1,4-Dichlorobutane
Chemical compound
From Wikipedia, the free encyclopedia
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.[1]
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| Names | |
|---|---|
| Preferred IUPAC name
1,2-Dichlorobutane | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.003.436 |
| EC Number |
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PubChem CID |
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| UNII | |
| UN number | 1993 |
CompTox Dashboard (EPA) |
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| Properties | |
| C4H8Cl2 | |
| Molar mass | 127.01 g·molâ1 |
| Density | 1.16 g.mLâ1 |
| Boiling point | 161â163 °C (322â325 °F; 434â436 K) |
| Hazards | |
| GHS labelling: | |
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| Warning | |
| H226, H315, H319, H335, H412 | |
| P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, P501 | |
| 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).
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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 heterocycles. 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]