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1,4-Dichlorobutane

4-Fluorobutanol 1,2-Butanediol

1,4-Dichlorobutane is a chloroalkane with the molecular formula . It is one of several structural isomers of dichlorobutane. They are all colorless liquids of low flammabiltity and of interest for specialized synthetic uses.

Preparation and reactions

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

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

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

References

References

  1. (2006). "Chlorinated Hydrocarbons".
  2. (1956). "Tetrahydrothiophene". Organic Syntheses.
  3. (1992). "Spiroannelation Via Organobis(Cuprates): 9,9-Dimethylspiro[4.5]Decan-7-One". Organic Syntheses.
  4. Mark S. M. Alger. (1997). "Polymer Science Dictionary". Springer.
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