Synthesis of phenolic esters with potential long-lasting insect-repellent properties

1968 ◽  
Vol 46 (17) ◽  
pp. 2835-2842 ◽  
Author(s):  
Ronald P. Quintana ◽  
Lorrin R. Garson ◽  
Andrew Lasslo
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Mass Spectra ◽  
Acid Catalysis ◽  
Repellent Activity ◽  
Insect Repellent ◽  
Undecanoic Acid ◽  
Phenolic Esters ◽  
Acid Esters ◽  
Nuclear Magnetic

The synthesis of undecanoic acid esters of resorcinol, 4-chlororesorcinol, hexachlorophene, o-chlorophenol, and p-chlorophenol is described. The compounds were designed to provide, potentially, perdurable insect-repellent activity. When the synthesis of esters of resorcinol and 4-chlororesorcinol was attempted with undecanoic acid, under acid catalysis, principally ketones and ketoesters were isolated. The originally sought esters were obtained, however, by the reaction of the phenols with undecanoyl chloride in the presence of pyridine. The infrared, nuclear magnetic resonance, and mass spectra of the compounds are discussed.

Boronic esters of a porphyrazine and its precursor

2011 ◽  
Vol 15 (07n08) ◽  
pp. 742-747 ◽  
Author(s):  
Şükran Cenikli Başeren ◽  
Şennur Özçelik ◽  
Ahmet Gül
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Molecular Sieve ◽  
Mass Spectra ◽  
Phenylboronic Acid ◽  
Proton Nuclear Magnetic Resonance ◽  
Reduced Pressure ◽  
Boronic Esters ◽  
Acid Esters ◽  
Nuclear Magnetic

Phenylboronic acid esters of an unsaturated precursor 1,2-dicyano-1,2-bis(2-hydroxy- ethylthio)ethylene and the magnesium porphyrazine derived from it have been prepared either by refluxing a mixture of the reagents in chloroform in the presence of molecular sieve or by solvent-free heating in an oven under reduced pressure. The two novel compounds have been characterized by elemental analysis together with ultraviolet-visible, infrared spectroscopy, proton nuclear magnetic resonance, carbon-13 nuclear magnetic resonance, boron-11 nuclear magnetic resonance, and mass spectra.

Spectroscopic and Chromatographic Identification of Precursors, Intermediates, and Impurities of 3,4-Methylenedioxyamphetamine Synthesis

1978 ◽  
Vol 61 (4) ◽  
pp. 951-967 ◽  
Author(s):  
Theodore Lukaszewski
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Thin Layer ◽  
Mass Spectra ◽  
Test Results ◽  
Chromatographic Data ◽  
Nuclear Magnetic

Abstract The ultraviolet, infrared, nuclear magnetic resonance, and mass spectra of a number of precursors, intermediates, and impurities of 3,4-methylenedioxyamphetamine (MDA) synthesis are presented as well as gas-liquid and thin layer chromatographic data. Test results are given on the precursors safrole, isosafrole, and piperonal; the intermediates isosafrole glycol, N-formyl-MDA, and l-(3,4-methylenedioxyphenyl)- 2-nitro-l-propene; the impurities di[l- (3,4-methylenedioxyphenyl) -2-propyl] amine, di[l - (3,4 - methylenedioxyphenyl) -2- propyl] methylamine, and 3,4-methylenedioxyphenyIpropane; and the product MDA. The data are discussed and 2 methods of MDA synthesis are summarized, in which the precursors, intermediates, and impurities are encountered.

Regioselective synthesis of new 7,8-dichlorobenzofuro[3,2-c]quinoline-6,9,10(5H)-triones from reactions of 4-hydroxy-2-quinolones with 3,4,5,6-tetrachloro-1,2-benzoquinone

2020 ◽  
Vol 44 (7-8) ◽  
pp. 388-392
Author(s):  
Ashraf A Aly ◽  
Alaa A Hassan ◽  
Nasr K Mohamed ◽  
Lamiaa E Abd El-Haleem ◽  
Stefan Bräse
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Elemental Analysis ◽  
Mass Spectra ◽  
Regioselective Synthesis ◽  
Two Dimensional ◽  
New Compounds ◽  
Nuclear Magnetic

A novel series of 7,8-dichlorobenzofuro[3,2- c]quinoline-6,9,10(5 H)-triones was obtained regioselectively in good yields. The products were formed by the reactions of the 4-hydroxy-2(1 H)-quinolinones with 3,4,5,6-tetrachloro-1,2-benzoquinone in tetrahydrofuran as the solvent. Infrared, nuclear magnetic resonance (two-dimensional nuclear magnetic resonance), mass spectra and elemental analysis were used to elucidate the structures of new compounds.

Chromous Chloride Reduction. VIII. Reaction of Some Derivatives and Degradation Products of Heptachlor with Chromous Chloride-Ethylenediamine Complex and Nuclear Magnetic Resonance and Mass Spectra of the Products

1974 ◽  
Vol 57 (1) ◽  
pp. 205-216
Author(s):  
Alfred S Y Chau ◽  
Adrian Demayo ◽  
John W Apsimon ◽  
John A Buccini ◽  
Alain Fruchier
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Mass Spectra ◽  
Degradation Products ◽  
Magnetic Resonance Data ◽  
Resonance Data ◽  
Ethylenediamine Complex ◽  
Confirmatory Tests ◽  
Chromous Chloride ◽  
Nuclear Magnetic

Abstract The use of the chromous chloride-ethylenediamine (CrCl2-en) complex to speed dechlorination and minimize side-products has been explored for heptachlor metabolites and degradation products. Five pentachloro heptachlor derivatives are synthesized, and their nuclear magnetic resonance and mass spectra are presented and discussed. Nuclear magnetic resonance data support the anti assignment of H- in the major products from CrCl2-en reduction of cyclodiene pesticides. The use of this reagent for possible development of chemical confirmatory tests for heptachlor metabolites and degradation products is also briefly discussed.

scholarly journals Synthesis of Triphenyltin (IV) and Dibutyltin (IV) Complexes of 1-Aryl-2,5-dithiohydrazodicarbonamides and Their Characterization

2014 ◽  
Vol 2014 ◽  
pp. 1-5
Author(s):  
Rashmi B. Rastogi ◽  
Karuna Singh ◽  
Vinay Jaiswal
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Infrared Spectra ◽  
Mass Spectra ◽  
Molar Conductance ◽  
Fab Mass Spectra ◽  
Nuclear Magnetic

Organotin complexes of the types Ph3SnL and Bu2SnL [where Ph = phenyl and Bu = butyl; HL = 1-phenyl-2,5-dithiohydrazodicarbonamide (HPhthc), 1-benzyl-2,5-dithiohydrazodicarbonamide (Hbzthc), 1-(4-ethoxyphenyl)-2,5-dithiohydrazodicarbonamide (HEtOPhthc)] have been prepared. Molar conductance studies demonstrate the nonionic behavior of the complexes. The 1H and 13C nuclear magnetic resonance and FAB mass spectra of the complexes are consistent with the proposed stoichiometry. Infrared spectra suggest an anionic bidentate coordinating behavior of the ligands.

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