Organic Nomenclature.Pmd

Total Page:16

File Type:pdf, Size:1020Kb

Organic Nomenclature.Pmd Nomenclature of Organic Compounds Nomenclature of Aliphatic/Acyclic compounds Line-Angle Formula (Skeletal Structure or Stick Figure): Very handy for writing organic structures, mostly for cyclic compoounds. Carbon atoms are assumed to be present wherever two lines meet or a line begins or ends. N, O, X, S (heteroatoms) are shown while C, H are not shown. H is shown onto a heteroatom. O O CH3 C NH NH CH OH OH CH CH H3C = CH3 C CH3 H3C CH3 Alkanes Rule: Longest continuous carbon chain bearing maximum number of branches, numbered in the direction in which any alkyl branch is met first (Lowest Set of Locant Rules). Name of alkyl branches written first with alphabetic order followed by Word Root + ane(primary suffix). The first letter of the complex branch is considered for alphabetic ordering. For simple branch the multiplying prefixes di-, tri-, tetra- are not considered for alphabetic ordring. Complex branches are multiplied with the prefix bis, tris, tetrakis, pentakis etc. Locants are separated by commas and no space in between branches and parent alkane. If the set of locants is same from both side, then the alphabetically senior branch gets the lower locant. branches + alk + ane Examples: Lower Set of Locants Rule: CH3 CH3 7 5 2 4 CH CH 8 6 CH2 CH2 1 3 CH2 CH2 4 CH 5 CH H3C CH CH 3 H3C CH CH 3 3 1 6 8 CH3 CH3 CH2 2 CH3 CH2 7 CH3 CH2 CH2 4-ethyl-6,7-dimethyloctane(wrong) 5-ethyl-2,3-dimethyloctane(correct) CH3 2 4 6 8 10 1 CH2 3 CH 5 CH2 7 CH2 9 CH3 9 7 5 3 1 H3C CH CH2 CH2 CH 10 8 6 4 2 CH3 CH3 3,4,9-trimethyldecane (wrong) (not lower set: begininng with 3) 2,7,8-trimethyldecane (correct) (Lower set: beginning with 2) Dr. S.S.Tripathy Nomenclature of Organic Compounds Same Set of Locants: Alphabetic Serniority: CH3 3-methyl-4-ethylhexane (wrong) 5 CH2 1 3 3-ethyl-4-methylhexan (correct) CH2 4 CH 2 CH3 2' 6' 6 CH 4' H3C 3' CH2 1' 5' CH3 Branching Rule: CH3 CH3 2 4 6 2 4 CH 7 CH 1 3 CH2 CH2 1 3 CH2 CH2 5 CH 5 CH H3C CH CH 3 H3C CH CH 3 6 CH3 (wrong) CH3 (correct) CH CH 7 CH3 CH3 CH3 CH3 2,3-dimethyl-5-propan-2-ylheptane(wrong) 5-ethyl-2,3,6-trimethylheptane(correct) The first one violates the branching rule. In 2nd one, the longest chain has largest number branches attached to it. 8' 7' CH3 H C CH CH 8 3 2' 3 2 4 6 CH3 7 CH CH 5 CH 1' 3 CH H 3 C CH CH 2 C CH3 CH3 H C 3 1 CH3 CH3 6-ethyl-2,2,4,5-tetramethyl-3,7-bis(propan-2-yl)octane N.B: propan-2-yl is a complex branch to be discussed below. Line Structure of Alkanes: 1 H3C 2 CH3 CH CH3 7 3 5 CH3 CH 4 CH 6 CH2 8 = CH2 CH CH CH3 CH2 CH3 CH3 3,4-diethyl-2,5,6-trimethyloctane SAQ I. 1: Give the IUPAC names of the following: CH3 CH2 CH3 H3CCHCH2 CH3 CH CH CH CH3 3 CH2 (i) H3C CH (ii) (iii) H3CC CH3 CH3 CH2 CH3 CH3 Dr. S.S.Tripathy Nomenclature of Organic Compounds CH3 H3C CH CH3 3 CH3 CH3 CH CH2 H CCCH H CC CCH (iv) (v) 3 3 (vi) 3 3 H3C CH CH CH3 CH3 CH3 CH2 CH2 CH3 (vii) (viii) SAQ I.2: Give the structural formula of the following compounds. (i)2,3-dimethylpentane (ii)3-methylhexane (iii)2,2,4-trimethylhexane (iv)2-methylpropane SAQ I.3: Some incorrect names are given. Write the structure of alkanes from them. Also give the correct names. (i)3-methylbutane (ii)2-ethylpropane (iii)4,5-dimethylhexane Naming a complex branch: Latest Rule: Numbering made from one terminal to the other giving lower locant to -yl. When locant of -yl is 1, then the suffix ‘ane’ is replaced by ‘yl’ and the loacnt 1 is dropped. For example, propyl, butyl, etc instead of prop-1-yl, but-1-yl. Simple alkyl groups like methyl, ethyl, propyl, butyl in which the locant of -yl is 1 are called simple branches. All other alkyl branches containing subbranches of simple alkyl groups like 2-methylpropyl or having locant of -yl other than 1 like propan-2-yl etc. are considered as complex branches. The first letter of the complex branches is considered for alphabetic numbering which includes di-, tri-etc. Such branches are multiplied by the prefixes bis, tris, tetrakis etc. When locant of ‘yl’ is not 1, then letter ‘e’ of ‘ane’ is replaced by ‘yl’,with the locant of ‘yl’ prefixing it. For example propan-2-yl etc. 3 2 3 2 1 CH3 CH CH3 CH2 CH2 1 CH 3 propyl propan-2-yl 4 3 2 4 3 2 1 CH3 CH2 CH CH3 CH2 CH2 CH2 1 CH3 butyl butan-2-yl 1 CH CH3 3 CH3 3 1 3 3 2 2 1 2 CH CH CH CH C CH CH3 C 3 2 3 2 CH CH3 2-methylpropyl 3 2-methylpropan-2-yl 2,2-dimethylpropyl Dr. S.S.Tripathy Nomenclature of Organic Compounds Old Rule: The carbon atom of the alkyl branch directly bonded to the principal carbon chain is numbered 1’ to find the longest chain. Ultimately prime over the locant is dropped once it is put insidie parenthesis. CH CH CH 3 3 3 2' 1' CH3 C CH3 CH CH3 CH2 CH 2' 1' 3' 2' 1' CH3 1-methylethyl 1-methylpropyl 1,1-dimethylethyl isopropyl(propan-2-yl) sec-butyl(butan-2-yl) tert-butyl(2-methylpropan-2-yl) CH3 CH3 3' 2' 1' CH3 C CH2 CH3 CH CH2 3' 2' 1' CH3 2- methylpropyl 2,2-dimethylpropyl isobutyl neopentyl 2-methylpropyl and 2,2-dimethylpropyl remain the same for both old and new conventions. N.B: Many text books still use the old convention of naming a complex alkyl branch(1,1-dimethylethyl). The names like isobutyl, isopropyl, sec-butyl, tert-butyl, neopentyl are also used in some texts in IUPAC naming. So the student should not take much critically on this aspect. Remember that a structure can have more than one IUPAC names out of which one is PIN(Preferred IUPAC Name) as per the latest conventions but one name can have a unique structure. Two branches having same initial words: When two groups have same initial words(or letters), the longer branch gets the higher locant. Beween methyl and methylpropyl the former gets a lower locant. 3' 1' 2 4 2' 10 12 3 5 1 6 7 8 2' 9 1' 3' 11 6-methyl-8-(2-methylpropan-2-yl)-5-(2-methylpropyl)dodecane (latest) 8-(1,1-dimethylethyl)-6-methyl-5-(2-methylpropyl)dodecane (old) 8-(tert-butyl)-5-isobutyl-6-methyldodecane (old) If you write according to old system, then for complex branch the prefixes di-, tri- are considered for alphabetic ordering as in the new convention. Using the common names of the alkyl groups, the prefix tert- and sec- are not considered while the prefixes iso and neo are considered for alphabetic ordering. 