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3-Bromothiophene

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3-Bromothiophene
Names
Preferred IUPAC name
3-Bromothiophene
Other names
3-Thienyl bromide, 3BT
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.011.656 Edit this at Wikidata
EC Number
  • 212-821-3
UNII
  • InChI=1S/C4H3BrS/c5-4-1-2-6-3-4/h1-3H
    Key: XCMISAPCWHTVNG-UHFFFAOYSA-N
  • InChI=1/C4H3BrS/c5-4-1-2-6-3-4/h1-3H
    Key: XCMISAPCWHTVNG-UHFFFAOYAH
  • C1=CSC=C1Br
Properties
C4H3BrS
Molar mass 163.03 g·mol−1
Appearance Colorless liquid
Density 1.74 g/mL
Melting point −10 °C (14 °F; 263 K)
Boiling point 150–158 °C (302–316 °F; 423–431 K)
Immiscible
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
N,Xi,Xn,T
GHS labelling:
GHS02: FlammableGHS06: ToxicGHS07: Exclamation markGHS09: Environmental hazard
Danger
H226, H301, H310, H315, H317, H319, H330, H335, H411
P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P270, P271, P272, P273, P280, P284, P301+P310, P302+P350, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P332+P313, P333+P313, P337+P313, P361, P362, P363, P370+P378, P391, 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).

3-Bromothiophene is an organosulfur compound with the formula C4H3BrS. It is a colorless liquid. It is a precursor to the antibiotic timentin and the vasodilator cetiedil.[1]

Preparation

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Unlike 2-bromothiophene, the 3-bromo isomer cannot be prepared directly from thiophene. It can be prepared by debromination of 2,3,5-tribromothiophene,[2] which is obtained by bromination of thiophene.

Synthese van 3-broomthiofeen
Synthese van 3-broomthiofeen

See also

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References

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  1. ^ Jonathan Swanston (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_793.pub2. ISBN 978-3527306732.
  2. ^ S. Gronowitz (1959). "3-Bromothiophene". Org. Syntheses. 44: 9. doi:10.15227/orgsyn.044.0009.