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337021

Sigma-Aldrich

2-Bromo-3-methylthiophene

95%

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About This Item

Empirical Formula (Hill Notation):
C5H5BrS
CAS Number:
14282-76-9
Molecular Weight:
177.06
EC Number:
238-175-2
MDL number:
MFCD00059741
UNSPSC Code:
12352100
PubChem Substance ID:
24860449
NACRES:
NA.22

Assay

95%

refractive index

n20/D 1.572 (lit.)

bp

173-176 °C (lit.)

density

1.572 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

Cc1ccsc1Br

InChI

1S/C5H5BrS/c1-4-2-3-7-5(4)6/h2-3H,1H3

InChI key

YYJBWYBULYUKMR-UHFFFAOYSA-N

General description

2-Bromo-3-methylthiophene is formed (approx. 90%) by bromination of 3-methyl thiophene with N-bromosuccinimide in the absence of benzoyl peroxide.

Application

2-Bromo-3-methylthiophene was used in the preparation of poly(3,3′′′-dimethyl-(2,2′:5′,2′:5′,2′′′)tetrathiophene)). It was also used in the preparation of 2-bromo-3-(bromomethyl)thiophene, lachrymatory compound.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

154.4 °F - closed cup

Flash Point(C)

68 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

337021-VAR:
337021-BULK:
337021-1G:
337021-5G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Effect of Benzoyl Peroxide on the Bromination of Methylthiophenes by N-Bromosuccinimide
Dittmer K, et al.
Journal of the American Chemical Society, 71(4), 1201-1204 (1949)
Regioregular poly (thiophene-3-alkanoic acid) s: water soluble conducting polymers suitable for chromatic chemosensing in solution and solid state.
Ewbank PC, et al.
Tetrahedron, 60(49), 11269-11275 (2004)
Structural studies of poly (dimethyl-tetrathiophene, an intermediate between poly (thiophene) and poly (3-methylthiophene).
Fell HJ, et al.
Synthetic Metals, 55(1), 420-425 (1993)

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