3' 1' 2' 2 4 10 12 3 5 1 6 7 8 9 11 6,6-bis(2,2-dimethylpropyl)dodecane 2' 1' 3' A complex branch has to be multiplied with the prefixes bis, tris etc. (not di, tri etc.) Dr. S.S.Tripathy Nomenclature of Organic Compounds SHORT REPRESENTATIONS OF SOME COMMON ALKYL GROUPS: The following abbreviations are used for the alkyl groups written against their names. methyl Me isobutyl i-Bu ethyl Et sec-butyl s-Bu n-propyl n-Pr tert-butyl t-Bu isopropyl i-Pr n-butyl n-Bu SAQ I.4: Give the IUPAC names of the following compounds shown in line drawings. (i) (ii) (iii) (iv) (v) (vi) (vii) (viii) (Rule for naming compound (viii): When two or more longest chains containing same number of branches and same set of locants for the branches compete with each other, IUPAC recommends that the longest chain which contains greatest number of carbon atoms in the branches is correct. (ix) (ix) (x) Dr. S.S.Tripathy Nomenclature of Organic Compounds (xi) (xii) (xiii) SAQ I.5: Draw the line structures for the following molecules. (i) 5-(2-methylpropy)dodecane (ii) 4-(propan-2-yl)-4-propylnonane (iii) 5-(butan-2-yl)-5-(propan-2-yl)decane (iv) 4,4-bis-(2-methylpropan-2-yl)heptane (v) 3-ethyl-6-(5-methylhexan-3-yl)-8-(propan-2-yl)undecane Answers to SAQs SAQ I.1 (i) 2,3-dimethylpentane(ii)3-methylpentane 5 CH3 4 CH CH3 3 (iii) H3CC CH3 3,3,4-trimethylpentane(wrong); the set of locants =3,3,4 which is higher 1 2 CH2 CH3 2,3,3-tripmethylpentane(correct) , The set of locants 2,3,3 is lower and is correct.. 1 7 CH3 7 CH3 H3C H3C 2 6 CH 6 CH3 3 CH CH CH2 CH2 1 3 3 5 5 (iv) CH (correct); H C 2 CH (wrong) H3C 4 CH 3 4 CH CH2 CH CH2 CH2 CH3 CH2 3 The second one is violating the branching rule. In the first, there are more number of branches attached to the main chain. Count for yourself to verify.
Recommended publications
  • Significance and Implications of Vitamin B-12 Reaction Shema- ETH ZURICH VARIANT: Mechanisms and Insights
    Taylor University Pillars at Taylor University Student Scholarship: Chemistry Chemistry and Biochemistry Fall 2019 Significance and Implications of Vitamin B-12 Reaction Shema- ETH ZURICH VARIANT: Mechanisms and Insights David Joshua Ferguson Follow this and additional works at: https://pillars.taylor.edu/chemistry-student Part of the Analytical Chemistry Commons, Inorganic Chemistry Commons, Organic Chemistry Commons, Other Chemistry Commons, and the Physical Chemistry Commons CHEMISTRY THESIS SIGNIFICANCE AND IMPLICATIONS OF VITAMIN B-12 REACTION SCHEMA- ETH ZURICH VARIANT: MECHANISMS AND INSIGHTS DAVID JOSHUA FERGUSON 2019 2 Table of Contents: Chapter 1 6 Chapter 2 17 Chapter 3 40 Chapter 4 59 Chapter 5 82 Chapter 6 118 Chapter 7 122 Appendix References 3 Chapter 1 A. INTRODUCTION. Vitamin B-12 otherwise known as cyanocobalamin is a compound with synthetic elegance. Considering how it is composed of an aromatic macrocyclic corrin there are key features of this molecule that are observed either in its synthesis of in the biochemical reactions it plays a role in whether they be isomerization reactions or transfer reactions. In this paper the focus for the discussion will be on the history, chemical significance and total synthesis of vitamin B12. Even more so the paper will be concentrated one of the two variants of the vitamin B-12 synthesis, namely the ETH Zurich variant spearheaded by Albert Eschenmoser.Examining the structure as a whole it is observed that a large portion of the vitamin B12 is a corrin structure with a cobalt ion in the center of the macrocyclic part, and that same cobalt ion has cyanide ligands.
    [Show full text]
  • Rare-Earth Metal Methylidene Complexes with Ln3 (Μ3-CH2)(Μ3
    Dalton Transactions View Article Online PAPER View Journal | View Issue Rare-earth metal methylidene complexes with Ln3(μ3-CH2)(μ3-Me)(μ2-Me)3 core structure† Cite this: Dalton Trans., 2015, 44, 18101 Dorothea Schädle,a Melanie Meermann-Zimmermann,b Cäcilia Maichle-Mössmer,a Christoph Schädle,a Karl W. Törnroosc and Reiner Anwander*a Trinuclear rare-earth metal methylidene complexes with a Ln3(µ3-CH2)(µ3-Me)(µ2-Me)3 structural motif were synthesized by applying three protocols. Polymeric [LuMe3]n (1-Lu) reacts with the sterically demand- ing amine H[NSiMe3(Ar)] (Ar = C6H3iPr2-2,6) in tetrahydrofuran via methane elimination to afford isolable monomeric [NSiMe3(Ar)]LuMe2(thf)2 (4-Lu). The formation of trinuclear rare-earth metal tetramethyl methylidene complexes [NSiMe3(Ar)]3Ln3(µ3-CH2)(µ3-Me)(µ2-Me)3(thf)3 (7-Ln; Ln = Y, Ho, Lu) via reaction of [LnMe3]n (1-Ln; Ln = Y, Ho, Lu) with H[NSiMe3(Ar)] is proposed to occur via an “intermediate” species of the type [NSiMe3(Ar)]LnMe2(thf)x and subsequent C−H bond activation. Applying Lappert’s concept of Lewis base-induced methylaluminate cleavage, compounds [NSiMe3(Ar)]Ln(AlMe4)2 (5-Ln; Ln = Y, La, Nd, Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Ho) were converted into methylidene complexes 7-Ln (Ln = Y, Nd, Ho) in the presence of tetrahydrofuran. Similarly, tetramethylgallate complex [NSiMe3(Ar)]Y(GaMe4)2 (6-Y) could be employed as a synthesis pre- cursor for 7-Y. The molecular composition of complexes 4-Ln, 5-Ln, 6-Y and 7-Ln was confirmed by elemental analyses, FTIR spectroscopy, 1H and 13C NMR spectroscopy (except for holmium derivatives) Received 30th July 2015, and single-crystal X-ray diffraction.
    [Show full text]
  • Identification of a Novel Substrate-Derived Spermine
    ЭКСПЕРИМЕНТАЛЬНЫЕ СТАТЬИ UDK 577.152.1 Identification of a Novel Substrate- Derived Spermine Oxidase Inhibitor T. T. Dunston1, M. A. Khomutov2, S. B. Gabelli1,3,4, T. M. Stewart1, J. R. Foley1, S. N. Kochetkov2, A. R. Khomutov2*, R. A. Casero Jr.1* 1Sidney Kimmel Comprehensive Cancer Center, The Johns Hopkins University School of Medicine, Baltimore, MD 21287 USA 2Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Moscow, 119991 Russia 3Department of Medicine, The Johns Hopkins University School of Medicine, Baltimore, MD 21205, USA 4Department of Oncology, The Johns Hopkins University School of Medicine, Baltimore, MD 21287, USA *E-mail: [email protected], [email protected] Received May 08, 2020; in final form, July 07, 2020 DOI: 10.32607/actanaturae.10992 ABSTRACT Homeostasis of the biogenic polyamines spermine (Spm) and spermidine (Spd), present in μM-mM concentrations in all eukaryotic cells, is precisely regulated by coordinated activities of the enzymes of poly- amine synthesis, degradation, and transport, in order to sustain normal cell growth and viability. Spermine oxidase (SMOX) is the key and most recently discovered enzyme of polyamine metabolism that plays an es- sential role in regulating polyamine homeostasis by catalyzing the back-conversion of Spm to Spd. The deve- lopment of many types of epithelial cancer is associated with inflammation, and disease-related inflammatory stimuli induce SMOX. MDL72527 is widely used in vitro and in vivo as an irreversible inhibitor of SMOX, but it is also potent towards N1-acetylpolyamine oxidase. Although SMOX has high substrate specificity, Spm analogues have not been systematically studied as enzyme inhibitors.
