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1-Bromo-3-chloropropane

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1-Bromo-3-chloropropane
Names
Preferred IUPAC name 1-Bromo-3-chloropropane
Other names Trimethylene chlorobromide
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.362 Edit this at Wikidata
EC Number
  • 203-697-1
PubChem CID
RTECS number
  • TX4113000
UNII
UN number 2688
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C3H6BrCl/c4-2-1-3-5/h1-3H2Key: MFESCIUQSIBMSM-UHFFFAOYSA-N
SMILES
  • C(CCl)CBr
Properties
Chemical formula C3H6BrCl
Molar mass 157.44 g·mol
Appearance Colorless liquid
Melting point −58.9 °C (−74.0 °F; 214.2 K)
Boiling point 143.3 °C (289.9 °F; 416.4 K)
Hazards
GHS labelling:
Pictograms GHS02: FlammableGHS06: ToxicGHS07: Exclamation markGHS08: Health hazard
Signal word Warning
Hazard statements H226, H302, H315, H319, H331, H332, H335, H341, H412
Precautionary statements P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P311, P312, P321, P330, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501
Flash point 57 °C (135 °F; 330 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

1-Bromo-3-chloropropane is an organohalogen compound with the formula Br(CH2)3Cl. It is a colorless liquid, produced by free-radical addition of hydrogen bromide to allyl chloride. It is used as an alkylating agent to install the –(CH2)3Cl and –(CH2)3– groups. For example, it is a precursor to 4-chlorobutyronitrile.

References

  1. Dagani, M. J.; Barda, H. J.; Benya, T. J.; Sanders, D. C. "Bromine Compounds". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a04_405. ISBN 978-3527306732.
  2. Allen, Charles F. H.; Domeier, L. A. (1928). "γ-Chlorobutyronitrile". Org. Synth. 8: 52. doi:10.15227/orgsyn.008.0052.
  3. Evans, D. A.; Domeier, L. A. (1974). "Endocyclic Enamine Synthesis: N-Methyl-2-Phenyl-δ-tetrahydropyridine". Org. Synth. 54: 93. doi:10.15227/orgsyn.054.0093.
  4. Glass, D. B.; Weissberger, A. (1946). "Julolidine". Org. Synth. 26: 40. doi:10.15227/orgsyn.026.0040.
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