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]
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| Names | |
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| Preferred IUPAC name
3-Bromothiophene | |
| Other names
3-Thienyl bromide, 3BT
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.011.656 |
| EC Number |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| 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
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N,Xi,Xn,T |
| GHS labelling: | |
   
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| 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).
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Preparation
editUnlike 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.
See also
editReferences
edit- ^ Jonathan Swanston (2006). "Thiophene". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_793.pub2. ISBN 978-3527306732.
- ^ S. Gronowitz (1959). "3-Bromothiophene". Org. Syntheses. 44: 9. doi:10.15227/orgsyn.044.0009.
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