    [Show full text]
  • International Nonproprietary Names for Pharmaceutical Substances (INN)
    WHO Drug Information, Vol. 29, No. 4, 2015 Proposed INN: List 114 International Nonproprietary Names for Pharmaceutical Substances (INN) Notice is hereby given that, in accordance with article 3 of the Procedure for the Selection of Recommended International Nonproprietary Names for Pharmaceutical Substances, the names given in the list on the following pages are under consideration by the World Health Organization as Proposed International Nonproprietary Names. The inclusion of a name in the lists of Proposed International Nonproprietary Names does not imply any recommendation of the use of the substance in medicine or pharmacy. Lists of Proposed (1–109) and Recommended (1–70) International Nonproprietary Names can be found in Cumulative List No. 15, 2013 (available in CD-ROM only). The statements indicating action and use are based largely on information supplied by the manufacturer. This information is merely meant to provide an indication of the potential use of new substances at the time they are accorded Proposed International Nonproprietary Names. WHO is not in a position either to uphold these statements or to comment on the efficacy of the action claimed. Because of their provisional nature, these descriptors will neither be revised nor included in the Cumulative Lists of INNs. Dénominations communes internationales des Substances pharmaceutiques (DCI) Il est notifié que, conformément aux dispositions de l'article 3 de la Procédure à suivre en vue du choix de Dénominations communes internationales recommandées pour les Substances pharmaceutiques les dénominations ci-dessous sont mises à l'étude par l'Organisation mondiale de la Santé en tant que dénominations communes internationales proposées.
    [Show full text]
  • (12) Patent Application Publication (10) Pub. No.: US 2016/0058872 A1 Crew Et Al
    US 2016.0058872A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2016/0058872 A1 Crew et al. (43) Pub. Date: Mar. 3, 2016 (54) IMIDE-BASED MODULATORS OF A613 L/426 (2006.01) PROTEOLYSIS AND ASSOCATED METHODS A 6LX3 L/505 (2006.01) OF USE A613 L/454 (2006.01) A613 L/55 (2006.01) (71) Applicant: Arvinas, Inc., New Haven, CT (US) C07D40 L/4 (2006.01) A6II 45/06 (2006.01) (72) Inventors: Andrew P. Crew, Guilford, CT (US); (52) U.S. Cl. Craig Crews, New Haven, CT (US), CPC ............ A61K 47/481 (2013.01); C07D401/14 Hanging Dong, Madison, CT (US); Jing (2013.01); C07D 495/14 (2013.01); C07D Wang, Milford, CT (US); Yimin Qian, 417/14 (2013.01); A61K 45/06 (2013.01); Plainsboro, NJ (US); Kam Siu Milford, A6 IK3I/505 (2013.01); A61 K3I/454 CT (US); Meizhong Jin, East Northport, (2013.01); A61 K3I/551 (2013.01); A61 K NY (US) 3 1/426 (2013.01) (21) Appl. No.: 14/792,414 (57) ABSTRACT (22) Filed: Jul. 6, 2015 The description relates to imide-based compounds, including Related U.S. Application Data bifunctional compounds comprising the same, which find utility as modulators of targeted ubiquitination, especially (63) Continuation-in-part of application No. 14/686.640, inhibitors of a variety of polypeptides and other proteins filed on Apr. 14, 2015. which are degraded and/or otherwise inhibited by bifunc (60) Provisional application No. 61/979,351, filed on Apr. tional compounds according to the present invention. In par 14, 2014, provisional application No.
    [Show full text]
  • Trisubstituted Push-Pull Nitro Alkenes
    The Free Internet Journal Review for Organic Chemistry Archive for Arkivoc 2020, part vii, 401-421 Organic Chemistry Trisubstituted push-pull nitro alkenes Branislav Pavilek* and Viktor Milata Institute of Organic Chemistry, Catalysis, and Petrochemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, Radlinského 9, SK-812 37 Bratislava, Slovakia Email: [email protected] Dedicated to Professor Jan Bergman on the occasion of his 80th birthday. Received 02-18-2021 Accepted 04-19-2021 Published on line 04-30-2021 Abstract Properties, preparations, and utilization in the organic synthesis of the trisubstituted push-pull nitroalkenes are summarized from all the relevant results published until 2020. Preparation of these nitroalkenes is versatile due to numerous of the starting materials. The importance of reviewed nitroalkenes is outlined by their frequent exploitation in the synthesis of biologically active compounds, as well as a vast range of heterocyclic derivatives. Keywords: Push-pull nitroalkenes, nucleophilic vinylic substitution, heterocycles formation, nitroalkenes cycloadditions DOI: https://doi.org/10.24820/ark.5550190.p011.495 Page 401 ©AUTHOR(S) Arkivoc 2020, vii, 401-421 Pavilek, B. et al. Table of Contents 1. Introduction 2. Review 2.1. Isomerism 2.2. Preparation 2.2.1. Formation of nitroenolethers (A) 2.2.2. Formation of mono-N-substituted nitroenamines (B) 2.2.3. Formation of di-N,N-substituted nitroenamines (C) 2.2.4. Other preparations (D) 2.3. Utilization in organic synthesis 2.3.1. Reactions with mono-nucleophiles (E) 2.3.2. Reactions with 1,2-binucleophiles (F) 2.3.3. Reactions with 1,3-binucleophiles (G) 2.3.4.
