tert -butyl hypochlorite

Structural formula
General
Surname	tert -butyl hypochlorite
other names	Hypochlorous acid 1,1-dimethylethyl ester
Molecular formula	C 4 H 9 ClO
Brief description	yellow liquid with a pungent odor
External identifiers / databases
EC number	208-072-7
ECHA InfoCard	100.007.339
PubChem	521297
Wikidata	Q2734192
properties
Molar mass	108.57 g mol −1
Physical state	liquid
density	0.96 g cm −3
boiling point	78 ° C
Refractive index	1.401
safety instructions
H and P phrases	H: 225-251-314
	P: 210-233-235 + 410-240-241-242-243-260-264-280-301 + 330 + 331-303 + 361 + 353-304 + 340- 305 + 351 + 338-310-363-370 + 378-403 + 235-405-407-420-501
	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

tert -Butylhypochlorit is a chemical compound from the group of chlorine- containing organic chemical compounds . In contrast to the inorganic hypochlorites , tert- butyl hypochlorite isnot a salt , but a covalent compound and can formally be regarded as an ester of tert- butanol with hypochlorous acid .

Extraction and presentation

Tert-butyl hypochlorite can be obtained by reacting a sodium hydroxide solution with tert-butyl alcohol and chlorine .

properties

tert -Butyl hypochlorite is a yellow liquid with a pungent odor.

use

tert -Butyl hypochlorite can be used as a versatile oxidizing agent for converting alcohols to ketones, aldehydes to acid chlorides, sulfides to sulfoxides and hydroxylamines to nitroso compounds. The more reactive tert -butyl hypoiodite can be made from tert -butyl hypochlorite and a metal iodide. It can also be used to make 2-imidazolines and other chemical compounds.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Entry on tert-butyl hypochlorite at TCI Europe, accessed on December 27, 2019.
↑ HM Teeter and EW Bell: tert-Butyl Hypochlorite In: Organic Syntheses . 32, 1952, p. 20, doi : 10.15227 / orgsyn.032.0020 ; Coll. Vol. 4, 1963, p. 125 ( PDF ).
↑ Midori Ishihara, Hideo Togo: Facile Preparation of 2-Imidazolines from Aldehydes with tert-Butyl Hypochlorite. In: Synthesis. 2007, 2007, pp. 1939-1942, doi : 10.1055 / s-2007-983726 .
↑ Organic Chemistry Portal: tert-Butyl Hypochlorite

[TCI-1] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on tert-butyl hypochlorite at TCI Europe, accessed on December 27, 2019.

[orgsyn-2] HM Teeter and EW Bell: tert-Butyl Hypochlorite In: Organic Syntheses . 32, 1952, p. 20, doi : 10.15227 / orgsyn.032.0020 ; Coll. Vol. 4, 1963, p. 125 ( PDF ).

[DOI10.1055/s-2007-983726-3] Midori Ishihara, Hideo Togo: Facile Preparation of 2-Imidazolines from Aldehydes with tert-Butyl Hypochlorite. In: Synthesis. 2007, 2007, pp. 1939-1942, doi : 10.1055 / s-2007-983726 .

[Organic_Chemistry_Portal-4] Organic Chemistry Portal: tert-Butyl Hypochlorite