1-Bromo-3-chloropropane

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1-Bromo-3-chloropropane
BrCH2CH2CH2Cl.png
Names
Preferred IUPAC name
1-Bromo-3-chloropropane
Other names
Trimethylene chlorobromide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.362 Edit this at Wikidata
EC Number
  • 203-697-1
RTECS number
  • TX4113000
UNII
UN number 2688
  • InChI=1S/C3H6BrCl/c4-2-1-3-5/h1-3H2
    Key: MFESCIUQSIBMSM-UHFFFAOYSA-N
  • C(CCl)CBr
Properties
C3H6BrCl
Molar mass 157.44 g·mol−1
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:
GHS02: FlammableGHS06: ToxicGHS07: Exclamation markGHS08: Health hazard
Warning
H226, H302, H315, H319, H331, H332, H335, H341, H412
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 [77 °F], 100 kPa).

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.[1] It is used as an alkylating agent to install the –(CH2)3Cl[2] [3] and –(CH2)3– groups.[4] For example, it is a precursor to 4-chlorobutyronitrile.

References[edit]

  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.
  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-δ2-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.