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Merck

533610

Sigma-Aldrich

2-乙酰基-5-甲基噻吩

98%

别名:

1-(5-Methyl-2-thienyl)ethanone, 1-(5-Methylthiophen-2-yl)ethan-1-one, 1-(5-Methylthiophen-2-yl)ethanone, 2-Methyl-5-acetylthiophene, 5-Methyl-2-thienyl methyl ketone, Methyl 5-methyl-2-thienyl ketone

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About This Item

经验公式(希尔记法):
C7H8OS
CAS号:
分子量:
140.20
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

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)


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Zinc azaphthalocyanines with thiophen-2-yl, 5-methylthiophen-2-yl and pyridin-3-yl peripheral substituents: Additive substituent contributions to singlet oxygen production.
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Dyes and Pigments, 82(3), 276-285 (2009)
Novel Dithienylethenes with Extended ??Systems: Synthesis by Aldol Condensation and Photochromic Properties.
Altenhoner K, et al.
European Journal of Organic Chemistry, 2010(31), 6033-6037 (2010)
Palladium-catalysed direct 3-or 4-arylation of thiophene derivatives using aryl bromides.
Dong JJ, et al.
Tetrahedron, 50(23), 2778-2781 (2009)
Synthesis, Configuration, and Antimicrobial Properties of Novel Substituted and Cyclized 2?, 3??-Thiazachalcones.
Ustaa A, et al.
Helvetica Chimica Acta, 90, 1482-1482 (2007)
Straightforward access to diketopyrrolopyrrole (DPP) dimers.
Stas S, et al.
Dyes and Pigments, 97(1), 198-208 (2013)

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