Benzylsulfinic Acid

Base Information

• Chemical Name: Benzylsulfinic Acid
• CAS No.: 4403-73-0
• Molecular Formula: C7H8O2S
• Molecular Weight: 156.205
• European Community (EC) Number: 842-069-7
• DSSTox Substance ID: DTXSID90901219
• Wikidata: Q27094219
• Mol file: 4403-73-0.mol

Synonyms:phenylmethanesulfinic acid;Benzylsulfinic Acid;4403-73-0;Benzylfulfinic acid;NoName_306;phenylmethanesulfinicacid;D0PA1G;SCHEMBL50116;SCHEMBL14899852;DTXSID90901219;AKOS034180469;EN300-257447;Q27094219;Z3211806022

Chemical Property of Benzylsulfinic Acid

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 156.02450067
• Heavy Atom Count: 10
• Complexity: 119

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CS(=O)O

Technology Process of Benzylsulfinic Acid

There total 41 articles about Benzylsulfinic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 45.0%

benzyl (tosyloxy)methyl sulfone (73178-37-7) → benzylsulfinic acid (4403-73-0) + methyl p-toluene sulfonate (80-48-8)

Guidance literature:

With sodium methylate; In methanol; at 25 ℃; for 5h; Mechanism; Rate constant;

DOI:10.1021/jo01297a052

Reference yield:

benzyl thiocyanate (3012-37-1) + water (7732-18-5) + chlorine (7782-50-5) → benzylsulfinic acid (4403-73-0) + benzyl chloride (100-44-7) + cyanogen chloride (506-77-4) + benzenesulfonyl chloride (1939-99-7)

Guidance literature:

at 15 - 20 ℃;

DOI:10.1021/ja01878a085

Reference yield:

phenylmethanethiol (100-53-8) → dibenzyl disulphide (150-60-7) + S-benzyl phenyl-methanethiosulfonate (16601-40-4) + Benzylsulfonic acid (100-87-8) + benzylsulfinic acid (4403-73-0) + benzaldehyde (100-52-7)

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; at -40 ℃; Product distribution; also with p-thiocresol;

DOI:10.1016/S0040-4039(00)60059-X

upstream raw materials:

phenylmethanesulfonyl-succinic acid

3-(benzylsulfonyl)propanoic acid

benzylsulfonylhydrazide

3-phenylmethanesulfonyl-butyric acid

Downstream raw materials:

benzylsulfonyl diazomethane

benzyl (tosyloxy)methyl sulfone

diphenylphosphinothioic acid S-benzyl ester

3-(benzylsulfanyl)-1H-indole

Refernces

• 1、 Vilsmaier,E. et al.. "-". . p. 3987 - 3990. Retrieved 1974.
• 2、 Liu, Yanan,Xie, Peizhong,Sun, Zuolian,Wo, Xiangyang,Gao, Cuiqing,Fu, Weishan,Loh, Teck-Peng. "Direct Substitution of Secondary and Tertiary Alcohols to Generate Sulfones under Catalyst- and Additive-Free Conditions". supporting information. p. 5353 - 5356. Retrieved 2018/09/13.
• 3、 Gu,Harpp. "The reaction of mercaptans with dimethyldioxirane. A facile synthesis of alkanesulfinic acids". . p. 67 - 70. Retrieved 2007/10/02.