Chemistry:1,4-Dichlorobutane
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| Names | |
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| Preferred IUPAC name
1,4-Dichlorobutane | |
| Identifiers | |
3D model (JSmol)
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PubChem CID
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| 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
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1,4-Dichlorobut-2-ene 4-Fluorobutanol 1,4-Butanediol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tracking categories (test):
1,4-Dichlorobutane is a chloroalkane with the molecular formula (CH
2CH
2Cl)
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]
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
- ↑ 1.0 1.1 1.2 Rossberg, Manfred; Lendle, Wilhelm; Pfleiderer, Gerhard; Tögel, Adolf; Dreher, Eberhard-Ludwig; Langer, Ernst; Rassaerts, Heinz; Kleinschmidt, Peter et al. (2006). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a06_233.pub2.
- ↑ J. Keith Lawson; William K. Easley; William S. Wagner (1956). "Tetrahydrothiophene". Organic Syntheses 36: 89. doi:10.15227/orgsyn.036.0089.
- ↑ Paul A. Wender; Alan W. White; Frank E. McDonald (1992). "Spiroannelation Via Organobis(Cuprates): 9,9-Dimethylspiro[4.5]Decan-7-One". Organic Syntheses 70: 204. doi:10.15227/orgsyn.070.0204.
- ↑ Mark S. M. Alger (1997). Polymer Science Dictionary. Springer. pp. 241. ISBN 0-412-60870-7. https://books.google.com/books?id=OSAaRwBXGuEC&dq=dichlorobutane&pg=PA241. Retrieved August 28, 2008.
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