4001-61-0

Basic information

• Product Name: 2,5-DIMETHYLTHIOPHENOL
• Synonyms: 2,5-dimethyl-benzenethio;Benzenethiol, 2,5-dimethyl-;P-XYLENETHIOL;2,5-DIMETHYLTHIOPHENOL;2,5-DIMETHYLBENZENETHIOL;2-MERCAPTO-P-XYLENE;2,5-Dimethylthiophenol 98%;2,5-DIMETHYLTHIOPHENOL / 2,5-DIMETHYLBENZENETHIOL
• CAS NO: 4001-61-0
• Molecular Formula: C₈H₁₀S
• Molecular Weight: 138.23
• EINECS: 223-649-3
• Product Categories: Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles
• Mol File: 4001-61-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: -30°C (estimate)
• Boiling Point: 126.3 °C50 mm Hg(lit.)
• Flash Point: 182 °F
• Appearance: clear light yellow liquid
• Density: 1.02 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.366mmHg at 25°C
• Refractive Index: n20/D 1.5698(lit.)
• Sensitive: Stench
• BRN: 2040348
• CAS DataBase Reference: 2,5-DIMETHYLTHIOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHYLTHIOPHENOL(4001-61-0)
• EPA Substance Registry System: 2,5-DIMETHYLTHIOPHENOL(4001-61-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36
• RIDADR: UN 3334
• WGK Germany: 3
• TSCA: T
• HazardClass: IRRITANT, STENCH
• PackingGroup: III
• Hazardous Substances Data: 4001-61-0(Hazardous Substances Data)

Usage

Chemical Properties

clear light yellow liquid

Uses

2,5-Dimethylbenzenethiol was used in the synthesis of poly(2-dodecanoylsulfanyl-p-phenylenevinylene). It was also used in the synthesis of 1,1,2-trichloro-4-(2,5-dimethylphenylthio)-1-buten-3-yne; 1,1,2,4-tetrachloro-4-(2,5-dimethylphenylthio)-1,3-butadiene and 1,1,2-trichloro-4,4-bis(2,5-dimethylphenylthio)-1,3-butadiene.

InChI:InChI=1/C8H10S/c1-6-3-4-7(2)8(9)5-6/h3-5,9H,1-2H3/p-1

Upstream product

• 30897-86-0 2,5-dimethylphenylmagnesium bromide 
• 106-42-3 para-xylene 
• 89816-82-0 2,5-dimethylphenyl ethyl xanthate 
• 1122-42-5 2-iodo-p-xylene 
• 571167-32-3 3-(2,5-dimethylphenyl)-sulfanyl-propionic acid methyl ester 
• 95-78-3 2,5-Dimethylaniline 
• 45867-06-9 2,5-dimethyl-benzenesulfinic acid 
• 19040-62-1 2,5-dimethylbenzenesulfonyl chloride 

Downstream Products

• 3808-86-4 1,2-bis(2,5-dimethylphenyl)disulfane 
• 104216-44-6 3-(2,5-dimethyl-phenylsulfanyl)-propionic acid 
• 22730-46-7 Dimethyl-thiophosphinyl-(2,5-dimethyl-phenyl)-disulfid 
• 22730-47-8 Diethyl-thioposphinyl-<2,5-dimethyl-phenyl>-disulfid 
• 22730-48-9 Dipropyl-thioposphinyl-<2,5-dimethyl-phenyl>-disulfid 
• 22730-49-0 Dibenzyl-thiophosphinyl-<2.5-dimethyl-phenyl>-disulfid 
• 51685-28-0 Di-ethoxyethyl-(2,5-dimethylphenylthio)succinat 
• 41842-55-1 Bis-(2,5-dimethylphenylthio)-diaethylsilan 
• 85296-33-9 2-(2,5-Dimethyl-phenylsulfanyl)-propionaldehyde 
• 113296-93-8 2-(2,5-dimethylphenylthio)benzoic acid 
• 1011-55-8 2-Acetonylmercapto-1,4-dimethyl-benzol 
• 132594-98-0 α-(2,5-Dimethyl-phenylmercapto)-propionaldehyd-diethylacetal 
• 107917-20-4 (2,5-dimethyl-phenyl)-(2,4-dinitro-phenyl)-sulfide 
• 101113-23-9 3-Nitro-4-(2,5-dimethyl-phenylmercapto)-benzolsulfonsaeure-methylamid 

Relevant articles and documents

Copper-catalyzed coupling of thiourea with aryl iodides: The direct synthesis of aryl thiols

A general, economical and efficient protocol for the direct copper-catalyzed coupling of thiourea with aryl iodides is developed and it will be potentially applied in large-scale industry as a preferred process.

RADIKALIONEN 89. EINELEKTRONEN-OXIDATIONEN VON DIARYLDISULFIDEN MIT AlCl3/H2CCl2

The single electron oxidation of 14 alkyl and alkoxy substituted diaryldisulfides by AlCl3/H2CCl2 has been investigated by ESR/ENDOR spectroscopy.The radical cations observed prove the following skeletal rearrangements: Those with ring hydrogens in ortho positions to the disulfide bridge preferentially form thianthrene derivatives.The isomeric dinaphthyl disulfides react differently, the 2,2'-isomer yielding the dibenzothianthrene radical cation and the 1,1'-isomer the well-known naphthalene-1,8-disulfide radical cation.For all diaryl disulfides with completely alkyl- or methoxy-blocked ortho positions, oxidative desulfuration is observed.As substantiated by additional (2)D and (33)S isotope marking, the bis(2,5-dimethoxyphenyl)disulfide reacts both to the corresponding thianthrene derivative as well as via desulfuration to the radical cation of the monosulfide.Accompanying cyclovoltammetric and photoelectron spectroscopic measurements prove that all ESR spectroscopically detected radical cations result from compounds Ar-S-Ar, Ar-SS-Ar and Ar(S)2Ar with rather low oxidation or ionisation potentials and thus suggest that each the most easily oxidized paramagnetic species is observed in the rather complex product mixtures, which form on AlCl3/H2CCl2 oxidation of diaryldisulfides. Key words: Diaryl disulfides; one-electron oxidation; radical cations; ESR/ENDOR spectra.