106224

3-Bromothiophene

97%

• Synonym(s): 3-Thienyl bromide
• Empirical Formula (Hill Notation): C₄H₃BrS
• CAS Number: 872-31-1
• Molecular Weight: 163.04
• Beilstein/REAXYS Number: 105338
• EC Number: 212-821-3
• MDL number: MFCD00005464
• UNSPSC Code: 12352100
• PubChem Substance ID: 24846726
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 97%
• refractive index: n20/D 1.591 (lit.)
• bp: 150 °C (lit.)
• density: 1.74 g/mL at 25 °C (lit.)
• functional group: bromo
• SMILES string: Brc1ccsc1
• InChI: 1S/C4H3BrS/c5-4-1-2-6-3-4/h1-3H
• InChI key: XCMISAPCWHTVNG-UHFFFAOYSA-N

Description

Application

3-Bromothiophene can be used as a reactant to synthesize:

• 3,3-Bithiophene via borylation followed by Suzuki coupling.
• 3-Alkylthiophenes by NiDPPP⁺⁺ catalyzed cross-coupling with Grignard reagents.
• 3-Lithiothiophene by treating with n-butyllithium in hexane.
• Derivatives of thienylenic α, ω−diformyl−α−oligothiophenes.
• N-(2-(3-bromothiophen-2-yl)phenyl)methanesulfonamides by coupling at the 2-position with N-arylmethanesulfonamides, mediated by iodobenzene diacetate (178721).

Safety Information

• pictograms: GHS02,GHS06,GHS09
• signalword: Danger
• hcodes: H226,H301,H310 + H330,H317,H319,H335,H411
• pcodes: P210 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Sens. 1 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 125.6 °F - closed cup
• flash_point_c: 52 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter