2-methyl-2-propanethiol

Structural formula
General
Surname	2-methyl-2-propanethiol
other names	tert -butylthiol; t -BuSH; tert -butyl mercaptan; TBM;
Molecular formula	(CH 3 ) 3 CSH
Brief description	colorless liquid with an unpleasant odor
External identifiers / databases
EC number	200-890-2
ECHA InfoCard	100,000,810
PubChem	6387
Wikidata	Q973473
properties
Molar mass	90.19 g mol −1
Physical state	liquid
density	0.83 g cm −3 (20 ° C)
Melting point	−0.5 ° C / 1 ° C
boiling point	62-65 ° C / 64 ° C
Vapor pressure	241 hPa (25 ° C); 298 hPa (30 ° C); 440 hPa (40 ° C); 632 hPa (50 ° C);
solubility	heavy in water (4.2 g l −1 at 25 ° C)
Refractive index	1.423 (20 ° C)
safety instructions
H and P phrases	H: 225-317-411
	P: 210-273-280
Toxicological data	4730 mg kg −1 ( LD 50 , rat , oral )
	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

2-methyl-2-propanethiol is a chemical compound belonging to the group of thiols . The highly flammable liquid is lighter than water and can form explosive mixtures with air.

properties

Chemical properties

2-methyl-2-propanethiol reacted with metal alkoxides and carboxylic acid chlorides to thiol esters :

Safety-related parameters

2-methyl-2-propanethiol forms highly flammable vapor-air mixtures. The compound has a flash point of −26 ° C. The explosion range is between 1.3% by volume (50 g / m ³ ) as the lower explosion limit (LEL) and 8.7% by volume (327 g / m ³ ) as the upper explosion limit (UEL). The limit gap width was determined to be 1.09 mm. This results in an assignment to explosion group IIA. The ignition temperature is 253 ° C. The substance therefore falls into temperature class T3.

use

Because of the odor that can be perceived even in the smallest doses (0.33 ppb), 2-methyl-2-propanethiol is used as an odorant for otherwise odorless flammable gases.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o ^p ^q Entry on 2-methyl-2-propanethiol in the GESTIS substance database of the IFA , accessed on July 10, 2019(JavaScript required) .
↑ ^a ^b ^c data sheet 2-methyl-2-propanethiol, 99% from Sigma-Aldrich , accessed on February 27, 2014 ( PDF ).
↑ Spessard, Gary O .; Chan, Wan Kit; Masamune, S .: Preparation of thiol esters: s-tert-butyl cyclohexanecarbothioate and s-tert-butyl 3α, 7α, 12α-trihydroxy-5β-cholane-24-thioate In: Organic Syntheses . 61, 1983, p. 48, doi : 10.15227 / orgsyn.061.0048 ; Coll. Vol. 7, 1990, p. 87 ( PDF ).
↑ ^a ^b E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.
↑ Devos, M .; Patte, F .; Rouault, J .; Lafort, P .; Van Gemert, LJ: Standardized Human Olfactory Thresholds . IRL Press at Oxford University Press, Oxford 1990, ISBN 0199631468 , p. 118.
↑ tert-butyl mercaptan. Chevron Phillips Chemical , accessed July 28, 2016 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o ^p ^q Entry on 2-methyl-2-propanethiol in the GESTIS substance database of the IFA , accessed on July 10, 2019(JavaScript required) .

[Sigma-2] ta sheet 2-methyl-2-propanethiol, 99% from Sigma-Aldrich , accessed on February 27, 2014 ( PDF ).

[spessard-3] Spessard, Gary O .; Chan, Wan Kit; Masamune, S .: Preparation of thiol esters: s-tert-butyl cyclohexanecarbothioate and s-tert-butyl 3α, 7α, 12α-trihydroxy-5β-cholane-24-thioate In: Organic Syntheses . 61, 1983, p. 48, doi : 10.15227 / orgsyn.061.0048 ; Coll. Vol. 7, 1990, p. 87 ( PDF ).

[Brandes-4] E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.

[5] Devos, M .; Patte, F .; Rouault, J .; Lafort, P .; Van Gemert, LJ: Standardized Human Olfactory Thresholds . IRL Press at Oxford University Press, Oxford 1990, ISBN 0199631468 , p. 118.

[6] tert-butyl mercaptan. Chevron Phillips Chemical , accessed July 28, 2016 .