1-Bromo-3-chloropropane

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
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/h1-3H2
    Key: MFESCIUQSIBMSM-UHFFFAOYSA-N
SMILES
  • C(CCl)CBr
Properties
Chemical formula
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:
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 [77 °F], 100 kPa).
Infobox references

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

  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 978-3-527-30673-2.
  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.