tert-Amyl chloride (2-methyl-2-butyl chloride) is an alkyl chloride used for flavoring and odorizing.[2] At room temperature, it is a colorless liquid with an unpleasant odor. It is an isomer of 1-chloropentane (n-amyl chloride).
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| Names | |
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| Preferred IUPAC name
2-Chloro-2-methylbutane | |
| Other names
1,1-Dimethylpropyl chloride; 2-Methyl-2-chlorobutane; tert-Pentyl chloride; t-Pentyl chloride; 2-methyl-2-butyl chloride
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.008.944 |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C5H11Cl | |
| Molar mass | 106.59 g·mol−1 |
| Appearance | Colorless liquid |
| Odor | unpleasant |
| Density | 0.866 g/mL |
| Melting point | −73 °C (−99 °F; 200 K) |
| Boiling point | 85 to 86 °C (185 to 187 °F; 358 to 359 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis
edittert-Amyl chloride can be synthesized from tert-amyl alcohol via an SN1 reaction with concentrated hydrochloric acid.[3]
See also
editReferences
edit- ^ 2-Chloro-2-methylbutane at Sigma-Aldrich
- ^ tert-Amyl chloride, degussa-bk.com
- ^ Esselman, Brian J.; Hofstetter, Heike; Ellison, Aubrey J.; Fry, Charles G.; Hill, Nicholas J. (2020-08-11). "S N 1, E1, and E2 Reactions of tert -Amyl Compounds: Improved Analysis Using Computational Chemistry and ASAP-HSQC NMR Spectroscopy". Journal of Chemical Education. 97 (8): 2280–2285. doi:10.1021/acs.jchemed.0c00071. ISSN 0021-9584.
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