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
CAS Number	594-36-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	55090 ;
ECHA InfoCard	100.008.944
PubChem CID	61143;
UNII	QO6BZZ3FGR ;
CompTox Dashboard (EPA)	DTXSID0060484 ;
	InChI InChI=1S/C5H11Cl/c1-4-5(2,3)6/h4H2,1-3H3 Key: CRNIHJHMEQZAAS-UHFFFAOYSA-N ; InChI=1/C5H11Cl/c1-4-5(2,3)6/h4H2,1-3H3 Key: CRNIHJHMEQZAAS-UHFFFAOYAL;
	SMILES CCC(C)(Cl)C;
Properties
Chemical formula	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). verify (what is ?) 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 S_N1 reaction with concentrated hydrochloric acid.^[3]

References

^ 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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[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.

[1]

[2]

[3]

Synthesis

See also

References