4498-99-1

Basic information

• Product Name: 4-METHYLBENZYL MERCAPTAN
• Synonyms: (4-Methylphenyl)methanethiol, tech;4-Methylbenzyl mercaptan, 4-(Sulphanylmethyl)toluene, (4-Methylphenyl)methanethiol;p-Toluenemethanethiol;p-Tolylmethyl mercaptan;Benzenemethanethiol, 4-methyl-;P-TOLYLMETHANETHIOL;P-XYLYL MERCAPTAN;(P-METHYLPHENYL)METHANETHIOL
• CAS NO: 4498-99-1
• Molecular Formula: C₈H₁₀S
• Molecular Weight: 138.23
• EINECS: 224-796-6
• Product Categories: Sulphur Derivatives
• Mol File: 4498-99-1.mol
• Article Data: 14

Chemical Properties

• Melting Point: 76℃
• Boiling Point: 116-118°C 35mm
• Flash Point: 116-118°C/35mm
• Appearance: /
• Density: 1,023 g/cm3
• Vapor Pressure: 0.192mmHg at 25°C
• Refractive Index: 1.5630
• Solubility: Sparingly Soluble.
• Sensitive: Air Sensitive
• BRN: 2411317
• CAS DataBase Reference: 4-METHYLBENZYL MERCAPTAN(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLBENZYL MERCAPTAN(4498-99-1)
• EPA Substance Registry System: 4-METHYLBENZYL MERCAPTAN(4498-99-1)

Safety Data

• Hazard Codes: Xi
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Safety Statements: 23-24/25
• RIDADR: UN2810
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 4498-99-1(Hazardous Substances Data)

Usage

General Description

4-Methylbenzyl mercaptan is a chemical compound with the molecular formula C8H10S. It is a colorless to pale yellow liquid with a pungent odor, and is commonly used as a scent additive in natural gas to give it a distinctive odor for safety purposes. It is also used as a flavoring agent in the food industry and as a fragrance component in perfumes. Additionally, 4-methylbenzyl mercaptan is used in the synthesis of pharmaceuticals and as an intermediate in the production of other organic compounds. It is important to handle this chemical with caution, as it can cause irritation to the skin, eyes, and respiratory system, and should be stored and used in a well-ventilated area.

InChI:InChI=1/C8H10S/c1-7-2-4-8(6-9)5-3-7/h2-5,9H,6H2,1H3

Upstream product

• 104-82-5 4-Methylbenzyl chloride 
• 104-81-4 4-Methylbenzyl bromide 
• 17356-08-0 thiourea 
• 115412-23-2 p-methylbenzyl octyl sulfide 
• 72209-88-2 S-(4-methylbenzyl)isothiouronium bromide 
• 65094-22-6 diethyl (bromodifluoromethyl)phosphonate 
• 30085-48-4 S-(4-methylbenzyl) N,N-dimethylthiocarbamate 
• 54850-42-9 carbamic acid-(4-methyl-benzyl ester) 
• 224043-70-3 O-propyl 4-methylbenzenecarbothioate 
• 96185-26-1 1-(2-hydroxyethyl)-4,6-diphenylpyridin-2-thione 
• 76950-78-2 1-(4-Methyl-benzyl)-2-methylsulfanyl-4,6-diphenyl-pyridinium; iodide 
• 60410-77-7 bis(4-methylbenzenethiocarbonyl) sulphide 
• 589-18-4 4-Methylbenzyl alcohol 
• 13250-88-9 bis(4-methylbenzyl)sulfane 

Downstream Products

• 5925-57-5 methyl p-methylbenzyl thioether 
• 23786-13-2 methyl p-tolylacetate 
• 85372-19-6 4-methylbenzyl phenyl disulfide 
• 14062-19-2 p-tolylacetic acid ethyl ester 
• 125568-51-6 1,12-bis(p-tolyl)-2,5,8,11-tetrathiadodecane 
• 117487-66-8 Formylamino-[1-(4-methyl-benzylsulfanyl)-cyclohexyl]-acetic acid ethyl ester 
• 73975-38-9 p-methylbenzyl phenylmethanethiosulphinate 
• 117487-64-6 3-Ethyl-2-formylamino-3-(4-methyl-benzylsulfanyl)-pentanoic acid ethyl ester 
• 13250-88-9 bis(4-methylbenzyl)sulfane 
• 33155-60-1 t-butyl p-tolylacetate 
• 17024-97-4 (α,α-Dichlor-benzyl)-(4-methyl-benzyl)-sulfon 
• 403739-54-8 1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethanone 

Relevant articles and documents

Boc-S-methylbenzyl-(S)-2-amino-6-mercaptohexanoic acid: Preparation and application to the synthesis of a large cyclic disulfide peptide

A derivative of 2-amino-6-mercaptohexanoic acid (Amh) suitable for Boc solid phase synthesis has been prepared by conversion of the ε-NH2 group of lysine into a 4-methylbenzyl thioether. The derivative has been used in the synthesis of a 22-residue peptide with a 62-atom cyclic disulfide. Amh(Meb) is stable to acidolysis but can be conveniently deprotected, with simultaneous disulfide formation, by treatment with diphenyl sulfoxide and trichloromethylsilane.

Benzylic Thio and Seleno Newman-Kwart Rearrangements

The thermally induced OBn → SBn and OBn → SeBn migration reactions facilitate the rearrangement of O-benzyl thio- and selenocarbamates [BnOC(=X)NMe2] (X = S or Se) into their corresponding S-benzyl thio- and Se-benzyl selenocarbamates [BnXC(=O)NMe2] (X = S or Se). A series of substituted O-benzyl thio- and selenocarbamates were synthesized and rearranged in good yields of 33-88%. The reaction rates are higher for substrates with electron-donating groups in the 2 or 4 position of the aromatic ring, but the rearrangement also proceeds with electron-withdrawing substituents. The rearrangement follows first-order reaction kinetics and proceeds via a tight ion pair intermediate consisting of the benzylic carbocation and the thio- or selenocarbamate moiety. Computational studies support these findings.

Phosphorus Pentasulfide Mediated Conversion of Primary Carbamates into Thiols

In this paper, we report a method for the conversion of primary carbamates into thiols in the presence of phosphorus pentasulfide (P 2 S 5) in refluxing toluene. Presently, no method exists in the literature for conversion of carbamates into thiols and, to the best of our knowledge, it is the first report for this type of conversion. This method presents an indirect route for the conversion of alcohols into thiols via their carbamate derivatives that may be useful in the total synthesis of compounds containing a thiol functionality.