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  Y
3D model (JSmol)	Interactive image
ChemSpider	55090  Y
ECHA InfoCard	100.008.944
PubChem CID	61143
UNII	QO6BZZ3FGR  Y
CompTox Dashboard (EPA)	DTXSID0060484
InChI InChI=1S/C5H11Cl/c1-4-5(2,3)6/h4H2,1-3H3 Y Key: CRNIHJHMEQZAAS-UHFFFAOYSA-N Y 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). Y  verify  (what is  YN ?) 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]

See also

• 1-Chloropentane

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.