    [Show full text]
  • Studies in Multicyclic Chemistry
    Studies in Multicyclic Chemistry This thesis is submitted in fulfillment of the requirements for the degree of Doctor of Philosophy by Djamal Sholeh Al Djaidi Supervisor Professor Roger Bishop School of Chemistry The University of New South Wales Sydney, Australia December, 2006 PLEASE TYPE THE UNIVERSITY OF NEW SOUTH WALES Thesis/Dissertation Sheet Surname or Family name: AL DJAIDI First name: DJAMAL Other name/s: SHOLEH Abbreviation for degree as given in the University calendar: PhD School: CHEMISTRY Faculty: SCIENCE Title: STUDIES IN MULTICYCLIC CHEMISTRY Abstract 350 words maximum: (PLEASE TYPE) * A series of investigations has been carried out on multicyclic organic systems. The Ritter Reaction was used to obtain bridged imines containing an azacyclohexene functionality. The crystal structure of the benzene inclusion compound of one of these was determined, and also that of another spontaneously oxidised example. The reactivity of these bridged imines was then investigated using mercaptoacetic acid, and also dimethyl acetylenedicarboxylate (DMAD). The three bridged imines studied were found to react with DMAD in totally different ways and produced most unusual products whose structures were proved using X-ray crystallography. Mechanistic explanations are provided for the formation of these novel and totally unexpected products. * 6-Methylidene-3,3,7,7-tetramethylbicyclo[3.3.1]nonan-2-one was reacted with acetonitrile and sulfuric acid to deliberately combine molecular rearrangement with Ritter Reaction chemistry. Five different products were obtained and the pathway of formation of these products was uncovered. The structures of three of these rearranged substances were confirmed by X-ray methods. * The rare tricyclo[5.3.1.1 3,9]dodecane ring system is known to contain severe skeletal distortions due to the nature of its skeleton.
    [Show full text]
  • Electronic Or Optoelectronic Device Comprising an Anchored Thin Molecular Layer, Process for Its Preparation and Compound Used Therein
    (19) TZZ Z _T (11) EP 2 840 622 A1 (12) EUROPEAN PATENT APPLICATION (43) Date of publication: (51) Int Cl.: 25.02.2015 Bulletin 2015/09 H01L 51/10 (2006.01) H01L 51/50 (2006.01) (21) Application number: 13180827.1 (22) Date of filing: 19.08.2013 (84) Designated Contracting States: • Lüssem, Björn AL AT BE BG CH CY CZ DE DK EE ES FI FR GB 01127 Dresden (DE) GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO •Leo,Karl PL PT RO RS SE SI SK SM TR 01219 Dresden (DE) Designated Extension States: • Fischer, Axel BA ME 01097 Dresden (DE) (71) Applicant: Novaled GmbH (74) Representative: Bittner, Thomas L. 01307 Dresden (DE) Boehmert & Boehmert Anwaltspartnerschaft mbB (72) Inventors: Patentanwälte Rechtsanwälte • Nicht, Sylvia Pettenkoferstrasse 20-22 01187 Dresden (DE) 80336 München (DE) •Blochwitz-Nimoth, Jan 01097 Dresden (DE) (54) Electronic or optoelectronic device comprising an anchored thin molecular layer, process for its preparation and compound used therein (57) The application concerns materials for self as- (EWG) group, such as tetrafluorotetracyanoquin- sembled (SAM) charge injection layers on electrodes of odimethane (F4TCNQ), hexaazatriphenylene (HAT) and organic electronic devices. The materials comprise an hexaazatriphenylene hexacarbonitrile (HATCN). The anchoring group, such as a thiol, a spacer group selected spacer group is connected to the EWG via a single bond from nitrogen aromatic heterocycles and aromatic rings from a nitrogen of the spacer group to a mehtylidenyl substituted with an amine, and an electron withdrawing group of the EWG. EP 2 840 622 A1 Printed by Jouve, 75001 PARIS (FR) EP 2 840 622 A1 Description [0001] The present invention relates to an electronic or optoelectronic device comprising an anchored thin molecular layer.
