4-Methylbenzenesulfinyl chloride

Base Information

• Chemical Name: 4-Methylbenzenesulfinyl chloride
• CAS No.: 10439-23-3
• Molecular Formula: C7H7ClOS
• Molecular Weight: 174.651
• Hs Code.: 2930909090
• European Community (EC) Number: 847-042-3
• DSSTox Substance ID: DTXSID40400565
• Nikkaji Number: J329.907D
• Mol file: 10439-23-3.mol

Synonyms:4-methylbenzenesulfinyl chloride;10439-23-3;P-TOLUENESULFINYL CHLORIDE;4-methylbenzene-1-sulfinyl chloride;p-Toluenesulphinyl chloride;4-methylbenzenesulfinylchloride;SCHEMBL1898522;4-methyl-benzenesulfinyl chloride;DTXSID40400565;DYYLCPSSSFWEEA-UHFFFAOYSA-N;4-Methylbenzenesulfinic acid chloride;MFCD01630822;AKOS006276472;CS-0308352;FT-0656929;C14066;EN300-116775;A800974

Chemical Property of 4-Methylbenzenesulfinyl chloride

Chemical Property:

• Melting Point: 57°C
• Boiling Point: 113-115 °C(Press: 3.5 Torr)
• PSA: 36.28000
• Density: 1.2645 (estimate)
• LogP: 3.12210
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 173.9906137
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-MethylbenzenesulfinylChloride ^*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)Cl
• Uses: 4-Methylbenzenesulfinyl Chloride is an intermediate in the synthesis aromatic sulphinic acids.

Technology Process of 4-Methylbenzenesulfinyl chloride

There total 21 articles about 4-Methylbenzenesulfinyl chloride 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%

p-toluene sulfinic acid (536-57-2) → 4-methylbenzenesulfinyl chloride (10439-23-3)

Guidance literature:

With thionyl chloride; In diethyl ether; at 0 - 40 ℃; for 4h;

Reference yield: 100.0%

di(p-tolyl) disulfide (103-19-5) → 4-methylbenzenesulfinyl chloride (10439-23-3)

Guidance literature:

With sulfuryl dichloride; acetic acid; at -40 ℃; for 3h;

DOI:10.1016/S0040-4039(00)84293-8

Reference yield: 95.0%

(S)-t-butyl-p-toluenethiosulfinate (77329-76-1) → 4-methylbenzenesulfinyl chloride (10439-23-3) + 1-(tert-butyl)-2-phenyldisulfane (2943-20-6)

Guidance literature:

With benzenesulfenyl chloride; In chloroform-d1; at -10 ℃;

DOI:10.1016/S0040-4039(96)02096-5

upstream raw materials:

p-toluene sulfinic acid

methyl p-toluene sulfinate

di(p-tolyl) disulfide

sodium 4-methylbenzenesulfinate

Downstream raw materials:

methyl p-toluene sulfinate

S-4-methoxyphenyl 4-methylbenzenesulfinothioate

Ethyl p-toluenesulfinate

toluene-4-sulfinic acid-(1-methyl-heptyl ester)

Refernces

• 1、 Kobayashi et al.. "". . p. 802. Retrieved 1966.
• 2、 Youn, Joo-Hack,Herrmann, Rudolf. "Direct Conversion of Thiols to Sulfinyl Chlorides by Sulfuryl Chloride". . p. 72 - 73. Retrieved 1987.
• 3、 Roussel, Christian,Popescu, Cristina,Fabre, Lionel. "Synthesis of p-toluenesulfinic esters of cellulose and β-cyclodextrin". . p. 307 - 313. Retrieved 1996.
• 4、 Liang, Chungen,Robert-Peillard, Fabien,Fruit, Corinne,Mueller, Paul,Dodd, Robert H.,Dauban, Philippe. "Efficient diastereoselective intermolecular rhodium-catalyzed C-H amination". . p. 4641 - 4644. Retrieved 2006.
• 5、 Dewez, Damien F.,Hall, Adrian,Martínez Lamenca, Carolina,Tilby, Michael J.,Willis, Michael C.. "Exploiting Configurational Lability in Aza-Sulfur Compounds for the Organocatalytic Enantioselective Synthesis of Sulfonimidamides". supporting information. p. 25680 - 25687. Retrieved 2021/11/09.
• 6、 Shi, Peng,Tu, Yongliang,Zhang, Duo,Wang, Chenyang,Truong, Khai-Nghi,Rissanen, Kari,Bolm, Carsten. "Regio- and Stereoselective Chloro Sulfoximidations of Terminal Aryl Alkynes Enabled by Copper Catalysis and Visible Light". supporting information. p. 2552 - 2556. Retrieved 2021/03/19.