2-Bromothiophene is an organosulfur compound with the formula C4H3BrS. It is a colorless liquid. Unlike 3-bromothiophene, the 2-bromo isomer is prepared directly by partial bromination of thiophene. It is a precursor to several drugs, including tipepidine, ticlopidine, and clopidogrel.[1]

2-Bromothiophene
Names
Preferred IUPAC name
2-Bromothiophene
Other names
2-Thienyl bromide, 2BT
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.012.454 Edit this at Wikidata
EC Number
  • 213-699-4
UNII
  • InChI=1S/C4H3BrS/c5-4-2-1-3-6-4/h1-3H
    Key: TUCRZHGAIRVWTI-UHFFFAOYSA-N
  • C1=CSC(=C1)Br
Properties
C4H3BrS
Molar mass 163.03 g·mol−1
Appearance Colorless liquid
Density 1.684 g/mL
Melting point −10 °C (14 °F; 263 K)
Boiling point 153.5 °C (308.3 °F; 426.6 K)
Immiscible
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
N,Xi,Xn,T
GHS labelling:
GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS07: Exclamation mark
Danger
H226, H300, H301, H310, H315, H318, H319, H330
P210, P233, P240, P241, P242, P243, P260, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P320, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501
Flash point 56 °C (133 °F; 329 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Safety

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The LD50 is low, 200 – 250 mg/kg (oral, rat).[1]

References

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  1. ^ a b Jonathan Swanston (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_793.pub2. ISBN 978-3527306732.