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533610

2-乙酰基-5-甲基噻吩

Name: 2-乙酰基-5-甲基噻吩
Brand: ALDRICH

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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关于此项目

经验公式（希尔记法）:

C₇H₈OS

化学文摘社编号:

13679-74-8

分子量:

140.20

NACRES:

NA.22

PubChem Substance ID:

24877976

UNSPSC Code:

12352100

EC Number:

237-181-2

MDL number:

MFCD00014529

Assay:

98%

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属性

Quality Level

200

assay

98%

refractive index

n20/D 1.561 (lit.)

bp

65-67 °C/1 mmHg (lit.)

mp

24-28 °C (lit.)

density

1.106 g/mL at 25 °C (lit.)

functional group

ketone

SMILES string

CC(=O)c1ccc(C)s1

InChI

1S/C7H8OS/c1-5-3-4-7(9-5)6(2)8/h3-4H,1-2H3

InChI key

YOSDTJYMDAEEAZ-UHFFFAOYSA-N

说明

General description

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.

Application

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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Acylation studies in the thiophene and furan series. IV. Strong inorganic oxyacids as catalysts.

Hartough HD and Kosak AI.

Journal of the American Chemical Society, 69(12), 3093-3096 (1947)

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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全球贸易项目编号

货号	GTIN
533610-25G	04061833045862