1,4-Dichlorobutane

Source: Wikipedia, the free encyclopedia.
1,4-Dichlorobutane
Names
Preferred IUPAC name
1,2-Dichlorobutane
Identifiers
3D model (
JSmol
)
ECHA InfoCard
 100.003.436 Edit this at Wikidata
UNII
  • InChI=1S/C4H8Cl2/c5-3-1-2-4-6/h1-4H2
    Key: KJDRSWPQXHESDQ-UHFFFAOYSA-N
  • C(CCCl)CCl
Properties
C4H8Cl2
Molar mass 127.01 g·mol−1
Density 1.16 g.mL−1
Boiling point 161–163 °C (322–325 °F; 434–436 K)
Related compounds
Related compounds
 1,2-Dichlorobut-2-ene
4-Fluorobutanol
1,2-Butanediol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1,4-Dichlorobutane is a

structural isomers of dichlorobutane. They are all colorless liquids of low flammabiltity and of interest for specialized synthetic uses.[1]

Preparation and reactions

1,4-Dichlorobutane can be obtained from 1,4-butanediol as well as from tetrahydrofuran.[1]

1,4-Dihalobutanes are well suited for the synthesis of 5-membered ring heterocyces. For example, treatment with sodium sulfide gives tetrahydrothiophene.[2] Treatment with lithium wire gives 1,4-dilithiobutane.[3]

1,4-Dichlorobutane can be used, among others, as a precursor for nylon 6,6 (via adiponitrile).[4][1]

References

  1. ^
    ISBN 978-3527306732
    .
  2. doi:10.15227/orgsyn.036.0089
    .
  3. doi:10.15227/orgsyn.070.0204
    .
  4. ISBN 0-412-60870-7
    . Retrieved August 28, 2008.
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