The synthesis and spectral investigation of new thiosubstituted butadienes and butenynes

Ibis, Cemil; Ayla, Sibel Sahınler

doi:10.3998/ark.5550190.0009.g04

Cited by 6 publications

(1 citation statement)

References 8 publications

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“…Compound 4e had mono(4-hydroxyphenylthio)substituted-1,3butadiene structure. Moreover, there was a reaction in the literature that tetrakis(4hydroxyphenylthio)-substituted-1,3-butadiene was synthesized from 1,1,3,3,4,4hexachlorobutene and 2-hydroxythiophenol 2e in the presence of triethylamine (30). Furthermore, in the 1 H NMR spectrum of butadiene mixtures and their isomers (4e and 6), the typical absorptions were observed such as OH signals at δ 5.90-6.12 ppm (broad), butadiene's proton signals (>C=CH), at δ 6.51,6.24, 6.17 ppm) and aromatic ring signals at δ 6.8-7.46 ppm region, which provide additional supporting evidence for their characterization.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of (Thio)substituted -1,3-Butadienes and -Butenynes

Kaçmaz

2019

Journal of the Turkish Chemical Society Section A: Chemistry

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In this study, 2H-1,1,3,4,4-pentachloro-1,3-butadiene (1) was reacted with different thiols (2methyl-2-propanethiol 2a, benzyl mercaptan 2b, 4-tert-butylbenzenethiol 2c, 4-nitrothiophenol 2d) in ethanol in the presence of NaOH to afford mono-thio-substituted-1,3-butadienes and mono-and tris-thiosubstituted-1-buten-3-ynes. Among them, (4-tert-butylphenyl)(1,3,4,4-tetrachlorobuta-1,3dienyl)sulfane (4c) exhibited two isomers of mono products. Moreover, the reaction of compound (1) with 2-hydroxythiophenol (2e) in dimethylformamide in the presence of triethylamine took place the formation of OH-protected butadiene structure 2-((Z)-1,3,4,4-tetrachlorobuta-1,3-dienylthio)phenol (4e) and ringclosed butadiene structure (E)-2-(2,3,3-trichloroallylidene)benzo[d][1,3]oxathiole (6), together and with two isomers of each. Their structures identified on the basis of GC-MS(+EI) analysis with different retention times (RT). Characterization of the synthesized compounds was done using several methods, mass spectrometry (GC-MS(+EI)), 1 H-, 13 C-, APT-NMR, FTIR and elemental analysis.

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Section: Resultsmentioning

confidence: 99%

Synthesis of (Thio)substituted -1,3-Butadienes and -Butenynes

Kaçmaz

2019

Journal of the Turkish Chemical Society Section A: Chemistry

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Amines, Aliphatic

Eller¹,

Henkes²,

Rossbacher³

et al. 2000

Ullmann's Encyclopedia of Industrial Chemistry

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The article contains sections titled: 1. Introduction 2. General Chemical Properties 2.1. Salt Formation 2.2. Conversion to Carboxamides 2.3. Conversion to Sulfonamides 2.4. Reaction with Carbonyl Compounds 2.5. Reaction with Carbon Dioxide and Carbon Disulfide 2.6. Reaction with Epoxides 2.7. Alkylation 2.8. Formation of Isocyanates and Ureas 2.9. Reaction with Acrylonitrile 2.10. Formation of Isonitriles 2.11. Oxidation 2.12. Dealkylation 3. General Production Methods 3.1. Production from Alcohols 3.2. Production from Carbonyl Compounds 3.3. Production from Nitriles 3.4. Production from Alkyl Halides 3.5. Production from Nitro Compounds 3.6. Production from Olefins 3.7. Other Processes 4. Lower Alkylamines 4.1. Physical Properties 4.2. Storage and Transportation 4.3. Quality Specifications and Analysis 4.4. Production 4.5. Uses 4.6. Economic Aspects 5. Cycloalkylamines 6. Cyclic Amines 7. Fatty Amines 7.1. Properties 7.2. Production 7.3. Analysis and Quality Control 7.4. Uses 7.5. Economic Aspects 8. Diamines and Polyamines 8.1. Diamines 8.1.1. 1,2‐Diaminoethane (Ethylenediamine) 8.1.2. Diaminopropanes 8.1.3. Higher Diamines 8.2. Oligoamines and Polyamines 8.2.1. Physical Properties 8.2.2. Chemical Properties 8.2.3. Production, Analysis, and Uses 9. Chiral Amines 10. Toxicology and Occupational Health 10.1. General Aspects 10.2. Toxicology of Specific Amines 10.2.1. Alkylamines, Cyclic Amines, and Polyamines 10.2.2. Fatty Amines 11. Acknowledgment

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Synthesis, characterization of N-, S-, O-substituted naphtho- and benzoquinones and a structural study

Ibis

Deniz

2012

J Chem Sci

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The new series of N-, SO O-substituted 1,4-naphthoquinone and SO O-substituted 1,4benzoquinone compounds were synthesized via vinylic substitution. Compounds 3 and 4 were synthesized from the reaction of 1 with 2. Compounds 6, 7 and 8 were synthesized from reaction of 1 with 5. Compounds 10 and 11 were obtained from the reaction of 1 with 9. Compounds 13 and 14 were synthesized from the reaction of 1 with 12. Compounds 16 and 17 were obtained from the reaction of 15 with 2. Photochemical and electrochemical properties of N-, SO O-substituted quninone compounds were determined by using fluorescence spectroscopy and cyclic voltammetry. Crystal structure of 2-(7-sulphanyl-4-methyl-coumarinyl)-3-(1-ethoxy)-1,4-naphthoquinone 13 was determined by X-ray diffraction method.

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The synthesis and spectral investigation of new thiosubstituted butadienes and butenynes

Cited by 6 publications

References 8 publications

Synthesis of (Thio)substituted -1,3-Butadienes and -Butenynes

Synthesis of (Thio)substituted -1,3-Butadienes and -Butenynes

Amines, Aliphatic

Synthesis, characterization of N-, S-, O-substituted naphtho- and benzoquinones and a structural study

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