(E)-1,4-Dichlorobut-2-ene

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(E)-1,4-Dichlorobut-2-ene
Identifiers
InChI InChI=1/C4H6Cl2/c5-3-1-2-4-6/h1-2H,3-4H2/b2-1+
InChIKey FQDIANVAWVHZIR-OWOJBTEDBY
Standard InChI InChI=1S/C4H6Cl2/c5-3-1-2-4-6/h1-2H,3-4H2/b2-1+
Standard InChIKey FQDIANVAWVHZIR-OWOJBTEDSA-N
CAS number [110-57-6]
ChemSpider 557415
Properties[1]
Chemical formula C4H6Cl2
Molar mass 125.00 g/mol
Boiling point

75 ºC at 53 mbar

Hazards[2]
EU index number 602-073-00-X
GHS pictograms The skull-and-crossbones pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)The health hazard pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)The corrosion pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)The environment pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word DANGER
GHS hazard statements H350, H330, H311, H301, H314, H410
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

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

References

  1. ↑ NIST Chemistry WebBook; National Institute for Standards and Technology, <http://webbook.nist.gov/cgi/inchi/InChI%3D1S/C4H6Cl2/c5-3-1-2-4-6/h1-2H,3-4H2/b2-1+>
  2. ↑ 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.
  3. ↑ Chloroprene. In Re-evaluation of Some Organic Chemicals, Hydrazine and Hydrogen Peroxide; IARC Monographs on the Evaluation of Carcinogenic Risks to Humans 71; International Agency for Research on Cancer: Lyon, France, 1999; pp 227–50. ISBN 92-832-1271-1, <http://monographs.iarc.fr/ENG/Monographs/vol71/mono71-9.pdf>.
  4. ↑ Birman, Vladimir B.; Jiang, Xun-Tian Synthesis of Sceptrin Alkaloids. Org. Lett. 2004, 6 (14), 2369–71. DOI: 10.1021/ol049283g. Baran, Phil S.; Zografos, Alexandros L.; O'Malley, Daniel P. Short Total Synthesis of (±)-Sceptrin. J. Am. Chem. Soc. 2004, 126 (12), 3726–27. DOI: 10.1021/ja049648s.
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