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533610 Aldrich

2-Acetyl-5-methylthiophene

98%

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Properties

Related Categories Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Thiophenes More...
InChI Key   YOSDTJYMDAEEAZ-UHFFFAOYSA-N
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.)

Description

Packaging

25 g in glass bottle

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

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.

Price and Availability

Safety & Documentation

Safety Information

RIDADR 
UN 3335
WGK Germany 
3
RTECS 
OB4972000
Protocols & Articles
Peer-Reviewed Papers
15

References

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