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2-Methylthiophene

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2-Methylthiophene Basic information

Product Name:
2-Methylthiophene
Synonyms:
  • 2-Methylthiophene CAS NO.554-14-3
  • 2-methylthiacyclopentadiene (2-methylthiophene)
  • 2-methyl-thiophen
  • alpha-methylthiophene
  • 2-METHYLTHIOPHENE
  • 2MT
  • 2-Methylthiophene,98%
  • methylthiophene,2-methylthiophene
CAS:
554-14-3
MF:
C5H6S
MW:
98.17
EINECS:
209-063-0
Product Categories:
  • Heterocycle-oher series
  • Chemistry
  • Heterocycles
  • Thiophene&Benzothiophene
  • Building Blocks
  • Heterocyclic Building Blocks
  • Thiophenes
  • thiophene Flavor
Mol File:
554-14-3.mol
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2-Methylthiophene Chemical Properties

Melting point:
-63 °C (lit.)
Boiling point:
113 °C (lit.)
Density 
1.014 g/mL at 25 °C (lit.)
vapor pressure 
47.6 mm Hg ( 37.7 °C)
refractive index 
n20/D 1.52(lit.)
Flash point:
45 °F
storage temp. 
2-8°C
solubility 
immiscible
form 
Liquid
Specific Gravity
1.025 (20℃)
color 
Clear colorless to yellow
Odor
at 0.01 % in propylene glycol. sulfurous alliaceous onion roasted green
Odor Type
sulfurous
Water Solubility 
immiscible
BRN 
103734
InChIKey
XQQBUAPQHNYYRS-UHFFFAOYSA-N
LogP
2.330
CAS DataBase Reference
554-14-3(CAS DataBase Reference)
NIST Chemistry Reference
Thiophene, 2-methyl-(554-14-3)
EPA Substance Registry System
Thiophene, 2-methyl- (554-14-3)
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Safety Information

Hazard Codes 
F,Xn,Xi
Risk Statements 
11-22-36/37/38-37-2017/11/22
Safety Statements 
16-37/39-26-36-33-7/9
RIDADR 
UN 1993 3/PG 2
WGK Germany 
3
RTECS 
XM9625000
10-13
TSCA 
T
HazardClass 
3
PackingGroup 
II
HS Code 
29349990

MSDS

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2-Methylthiophene Usage And Synthesis

Chemical Properties

clear colorless to slightly yellow liquid

Uses

2-Methylthiophene, is used as a flavoring agent that naturally occurs in grilled and roasted beef, papaya, cooked shrimp, whiskey, and in trace amounts in roasted chicken;

Definition

ChEBI: 2-methylthiophene is a member of the class of thiophenes that is thiophene in which the hydrogen atom at position 2 is substituted by a methyl group. It has a role as a flavouring agent and a Maillard reaction product. It is a member of thiophenes and a volatile organic compound. It is functionally related to a thiophene.

Production Methods

2-Methylthiophene is commercially produced to 98 wt% purity by VP cyclization.

Application

2-Methylthiophene is a feasible raw material for the production of several of the important 2-substituted thiophenes. It may be used to manufacture 2-chloromethylthiophene (2-thenyl chloride), but this and further syntheses must be completed in situ, because of its instability.

Synthesis Reference(s)

The Journal of Organic Chemistry, 14, p. 638, 1949 DOI: 10.1021/jo01156a016
Tetrahedron Letters, 22, p. 2443, 1981 DOI: 10.1016/S0040-4039(01)92928-4

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