    [Show full text]
  • Thiazolo[3,2-B][1,2,4]Triazolium Cationic Surfactant
    Article Volume 11, Issue 6, 2021, 13885 - 13892 https://doi.org/10.33263/BRIAC116.1388513892 Synthetic Strategy and Structure Characterization of a New [1,3]Thiazolo[3,2-b][1,2,4]Triazolium Cationic Surfactant Maksym Fizer 1,* , Mikhailo Slivka 2 , Oksana Fizer 3 1 Department of Organic Chemistry, Faculty of Chemistry, Uzhhorod National University, Fedinets', Str. 53/1, 88000, Uzhhorod, Ukraine; [email protected] (M.F.); [email protected] (M.S.); [email protected] (O.F.); * Correspondence: [email protected]; (M.F.); Scopus Author ID 55823743600 Received: 20.01.2021; Revised: 21.02.2021; Accepted: 24.02.2021; Published: 1.03.2021 Abstract: Here, we present a synthetic strategy to access a new [1,3]thiazolo[3,2-b][1,2,4]triazolium- based cationic surfactant via the use of proton-induced heterocyclization method for quaternization of a nitrogen atom. The two-step synthesis of 2-heptyl-6,6-dimethyl-3-phenyl-5,6-dihydro-3H- [1,3]thiazolo[3,2-b][1,2,4]triazol-7-ium perchlorate is described in details. The analysis of NMR spectra unequivocally proved the formation of the 1,3-thiazolinium ring upon cyclization reaction. PM7 semiempirical calculations testify to the similar electronic structure of the newly synthesized surfactant cation and 1-heptylpyridinium cation. Keywords: 1,2,4-triazole; alkylation; cyclization; surfactant; NMR; cation; PM7; semiempirical. © 2021 by the authors. This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
    [Show full text]
  • United States Patent (19) 11 Patent Number: 4,952,690 Gosteli Et Al
    United States Patent (19) 11 Patent Number: 4,952,690 Gosteli et al. 45) Date of Patent: Aug. 28, 1990 (54) 6-SUBSTITUTED THIA-AZA COMPOUNDS 4,447,360 5/1984 Gosteli et al. .................. 260/239 A 4,500,457 2/1985 Gosteli et al. ... 260/245.2 R 75 Inventors: Jacques Gosteli, Basel; Ivan Ernest, 4,515,717 5/1985 Gosteli et al. ..... as a s 260/239 A Birsfelden, both of Switzerland; 4,518,533 5/1985 Gosteli et al...... ... 260/245.4 Marc Lang, Mulhouse, France; 4,524,028 6/1985 Gosteli et al. ..... ... 260/239 A Robert B. Woodward, Cambridge, 4,543,257 9/1985 Cama et al. ... ... 540/310 ... 540/359 Mass. 4,614,614 9/1986 Ernest et al. 4,616,007 10/1986 Lang ................................... 514/192 73) Assignee: Ciba-Geigy Corporation, Ardsley, 4,656,165 4/1987 Lang ................................... 514/192 N.Y. 4,826,832 5/1989 Lang ................................... 540/310 21 Appl. No.: 396,783 Primary Examiner-Mark L. Berch (22 Filed: Aug. 21, 1989 Attorney, Agent, or Firm-JoAnn Villamizar 57) ABSTRACT Related U.S. Application Data The invention relates to azetidin-2-ones of the formula 60 Continuation of Ser. No. 152,526, Feb. 5, 1988, aban doned, which is a division of Ser. No. 57,082, Jun. 3, 1987, abandoned, which is a division of Ser. No. 208,105, Nov. 18, 1980, Pat. No. 4,692,442, which is a continuation of Ser. No. 7,453, Jan. 29, 1979, aban doned. (30) Foreign Application Priority Data Feb. 2, 1978 CH) Switzerland.....................
