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3D model (
JSmol)
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ChemSpider | |
PubChem
CID
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CompTox Dashboard (
EPA)
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Properties | |
C5H9Cl | |
Molar mass | 104.58 g·mol−1 |
Density | 0.8988 g/cm3 at 20 °C [1] |
Boiling point | 97 °C (207 °F; 370 K) [1] |
Refractive index (nD)
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1.4322 [1] |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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4-Chloro-2-pentene is an organic compound with the formula C5H9Cl. Its molecule is a linear chain of five carbon atoms, with a double bond between carbons 2 and 3 and a chlorine attached to carbon 4.
At room temperature, 4-chloro-2-pentene is a liquid with a density of ca. 0.9 g/cm3 and a boiling point of 97 °C. [1]
4-Chloro-2-pentene can be synthesized from its corresponding alcohol (3-pentene-2-ol) or from 1,3-pentadiene. In the latter case, 4-chloro-2-pentene can be obtained with a yield of 97%. [2]
4-Chloro-2-pentene has been used to prepare quaternary ammonium salts based on N,N,N',N'-tetramethyldiaminomethane, an intermediate in the manufacture of ionol (2,6-di-tert-butyl-4-methylphenol). [2] [3]
4-Chloro-2-pentene readily reacts with stannyl lithium at low temperature to provide respective allyl stannanes. [4] Likewise, allyl silanes can be prepared from 4-chloro-2-pentene by silylation of the corresponding Grignard reagents with an appropriate chlorosilane. [5]