tert-Amyl chloride

tert-Amyl chloride[1]
Names
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
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.944
UNII
  • InChI=1S/C5H11Cl/c1-4-5(2,3)6/h4H2,1-3H3 checkY
    Key: CRNIHJHMEQZAAS-UHFFFAOYSA-N checkY
  • InChI=1/C5H11Cl/c1-4-5(2,3)6/h4H2,1-3H3
    Key: CRNIHJHMEQZAAS-UHFFFAOYAL
  • CCC(C)(Cl)C
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).
checkY verify (what is checkY☒N ?)
Infobox references

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).

Synthesis

tert-Amyl chloride can be synthesized from tert-amyl alcohol via an SN1 reaction with concentrated hydrochloric acid.[3]

See also

References

  1. ^ 2-Chloro-2-methylbutane at Sigma-Aldrich
  2. ^ tert-Amyl chloride, degussa-bk.com
  3. ^ 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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