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化驗
98%
折射率
n20/D 1.561 (lit.)
bp
65-67 °C/1 mmHg (lit.)
mp
24-28 °C (lit.)
密度
1.106 g/mL at 25 °C (lit.)
SMILES 字串
CC(=O)c1ccc(C)s1
InChI
1S/C7H8OS/c1-5-3-4-7(9-5)6(2)8/h3-4H,1-2H3
InChI 密鑰
YOSDTJYMDAEEAZ-UHFFFAOYSA-N
一般說明
2-Acetyl-5-methylthiophene is a volatile organic compound formed during the reaction between L-cysteine and dihydroxyacetone in glycerine or triglyceride solvent system. It can be prepared by reacting 2-methylthiophene with acetic anhydride. 2-Acetyl-5-methylthiophene undergoes palladium-catalyzed cross-coupling reaction with aryl bromides to form C-4 arylated product. It reacts with 1,2-bis(5-formyl-2-methylthiophen-3-yl)cyclopentene via Aldol condensation to form a chalcone with photochromic property. The standard molar enthalpies of combustion, formation and vaporization of 2-acetyl-5-methylthiophene are 4341.9 ± 1.8kJ/mol, 158.0 ± 2.1kJ/mol and 62.0 ± 2.6kJ/mol, respectively.
應用
2-Acetyl-5-methylthiophene may be used in the preparation of:
- 2-ethyl-5-methylthiophene
- (5-methylthiophen-2-yl)glyoxal
- (2E)-1-(5-methylthiophen-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one
- ethyl 3-(5-methylthiophen-2-yl)-3-oxopropanoate
儲存類別代碼
11 - Combustible Solids
水污染物質分類(WGK)
WGK 3
閃點(°F)
Not applicable
閃點(°C)
Not applicable
個人防護裝備
Eyeshields, Gloves, type N95 (US)
Zinc azaphthalocyanines with thiophen-2-yl, 5-methylthiophen-2-yl and pyridin-3-yl peripheral substituents: Additive substituent contributions to singlet oxygen production.
Dyes and Pigments, 82(3), 276-285 (2009)
Novel Dithienylethenes with Extended ??Systems: Synthesis by Aldol Condensation and Photochromic Properties.
European Journal of Organic Chemistry, 2010(31), 6033-6037 (2010)
Palladium-catalysed direct 3-or 4-arylation of thiophene derivatives using aryl bromides.
Tetrahedron, 50(23), 2778-2781 (2009)
Synthesis, Configuration, and Antimicrobial Properties of Novel Substituted and Cyclized 2?, 3??-Thiazachalcones.
Helvetica Chimica Acta, 90, 1482-1482 (2007)
Straightforward access to diketopyrrolopyrrole (DPP) dimers.
Dyes and Pigments, 97(1), 198-208 (2013)
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