon : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chlorohydrin : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chromate_Ester : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Chromic_Acid : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", CIP_Convention : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", "Cis-Trans_Isomers" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Claisen_Condensation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Claisen_Rearrangement : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Clemmensen_Reduction : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Combustion : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Concerted_Reaction : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Condensation_Reaction : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Configuration : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Conformation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Conformer : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Conjugated_Diene : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Conjugated_Double_Bond : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Conjugate_Acid : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Conjugate_Addition : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Conjugate_Base : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Constitutionally_Heterotopic : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Constitutional_Isomers : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Coordination_Number : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Cope_Elimination : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Cope_Reaction : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Cope_Rearrangement : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Coupling : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Coupling_Constant : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Coupling_Reaction : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Crossed_Aldol_Condensation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Crossed_Aldol_Reaction : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Crossed_Claisen_Condensation : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.b__1]()", Crosslink : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass226_0.