1679-09-0

Basic information

• Product Name: 2-METHYL-2-BUTANETHIOL
• Synonyms: 2-METHYL-2-BUTANETHIOL;TERT-AMYL MERCAPTAN;1,1-dimethyl-1-propanethiol;2-Methybutane-2-thiol;2-methyl-2-butanethio;2-methyl-butane-2-thiol;2-methylbutane-2-thiol;2-tert-Pentyl mercaptan
• CAS NO: 1679-09-0
• Molecular Formula: C₅H₁₂S
• Molecular Weight: 104.21
• EINECS: 216-843-4
• Mol File: 1679-09-0.mol

Chemical Properties

• Melting Point: -103.77°C
• Boiling Point: 99 °C
• Flash Point: -1°C
• Appearance: /liquid
• Density: 0,83 g/cm3
• Vapor Pressure: 49.4mmHg at 25°C
• Refractive Index: 1.4354
• PKA: pK1:11.35 (25°C)
• CAS DataBase Reference: 2-METHYL-2-BUTANETHIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-2-BUTANETHIOL(1679-09-0)
• EPA Substance Registry System: 2-METHYL-2-BUTANETHIOL(1679-09-0)

Safety Data

• Statements: 11
• Safety Statements: 9-16-33
• RIDADR: 1993
• RTECS: EK6570500
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 1679-09-0(Hazardous Substances Data)

Usage

Chemical Properties

strong offensive odor.

Uses

Odorant, intermediate, bacterial nutrient.

Synthesis Reference(s)

The Journal of Organic Chemistry, 50, p. 4414, 1985 DOI: 10.1021/jo00222a052

Hazard

Flammable, dangerous fire risk.

Safety Profile

A poison by ingestion, inhalation, and skin contact. A mild eye irritant. When heated to decomposition it emits toxic vapors of SOx.

InChI:InChI=1/C5H12S/c1-4-5(2,3)6/h6H,4H2,1-3H3

Upstream product

• 75-85-4 tert-Amyl alcohol 
• 513-35-9 2-methyl-but-2-ene 
• 594-38-7 2-iodo-2-methylbutane 
• 28276-08-6 1,1-dimethylpropylmagnesium chloride 
• 563-46-2 2-Methyl-1-butene 
• 507-36-8 2-bromo-2-methylbutane 
• 17356-08-0 thiourea 
• 5415-95-2 methyl dithiopropionate 
• 7783-06-4 hydrogen sulfide 
• 594-39-8 2-methyl-2-butylamine 

Downstream Products

• 100532-77-2 4-methoxy-2-(tert-pentylsulfanyl-methyl)-phenol 
• 34965-30-5 bis-(1,1-dimethyl-propyl)-disulfane 
• 63875-82-1 Benzyl-(1,1-dimethylpropyl)-disulfid 
• 118511-92-5 Toluene-4-thiosulfonic acid S-(1,1-dimethyl-propyl) ester 
• 1631-58-9 nereistoxin 
• 312746-71-7 (R)-S-tert-pentylcysteine 
• 822-27-5 dioctyl disulfide 
• 72600-12-5 C₁₁H₁₅NOS 
• 1202-34-2 di(pyridin-2-yl)amine 
• 120714-14-9 Tl⁽¹⁺⁾*SC(CH₃)2CH₂CH₃^(1-)=TlSC(CH₃)2CH₂CH₃ 
• 1046154-90-8 tris(benzenethiolato)indium(III) 
• 1443211-60-6 S-(tert-pentyl) di(2-phenethyl)phosphinoselenothioate 
• 1606129-56-9 2-(1,1-dimethylpropylsulfanyl)propyldiphenylphosphine oxide 
• 1606129-50-3 2-(1,1-dimethylpropylsulfanyl)propyltriphenylphosphonium bromide 

Relevant articles and documents

Reaction of Organocuprates with Dithio Esters: Double-Barrelled Carbophilic Addition and a New Synthetic Route to Tertiary Thiols

Organocuprates prepared from lithium reagents or Grignard reagents react with dithio esters to give high yields of tertiary thiols; in the absence of Cu(I), only thiophilic addition products are observed.

Mechanisms of the hydrodenitrogenation of alkylamines with secondary and tertiary α-carbon atoms on sulfided NiMo/Al2O3

The HDN of alkylamines with secondary and tertiary α-carbon atoms (2-pentylamine, 3-methyl-2-butylamine, 3,3-dimethyl-2-butylamine, 2-methylcyclohexylamine, 2-methyl-2-butylamine) and benzylamine and the HDS of corresponding alkanethiols were studied over sulfided NiMo/Al2O3. Alkanethiols and dialkylamines were primary products in the HDS of the amines with secondary products, formed from elimination and hydrogenolysis of the alkanethiols, as confirmed by the similar alkenes/alkane ratios in the HDN of the alkylamines and HDS of the corresponding alkanethiols. 2-Methyl-2-butylamine and benzylamine reacted much faster than the amines with secondary α-carbon atoms. Methylbutenes and methylbutane were the primary products of 2-methyl-2-butylamine, and toluene was the primary product of benzylamine. This and the different methylbutenes/methylbutane ratios in the HDS of 2-methyl-2-butylamine and HDS of 2-methyl-2-butanethiol indicated that 2-methyl-2-butylamine, with a tertiary α-carbon atom, and the activated benzylamine reacted by means of an E1 mechanism. The substitution of the NH2 group by H2S led to an alkanethiol and NH3 and, thus, to total denitrogenation. Substitution by an amine led to a dialkylamine and NH3 and to 50% nitrogen removal. High partial pressures of H2S and alkylamine increased the rate of transformation of alkylamine to alkanethiol and thus, of denitrogenation. However, the rate of sulfur removal from the alkanethiol decreased.

Antimicrobial composition and method containing N-(3,5-dihalophenyl)-imide compounds

Novel N-(3,5-dihalophenyl)imide compounds, which exhibit a strong antimicrobial activity against microorganisms including phytopathogenic fungi, parasites of industrial products and pathogenic microorganisms, represented by the formula, STR1 wherein X and X' each represent halogens and A represents a substituted ethylene such as chloroethylene, C1 - C4 alkylthioethylene, C1 - C2 alkyl-ethylene or 1,2-di-C1 - C2 -alkyl-ethylene, a cyclopropylene such as 1,3-dimethylcyclopropylene, trimethylene, a cyclohexylene-1,2-, cyclohexenylene-1,2-, cyclohexadienylene-1,2- or o-phenylene. The N-(3,5-dihalophenyl)imide compounds can be obtained by any of methods which produce imide compounds or reaction of an N-(3,5-dihalophenyl)maleimide compound with a mercaptan, a hydrogen halide, phosphorus chloride or thionylchloride.