    [Show full text]
  • Drug-Related Mortality: Postmortem Findings in Clark County, Nevada for 2005
    UNLV Retrospective Theses & Dissertations 1-1-2007 Drug-related mortality: Postmortem findings in Clark County, Nevada for 2005 Melanie Lee Gulmatico University of Nevada, Las Vegas Follow this and additional works at: https://digitalscholarship.unlv.edu/rtds Repository Citation Gulmatico, Melanie Lee, "Drug-related mortality: Postmortem findings in Clark County, Nevada for 2005" (2007). UNLV Retrospective Theses & Dissertations. 2110. http://dx.doi.org/10.25669/jq0h-bm62 This Thesis is protected by copyright and/or related rights. It has been brought to you by Digital Scholarship@UNLV with permission from the rights-holder(s). You are free to use this Thesis in any way that is permitted by the copyright and related rights legislation that applies to your use. For other uses you need to obtain permission from the rights-holder(s) directly, unless additional rights are indicated by a Creative Commons license in the record and/ or on the work itself. This Thesis has been accepted for inclusion in UNLV Retrospective Theses & Dissertations by an authorized administrator of Digital Scholarship@UNLV. For more information, please contact [email protected]. DRUG-RELATED MORTALITY: POSTMORTEM FINDINGS IN CLARK COUNTY, NEVADA FOR 2005 By Melanie Lee Gulmatico Bachelor of Science University of Nevada, Las Vegas 2005 A thesis submitted in partial fulfillment of the requirements for the Master of Public Health Degree School of Public Health Division of Health Sciences Graduate College University of Nevada, Las Vegas May 2007 Reproduced with permission of the copyright owner. Further reproduction prohibited without permission. UMI Number: 1443758 INFORMATION TO USERS The quality of this reproduction is dependent upon the quality of the copy submitted.
    [Show full text]
  • Pesticides Act 1974
    LAWS OF MALAYSIA ONLINE VERSION OF UPDATED TEXT OF REPRINT Act 149 PESTICIDES ACT 1974 As at 1 June 2015 2 PESTICIDES ACT 1974 Date of Royal Assent … … … … 30 July 1974 Date of Publication in the Gazzette … … 29 August 1974 Latest amendment made by P.U. (A) 235/2011 which came into operation on … … … … 12 July 2011 PREVIOUS REPRINTS First Reprint ... ... ... ... ... 1983 Second Reprint ... ... ... ... ... 1997 Third Reprint ... ... ... ... ... 2001 Fourth Reprint ... ... ... ... ... 2006 3 LAWS OF MALAYSIA Act 149 PESTICIDES ACT 1974 ARRANGEMENT OF SECTIONS PART I PRELIMINARY Section 1. Short title, application and commencement 2. Interpretation PART II THE PESTICIDES BOARD 3. Establishment of the Board 4. Alternate members 5. Provision of facilities by Ministry 6. Proceedings of the Board PART III CONTROL OF IMPORTATION AND MANUFACTURE OF PESTICIDES BY REGISTRATION AND PERMIT 7. Application for registration of pesticides 8. Registration and refusal to register 9. Period of registration 10. Power to cancel registration 10A. Registrant shall inform Board about adverse effects of pesticide 4 Laws Of Malaysia ACT 149 Section 11. Appeal against decision of Board 12. Gazetting of pesticides 13. Prohibitions as to importation and manufacture, and penalty 14. Importation of pesticides for educational or research purposes 14A. Research or experiment on unregistered pesticides synthesized in Malaysia PART IV CONTROL OF MANUFACTURE, SALE AND STORAGE OF PESTICIDES BY LICENSING 15. Licence to manufacture pesticides 16. Appointment of Pesticides Licensing Officers 17. Licence to sell or store pesticides 18. Revocation and suspension of licence 19. Appeal against decision of Board or Pesticides Licensing Officer 20. Offences relating to manufacture, sale, and storage for sale PART V CONTROL OF PRESENCE OF PESTICIDES IN FOOD 21.
    [Show full text]