1,4-Dichlorobut-2-ene

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1,4-Dichlorobut-2-ene
1,4-Dichlorobut-2-ene molecule
Names
IUPAC name
1,4-Dichlorobut-2-ene
Other names
trans-1,4-Dichlorobutene
Identifiers
3D model (
JSmol
)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
100.003.437 Edit this at Wikidata
EC Number
  • 203-779-7
KEGG
UNII
UN number 2920 2927 2922
  • InChI=1S/C4H6Cl2/c5-3-1-2-4-6/h1-2H,3-4H2 checkY
    Key: FQDIANVAWVHZIR-UHFFFAOYSA-N checkY
  • InChI=1/C4H6Cl2/c5-3-1-2-4-6/h1-2H,3-4H2/b2-1+
    Key: FQDIANVAWVHZIR-OWOJBTEDBY
  • InChI=1S/C4H6Cl2/c5-3-1-2-4-6/h1-2H,3-4H2
    Key: FQDIANVAWVHZIR-UHFFFAOYSA-N
  • ClC/C=C/CCl
  • ClCC=CCCl
Properties
C4H6Cl2
Molar mass 124.99 g·mol−1
Appearance Colorless liquid
Density 1.13 g/mL
Melting point 1 °C (34 °F; 274 K)
Boiling point 125.5 °C (257.9 °F; 398.6 K)
Hazards[1]
GHS labelling:
GHS06: Toxic GHS08: Health hazard
GHS05: Corrosive GHS09: Environmental hazard
Danger
H301, H311, H314, H330, H350, H410
P201, P202, P210, P233, P240, P241, P242, P243, P260, P264, P270, P271, P273, P280, P281, P284, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P308+P313, P310, P312, P314, P320, P321, P322, P330, P361, P363, P370+P378, P391, P403+P233, P403+P235, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

1,4-Dichlorobut-2-ene is a chlorinated butene. It is an intermediate in the industrial production of chloroprene, and the main impurity in technical grade chloroprene.[2] The (E)-isomer is also one of the starting materials for Birman's total synthesis of the poriferic natural product sceptrin.[3]

Production of chloroprene

Chloroprene is a monomer for the production of

polymerization inhibitors gives crude chloroprene.[4]

References

  1. ^ Index no. 602-073-00-X of Annex VI, Part 3, to Regulation (EC) No 1272/2008 of the European Parliament and of the Council of 16 December 2008 on classification, labelling and packaging of substances and mixtures, amending and repealing Directives 67/548/EEC and 1999/45/EC, and amending Regulation (EC) No 1907/2006. OJEU L353, 31.12.2008, pp 1–1355 at p 473.
  2. .
  3. .
  4. ^ Kleinschmidt, P. (1986), "Chlorinated hydrocarbons. 6.4. 2-Chloro-1,3-butadiene", in Gerhartz, W.; Yamamoto, Y. S. (eds.), Ullmann's Encyclopedia of Industrial Chemistry, vol. A6 (5th ed.), Weinheim: VCH, pp. 315–18
    Stewart, C. A. Jr. (1993), "Chlorocarbons, -hydrocarbons (chloroprene)", in Kroschwitz, J. I.; Howe-Grant, M. (eds.), Kirk-Othmer Encyclopedia of Chemical Technology, vol. 6 (4th ed.), New York: John Wiley, pp. 70–78.