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2-Bromo-3-methylthiophene

CAS No.
14282-76-9
Chemical Name:
2-Bromo-3-methylthiophene
Synonyms
2B3MT;178.04;TH1-Br;2-Bromo-3-methylthio;2-bromo-3-methyltiophene;3-Methyl-2-bromothiophene;2-BROMO-3-METHYLTHIOPHENE;Thiophene,2-bromo-3-methyl-;2-Bromo-3-methylthiophene>2-Bromo-3-methylthiophene 97%
CBNumber:
CB8147031
Molecular Formula:
C5H5BrS
Molecular Weight:
177.06
MDL Number:
MFCD00059741
MOL File:
14282-76-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 03:34:00
Product description Number Pack Size Price
2-Bromo-3-methylthiophene 95% 337021 1g $26.4
2-Bromo-3-methylthiophene 95% 337021 5g $71.7
2-Bromo-3-methylthiophene >98.0%(GC) B1025 5g $40
2-Bromo-3-methylthiophene >98.0%(GC) B1025 25g $116
2-Bromo-3-methylthiophene Asreported 261620 10g $337
More product size

2-Bromo-3-methylthiophene Properties

Melting point <25 °C
Boiling point 173-176 °C (lit.)
Density 1.572 g/mL at 25 °C (lit.)
refractive index n20/D 1.572(lit.)
Flash point 155 °F
storage temp. 2-8°C
Water Solubility Insoluble in water
solubility soluble in Chloroform, Ethyl Acetate
form liquid
color Pale yellow
Specific Gravity 1.580
BRN 105719
InChI InChI=1S/C5H5BrS/c1-4-2-3-7-5(4)6/h2-3H,1H3
InChIKey YYJBWYBULYUKMR-UHFFFAOYSA-N
SMILES C1(Br)SC=CC=1C
CAS DataBase Reference 14282-76-9(CAS DataBase Reference)
NIST Chemistry Reference Thiophene, 2-bromo-3-methyl-(14282-76-9)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H318
Precautionary statements  P280-P305+P351+P338
Hazard Codes  T,Xi,Xn
Risk Statements  25-41-43-36/37/38-20/21/22
Safety Statements  26-36/37/39-45
RIDADR  UN 2810
WGK Germany  3
Hazard Note  Harmful
HazardClass  IRRITANT-HARMFUL, KEEP COLD
HazardClass  6.1
PackingGroup  III
HS Code  29349990
Limited Quantities 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
2
2 0

2-Bromo-3-methylthiophene price More Price(74)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 337021 2-Bromo-3-methylthiophene 95% 14282-76-9 1g $26.4 2023-06-20 Buy
Sigma-Aldrich 337021 2-Bromo-3-methylthiophene 95% 14282-76-9 5g $71.7 2023-06-20 Buy
TCI Chemical B1025 2-Bromo-3-methylthiophene >98.0%(GC) 14282-76-9 5g $40 2026-04-30 Buy
TCI Chemical B1025 2-Bromo-3-methylthiophene >98.0%(GC) 14282-76-9 25g $116 2026-04-30 Buy
Usbiological 261620 2-Bromo-3-methylthiophene Asreported 14282-76-9 10g $337 2026-06-03 Buy
Product number Packaging Price Buy
337021 1g $26.4 Buy
337021 5g $71.7 Buy
B1025 5g $40 Buy
B1025 25g $116 Buy
261620 10g $337 Buy

2-Bromo-3-methylthiophene Chemical Properties,Uses,Production

Chemical Properties

clear colorless to light yellow liquid

Uses

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.

Application

2-Bromo-3-methylthiophene is used as a pharmaceutical intermediate. It is used to prepare pyrazolo[3,4-d]pyrimidine derivatives as inhibitors of human enterovirus, coxsackievirus, echovirus, influenza virus, herpes simplex virus and rhinovirus. It is also used in the synthesis of oral α7 nicotinic receptor agonists.

