1-octanethiol

Structural formula
General
Surname	1-octanethiol
other names	Octyl mercaptan; Octane-1-thiol;
Molecular formula	C 8 H 18 S
Brief description	colorless liquid with an unpleasant odor
External identifiers / databases
EC number	203-918-1
ECHA InfoCard	100.003.562
PubChem	8144
ChemSpider	7852
Wikidata	Q11883826
properties
Molar mass	146.30 g mol −1
Physical state	liquid
density	0.84 g cm −3
Melting point	−49 ° C
boiling point	197-200 ° C
Vapor pressure	0.3 hPa (20 ° C)
solubility	practically insoluble in water (5.7 mg l −1 at 20 ° C); soluble in ethanol;
Refractive index	1.452 (20 ° C)
safety instructions
H and P phrases	H: 317-410
	P: 273-280-302 + 352
Toxicological data	2000-2450 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

1-Octanethiol is a chemical compound from the group of thiols .

Extraction and presentation

1-Octanethiol can be obtained from 1-octene and hydrogen sulfide by reacting (anti-Markovnikoff addition). Synthesis by reaction of 1-bromooctane with hydrogen sulfide or thiourea by S _N 2 rearrangement or reaction of thioacetic acid with 1-octene is also possible.

properties

1-Octanethiol is a flammable, hardly inflammable, colorless liquid with an unpleasant odor that is practically insoluble in water.

use

1-Octanethiol is used as a polymerization conditioner.

safety instructions

The vapors of 1-octanethiol can form an explosive mixture with air ( flash point 68 ° C, ignition temperature 240 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 1-octanethiol in the GESTIS substance database of the IFA , accessed on December 4, 2018(JavaScript required) .
↑ David R. Lide: CRC Handbook of Chemistry and Physics A Ready-reference Book of Chemical and Physical Data . CRC Press, 1995, ISBN 978-0-8493-0595-5 , pp. 440 ( limited preview in Google Book Search).
↑ Data sheet 1-Octanethiol, ≥98.5% from Sigma-Aldrich , accessed on December 5, 2018 ( PDF ).
↑ Data sheet 1-octanethiol (PDF) from Merck , accessed on December 5, 2018.
↑ ^a ^b Entry on Octane-1-thiol in the Hazardous Substances Data Bank , accessed December 5, 2018.
^ John E. McMurry: Organic Chemistry with Biological Applications . Cengage Learning, 2014, ISBN 978-1-305-14721-8 , pp. 463 ( limited preview in Google Book search).
↑ WLF Armarego: Purification of Laboratory Chemicals . Butterworth-Heinemann, 2017, ISBN 978-0-12-805456-7 , pp. 591 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 1-octanethiol in the GESTIS substance database of the IFA , accessed on December 4, 2018(JavaScript required) .

[David_R._Lide-2] David R. Lide: CRC Handbook of Chemistry and Physics A Ready-reference Book of Chemical and Physical Data . CRC Press, 1995, ISBN 978-0-8493-0595-5 , pp. 440 ( limited preview in Google Book Search).

[Sigma-3] Data sheet 1-Octanethiol, ≥98.5% from Sigma-Aldrich , accessed on December 5, 2018 ( PDF ).

[Merck-4] Data sheet 1-octanethiol (PDF) from Merck , accessed on December 5, 2018.

[HSDB-5] Entry on Octane-1-thiol in the Hazardous Substances Data Bank , accessed December 5, 2018.

[John_E._McMurry-6] John E. McMurry: Organic Chemistry with Biological Applications . Cengage Learning, 2014, ISBN 978-1-305-14721-8 , pp. 463 ( limited preview in Google Book search).

[W.L.F._Armarego-7] WLF Armarego: Purification of Laboratory Chemicals . Butterworth-Heinemann, 2017, ISBN 978-0-12-805456-7 , pp. 591 ( limited preview in Google Book search).