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1,4-Dichlorobutane
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1,4-dichlorobutane.svg 160px 1,2-Dichlorobutane changed chemspider correct CAS 110-56-5 21106032 203-778-1 correct FDA 8326YNM2B3 8059 1993 1S/C4H8Cl2/c5-3-1-2-4-6/h1-4H2 KJDRSWPQXHESDQ-UHFFFAOYSA-N C(CCCl)CCl 4 8 2 1.16 g.mL−1 161-163
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1,2-Dichlorobut-2-ene4-Fluorobutanol1,2-Butanediol
1,4-Dichlorobutane is a chloroalkane with the molecular formula (CH2CH2Cl)2. It is one of several structural isomers of dichlorobutane. They are all colorless liquids of low flammabiltity and of interest for specialized synthetic uses.10.1002/14356007.a06_233.pub2 Chlorinated Hydrocarbons 2006 Rossberg Manfred Lendle Wilhelm Pfleiderer Gerhard Tögel Adolf Dreher Eberhard-Ludwig Langer Ernst Rassaerts Heinz Kleinschmidt Peter Strack Heinz Cook Richard Beck Uwe Lipper Karl-August Torkelson Theodore R. Löser Eckhard Beutel Klaus K. Mann Trevor 3527306730
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.10.15227/orgsyn.036.0089 free Tetrahydrothiophene Organic Syntheses 1956 36 89 J. Keith Lawson William K. Easley William S. Wagner Treatment with lithium wire gives 1,4-dilithiobutane.10.15227/orgsyn.070.0204 free Spiroannelation Via Organobis(Cuprates): 9,9-Dimethylspiro[4.5]Decan-7-One Organic Syntheses 1992 70 204 Paul A. Wender Alan W. White Frank E. McDonald
1,4-Dichlorobutane can be used, among others, as a precursor for nylon 6,6 (via adiponitrile). Mark S. M. Alger 1997 https://books.google.com/books?id=OSAaRwBXGuEC&dq=dichlorobutane&pg=PA241 Polymer Science Dictionary Springer 241 0-412-60870-7 August 28, 2008
References
Category:Chloroalkanes
Category:Butane