1-chloro-2-methylpropane

Structural formula
General
Surname	1-chloro-2-methylpropane
other names	Isobutyl chloride; 2-methylpropyl chloride;
Molecular formula	C 4 H 9 Cl
Brief description	colorless liquid with a characteristic odor
External identifiers / databases
EC number	208-157-9
ECHA InfoCard	100.007.417
PubChem	10554
Wikidata	Q1827019
properties
Molar mass	92.57 g mol −1
Physical state	liquid
density	0.88 g cm −3
Melting point	−131 ° C
boiling point	69 ° C
Vapor pressure	158 mbar (20 ° C)
solubility	practically insoluble in water (28 mg l −1 at 20 ° C)
Refractive index	1.3975 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 225
	P: 210
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

1-chloro-2-methylpropane (also isobutyl chloride ) is a chemical compound from the group of saturated chlorinated hydrocarbons and one of the isomeric butyl chlorides .

Extraction and presentation

1-Chloro-2-methylpropane can be obtained by chlorination of isobutane , a mixture with tert-butyl chloride being formed. The ratio of the two compounds depends on the temperature. At room temperature 64% 1-chloro-2-methylpropane is produced, at 600 ° C it is 80%.

It is obtained isomer-free under mild conditions by reacting 2-methyl-1-propanol with triphenylphosphine dichloride .

properties

1-chloro-2-methylpropane is a volatile, colorless liquid with a characteristic odor, which is practically insoluble in water.

use

1-Chloro-2-methylpropane is used as an intermediate in organic chemistry (for example for the production of methacrylonitrile ).

safety instructions

The vapors of 1-chloro-2-methylpropane can form an explosive mixture with air ( flash point approx. −21 ° C, ignition temperature 395 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 1-chloro-2-methylpropane in the GESTIS substance database of the IFA , accessed on August 19, 2017(JavaScript required) .
↑ Data sheet 1-Chloro-2-methylpropane, 98% from AlfaAesar, accessed on July 20, 2013 ( PDF )(JavaScript required) .
^ Günter Jeromin: Organic chemistry: a practice-related textbook . Harri Deutsch Verlag, 2006, ISBN 978-3-8171-1732-1 , pp. 98–99 ( limited preview in Google Book Search).
↑ James E. Oliver, Philip E. Sonnet: cis-Dichloroalkanes from Epoxides: cis-1,2-Dichlorocyclohexane In: Organic Syntheses . 58, 1978, p. 64, doi : 10.15227 / orgsyn.058.0064 ; Coll. Vol. 6, 1988, p. 424 ( PDF ).
↑ Juri Aleksandrovich Sangalov, Karl Samoĭlovich Minsker, Gennadiĭ Efremovich Zaikov: Polymers Derived from Isobutylene: Synthesis, Properties, Application . VSP, 2001, ISBN 978-90-6764-335-1 , pp. 4 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 1-chloro-2-methylpropane in the GESTIS substance database of the IFA , accessed on August 19, 2017(JavaScript required) .

[Alfa-2] Data sheet 1-Chloro-2-methylpropane, 98% from AlfaAesar, accessed on July 20, 2013 ( PDF )(JavaScript required) .

[Günter_Jeromin-3] Günter Jeromin: Organic chemistry: a practice-related textbook . Harri Deutsch Verlag, 2006, ISBN 978-3-8171-1732-1 , pp. 98–99 ( limited preview in Google Book Search).

[4] James E. Oliver, Philip E. Sonnet: cis-Dichloroalkanes from Epoxides: cis-1,2-Dichlorocyclohexane In: Organic Syntheses . 58, 1978, p. 64, doi : 10.15227 / orgsyn.058.0064 ; Coll. Vol. 6, 1988, p. 424 ( PDF ).

[5] Juri Aleksandrovich Sangalov, Karl Samoĭlovich Minsker, Gennadiĭ Efremovich Zaikov: Polymers Derived from Isobutylene: Synthesis, Properties, Application . VSP, 2001, ISBN 978-90-6764-335-1 , pp. 4 ( limited preview in Google Book search).