Preparation

2-Bromo-3-methylthiophene synthesis: To a solution of glacial AcOH (100 mL), acetic anhydride (4.0 g, 0.039 mol), and 3-methylthiophene (9.82 g, 0.100 mol) as a stirred mixture was added NBS (19.6 g, 0.11 mol) in one portion with a slight exotherm to 44 oC. After 20 min the reaction mixture was poured onto ice, neutralized with sodium bisulfite and extracted with ether. The ether layer was washed with water and concentrated to give 11.3 g (64%) of 2-bromo-3-methylthiophene as a tan colored liquid in 88% purity by GC area % analysis: 1H NMR (CDCl3) d 7.1 (d, 1H, J=5.7 Hz), 6.7 (d, 1H, J=5.9 Hz), 2.2 (s, 3H).

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.

Synthesis

3-Methylthiophene

616-44-4

2-Bromo-3-methylthiophene

14282-76-9

General procedure for the synthesis of 2-bromo-3-methylthiophene from 3-methylthiophene: N-bromosuccinimide (NBS, 8.90 g, 50.0 mmol) was added in batches to a stirred solution of 3-methylthiophene (4.90 g, 50.0 mmol) in acetic acid (20 mL) at room temperature. After the addition was completed, the reaction mixture continued to be stirred at room temperature until the reaction was complete. Subsequently, the reaction mixture was slowly poured into ice water and extracted with a 3:1 solvent mixture of hexane and ether. The organic layer was washed sequentially with 1N NaOH aqueous solution and saturated saline. After drying over anhydrous sodium sulfate, the organic phase was concentrated under reduced pressure to afford the crude product 2-bromo-3-methylthiophene (8.20 g, 92.7% yield), which could be used in subsequent reactions without further purification.

References

[1] Chemistry Letters, 2014, vol. 43, # 5, p. 640 - 642
[2] Synthetic Communications, 1999, vol. 29, # 9, p. 1607 - 1610
[3] Bulletin of the Chemical Society of Japan, 2016, vol. 89, # 12, p. 1480 - 1486
[4] Patent: WO2012/116452, 2012, A1. Location in patent: Page/Page column 66
[5] Macromolecules, 2013, vol. 46, # 21, p. 8488 - 8499

128-08-5
616-44-4
14282-76-9
Synthesis of 2-Bromo-3-methylthiophene from N-Bromosuccinimide and 3-Methylthiophene
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View Lastest Price from 2-Bromo-3-methylthiophene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Bromo-3-methylthiophene pictures 2026-08-17 2-Bromo-3-methylthiophene
14282-76-9
$9.00 1KG 99% Henan Fengda Chemical Co., Ltd
2-Bromo-3-methylthiophene pictures 2026-08-14 2-Bromo-3-methylthiophene
14282-76-9
$5.00 1kg ≥99% 200mt/year Jinan Finer Chemical Co., Ltd
2-Bromo-3-Methylthiophene pictures 2026-05-28 2-Bromo-3-Methylthiophene
14282-76-9
$2.00-5.00 1KG 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD
Thiophene,2-bromo-3-methyl- 2B3MT 2-BROMO-3-METHYLTHIOPHENE 2-Bromo-3-Methylthiophene99.5% 2-bromo-3-methyltiophene 2-Bromo-3-methylthiophene 97% 178.04 2-BROMO-3-METHYLTHIOPHENE 98+% 2-Bromo-3-methyl-thiophene ,97% 3-Methyl-2-bromothiophene 2-Bromo-3-methylthio 2 - broMine - 3 - Methyl thiophene 1-[2-[(2-BROMO-3-THIENYL)METHOXY]-2-(2,4-DICHLOROPHENYL)ETHYL]-1H-IMIDAZOLE TH1-Br 2-Bromo-3-methylthiophene> 2-Bromo-3-methylthiophene ISO 9001:2015 REACH https://www.chemicalbook.com/ProdSupplierGNCB8147031.htm 14282-76-9 14282-75-9 C5H5Br Thiophenes Halogenated Heterocycles Heterocyclic Building Blocks ARYL HALIDE Building Blocks Building Blocks C4 to C6 Chemical Synthesis Halogenated Heterocycles Heterocyclic Building Blocks Heterocycle-oher series Thiophene Series Halogenated Heterocycles Heterocyclic Building Blocks ThiophenesBuilding Blocks Halogenated Organohalides Thiophene Thiophens blocks Bromides Heterocycles Thiophene&Benzothiophene Thiophenes