P-Toluenesulfinic acid

Base Information

• Chemical Name: P-Toluenesulfinic acid
• CAS No.: 536-57-2
• Deprecated CAS: 109100-36-9,112639-34-6,113659-81-7,171898-89-8,37643-57-5,68716-72-3,75910-55-3,99717-60-9,1081750-25-5,1189246-53-4
• Molecular Formula: C7H8 O2 S
• Molecular Weight: 156.205
• European Community (EC) Number: 208-638-3
• UNII: H3F863QFL6
• DSSTox Substance ID: DTXSID90862432
• Nikkaji Number: J76.366G
• Wikidata: Q2823311
• Mol file: 536-57-2.mol

Synonyms:4-toluenesulfinic acid;4-toluenesulfinic acid, lithium salt;4-toluenesulfinic acid, potassium salt;4-toluenesulfinic acid, sodium salt;4-toluenesulfinic acid, zinc salt;p-toluenesulfinic acid;para-toluenesulfinic acid;sodium toluene-4-sulfinate;sodium-p-toluenesulfinate;toluene-4-sulfinic acid

Chemical Property of P-Toluenesulfinic acid

Chemical Property:

• Appearance/Colour: White crystal
• Vapor Pressure: 3.42E-05mmHg at 25°C
• Melting Point: 85°
• Refractive Index: 1.5248 (estimate)
• Boiling Point: 340 °C at 760 mmHg
• PKA: pK1:1.7 (25°C)
• Flash Point: 159.4 °C
• PSA: 56.51000
• Density: 1.36 g/cm³
• LogP: 2.44130
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 156.02450067
• Heavy Atom Count: 10
• Complexity: 128

Purity/Quality:

98% ^*data from raw suppliers

4-MethylbenzenesulfinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)O

Technology Process of P-Toluenesulfinic acid

There total 168 articles about P-Toluenesulfinic 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: 100.0%

sodium 4-methylbenzenesulfinate (824-79-3) → p-toluene sulfinic acid (536-57-2)

Guidance literature:

With hydrogenchloride; In tert-butyl methyl ether; water; for 0.166667h;

Reference yield: 96.0%

4,8-Dimethyl-2-p-tolylsulfonyl-3(Z),7-nonadienoic acid (95682-08-9) → p-toluene sulfinic acid (536-57-2) + (3Z)‐4,8‐dimethylnona‐3,7‐dienoic acid (53668-11-4)

Guidance literature:

With sodium amalgam; In methanol; at 0 ℃; for 4.25h;

DOI:10.1055/s-1984-31007

Reference yield: 95.0%

toluene (108-88-3,15644-74-3,16713-13-6) → p-toluene sulfinic acid (536-57-2)

Guidance literature:

With aluminium(III) triflate; trifluorormethanesulfonic acid; sulfur dioxide; aluminium trifluoroacetate; trifluoroacetic acid; at 25 ℃; for 24h; under 760.051 Torr; Temperature;

upstream raw materials:

diethyl ether

p-toluenesulfonyl iodide

toluene-p-sulfonyl bromide

ethanol

Downstream raw materials:

methyl p-toluene sulfinate

1,4-bis-(toluene-4-sulfonylmethyl)-piperazine

9-xanthene

2-(2-tosylethyl)pyridine

Refernces

• 1、 Ayadim, Mohamed,Habib Jiwan, Jean L.,Soumillion, Jean Ph.. "Communication between surfaces by electron relay in a doubly heterogeneous photochemical reaction [11]". . p. 10436 - 10437. Retrieved 1999.
• 2、 Chen, Jingyun,Chen, Shufang,Jiang, Jun,Lu, Qianqian,Shi, Liyang,Xu, Zekun,Yimei, Zhao. "Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B". supporting information. . Retrieved 2021/11/09.
• 3、 Liu, Qi,Mei, Yousheng,Wang, Lei,Ma, Yongmin,Li, Pinhua. "Visible-Light-Induced Radical Cascade Cyclizations of 1,7-Enynes with Sulfinic Acids: Direct Access to Sulfonated Chromanes and Sulfonated Tetrahydroquinolines under Metal-Free Conditions". supporting information. p. 5669 - 5680. Retrieved 2020/10/28.