670-98-4

Basic information

• Product Name: METHYL BENZENESULFINATE
• Synonyms: MeOS(O)Ph;Methylebenzenesulfinate;METHYL BENZENESULFINATE;Benzenesulfinicacidmethylester;Methyl benzenesulphinate;Methyl phenylsulfinate;Methyl benzenesulfinate 98%
• CAS NO: 670-98-4
• Molecular Formula: C₇H₈O₂S
• Molecular Weight: 156.2
• Product Categories: Organic Building Blocks;Sulfonates/Sulfinates;Sulfur Compounds
• Mol File: 670-98-4.mol
• Article Data: 44

Chemical Properties

• Boiling Point: 79-83°C 0,3mm
• Flash Point: 91°C
• Appearance: Colorless to pale yellow/Liquid
• Density: 1,194 g/cm3
• Vapor Pressure: 0.02mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: METHYL BENZENESULFINATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL BENZENESULFINATE(670-98-4)
• EPA Substance Registry System: METHYL BENZENESULFINATE(670-98-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 670-98-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 670-98-4 differently. You can refer to the following data:
1. Methyl Benzenesulfinate is a reagent used in the synthesis of sulfinyl compounds.
2. Methyl benzenesulfinate may be employed for the synthesis of symmetrical disulfides.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 5, p. 723, 1973Tetrahedron Letters, 13, p. 5313, 1972 DOI: 10.1016/S0040-4039(01)85238-2

General Description

Methyl benzenesulfinate is an ester of aromatic sulfinic acid. It reacts smoothly with thionyl chloride at room temperature to afford sulfinyl chloride and methyl chlorosulfonate.

InChI:InChI=1/C7H8O2S/c1-9-10(8)7-5-3-2-4-6-7/h2-6H,1H3

Upstream product

• 67-56-1 methanol 
• 4972-29-6 benzenesulphinyl chloride 
• 28715-70-0 methoxy-phenyl-sulfane 
• 882-33-7 diphenyldisulfane 
• 40167-15-5 N-(phenylsulphinyl)phthalimide 
• 108-98-5 thiophenol 
• 873-55-2 sodium benzenesulfonate 
• 117375-33-4 methyl (1,2-benzisoxazol-3-yl)-phenylsulphinyl-acetate 
• 117410-68-1 C₁₆H₁₂NO₄S^(1-)*Na⁽¹⁺⁾ 
• 13165-72-5 chlorosulfite de methyle 
• 79-22-1 methyl chloroformate 
• 126114-20-3 O-methyl-N-(1S,2S,5S)-myrtanyl-N'-phenylisourea 
• 618-41-7 Benzenesulfinic acid 
• 126114-21-4 O-methyl-N,N'-di-(R)-α-phenylethylisourea 

Downstream Products

• 67-56-1 methanol 
• 945-51-7 1,1'-sulfinylbisbenzene 
• 108-98-5 thiophenol 
• 1859-03-6 ethyl benzenesulfinate 
• 146916-38-3 <(Oct-1-ynyl)sulfinyl>benzene 
• 98877-49-7 3-(phenylsulfinyl)bicyclo<3.2.0>hept-en-2-one 
• 111119-47-2 3β-methoxy-16ξ-phenylsulfinyl-5α-androstan-17-one 
• 111119-49-4 16ξ-phenylsulfinyl-3β-phenylsylfinyloxy-5β-androstan-17-one 
• 49833-32-1 1-phenyl-1-(phenylsulfinyl)-ethene 
• 87295-68-9 Z-3-(benzenesulfinyl)-2-ethylprop-2-en-1-ol 
• 87309-96-4 Z-3-benzenesulfinyl-2-phenylprop-2-en-1-ol 
• 73509-29-2 t-2,t-7-dimethyl-4-(phenylsulfinyl)-t-8-(t-butyloxy)-r-1H-bicyclo<5.3.0>decan-5-one 
• 111263-94-6 (3S,5R,8R,9S,10S,13S,14S)-16-Benzenesulfinyl-10,13-dimethyl-3-(tetrahydro-pyran-2-yloxy)-hexadecahydro-cyclopenta[a]phenanthren-17-one 
• 149705-58-8 5-Benzenesulfinyl-3-methoxymethoxymethyl-6,7-dihydro-5H-benzofuran-4-one 

Relevant articles and documents

Direct synthesis of sulfinic esters via ultrasound accelerated tandem reaction of thiols and alcohols with N-bromosuccinimide

The direct transformation of various thiols and simple alcohols with N-bromosuccinimide into sulfinic esters has been investigated by using different categories of base/acidic catalysts as well as co-solvents under varied reaction conditions. The reaction was found out to afford the sulfinic esters with high yields in the absence of catalysts, especially within the shorter time under the acceleration of ultrasonic irradiation than under the longer-lasting conventional stirring conditions.

NaHSO3-Mediated Direct Synthesis of Sulfinic Esters from Sulfonyl Hydrazides under Transition-Metal-Free Conditions

We have developed a protocol for the NaHSO3-promoted esterification of sulfonyl hydrazides with alcohols for the synthesis of sulfinic esters. Various sulfonyl hydrazides could be converted to the corresponding sulfinic esters in good to high yields. The merits of this protocol include mild transition-metal-free reaction conditions, an inexpensive and available reagent, and operational simplicity. Controlled experiments reveal that this transformation probably undergoes via a radical pathway. (Figure presented.).

Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines for direct access to sulfinamides

It was reported to develop a simple and convenient method for the Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines without an acid/base to afford secondary or tertiary sulfinamides in moderate to good yields. The method can provide the desired products with broad substrate scope, good chemoselectivity and good functional group compatibility. The presented approach may enrich the Ni/NHC catalyst system and promote the applications of methyl sulfinates in the organic sulfur chemistry.