3001-66-9

Basic information

• Product Name: 2-Octanethiol
• Synonyms: octane-2-thiol;2-Octanethiol
• CAS NO: 3001-66-9
• Molecular Formula: C₈H₁₈S
• Molecular Weight: 146.29
• EINECS: 221-086-8
• Mol File: 3001-66-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: -79°C
• Boiling Point: 195.97°C (estimate)
• Flash Point: 55.7 °C
• Appearance: /
• Density: 0.8327
• Vapor Pressure: 0.827mmHg at 25°C
• Refractive Index: 1.4481
• PKA: 10.97±0.25(Predicted)
• CAS DataBase Reference: 2-Octanethiol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Octanethiol(3001-66-9)
• EPA Substance Registry System: 2-Octanethiol(3001-66-9)

Safety Data

• Hazardous Substances Data: 3001-66-9(Hazardous Substances Data)

Usage

General Description

2-Octanethiol, also known as 1-aethyl-1-octanethiol, is a highly reactive and pungent organic compound commonly used in the chemical and pharmaceutical industries. Its distinctive odor, often described as skunky or foul, has led to its use as a synthetic flavor and fragrance agent. It is also utilized in the production of dyes, pesticides, and plastics, as well as in organic synthesis processes. The compound is classified as a thiol, a type of organic sulfur compound, and is known to be flammable and potentially hazardous if mishandled. Due to its strong odor and potential health risks, precautions should be taken when handling and storing 2-octanethiol.

InChI:InChI=1/C8H18S/c1-3-4-5-6-7-8(2)9/h8-9H,3-7H2,1-2H3

Upstream product

• 557-35-7 2-bromooctane 
• 4128-31-8 rac-octan-2-ol 
• 17356-08-0 thiourea 
• 1574-31-8 (1-methylheptyl)disulfide 
• 75391-49-0 octane-2-sulfonyl chloride 
• 111-66-0 oct-1-ene 
• 7783-06-4 hydrogen sulfide 
• 78594-33-9 thioacetic acid S-(1-methyl-heptyl ester) 
• 628-61-5 2-chlorooctane 
• 75-08-1 ethanethiol 
• 109-99-9 tetrahydrofuran 
• 5633-78-3 2-hexyl thiirane 
• 1028-12-2 2-Octyl tosylate 
• 109498-61-5 dithiophosphoric acid O,O'-dibutyl ester S-(1-methyl-heptyl) ester 

Downstream Products

• 108346-90-3 Dimethyl-thiocarbamic acid S-(1-methyl-heptyl) ester 
• 82807-92-9 2'-octyl 2,4,6-triisopropylthiobenzoate 
• 10435-83-3 2-Octylsulfonsaeure 
• 78-82-0 Isobutyronitrile 
• 3333-52-6 2,2,3,3-tetramethylsuccinonitrile 
• 1574-31-8 (1-methylheptyl)disulfide 
• 10435-88-8 (+/-)-2-(2,4-dinitro-phenylsulfanyl)-octane 

Relevant articles and documents

Structure-odor correlations in homologous series of alkanethiols and attempts to predict odor thresholds by 3d-qsar studies

Homologous series of alkane-1-thiols, alkane-2-thiols, alkane-3-thiols, 2-methylalkane-1-thiols, 2-methylalkane-3-thiols, 2-methylalkane-2-thiols, and alkane-1,??-dithiols were synthesized to study the influence of structural changes on odor qualities and odor thresholds. In particular, the odor thresholds were strongly influenced by steric effects: In all homologous series a minimum was observed for thiols with five to seven carbon atoms, whereas increasing the chain length led to an exponential increase in the odor threshold. Tertiary alkanethiols revealed clearly lower odor thresholds than found for primary or secondary thiols, whereas neither a second mercapto group in the molecule nor an additional methyl substitution lowered the threshold. To investigate the impact of the SH group, odor thresholds and odor qualities of thiols were compared to those of the corresponding alcohols and (methylthio)alkanes. Replacement of the SH group by an OH group as well as S-methylation of the thiols significantly increased the odor thresholds. By using comparative molecular field analysis, a 3D quantitative structure-activity relationship model was created, which was able to simulate the odor thresholds of alkanethiols in good agreement with the experimental results. NMR and mass spectrometric data for 46 sulfur-containing compounds are additionally supplied.

Direct synthesis of thiols from halides and epoxides using hydrosulfide exchange resin in methanol

Various thiols are prepared directly from the corresponding alkyl halides and epoxides using hydrosulfide exchange resin in methanol in the presence of equimolar amounts of triethylammonium chloride at room temperature. The reaction not only proceeds with unique chemoselectivity, but also gives better yields of thiols than most commonly used indirect methods and has an additional advantage of a simple workup.