Phenylmethanesulfonyl chloride

Base Information

• Chemical Name: Phenylmethanesulfonyl chloride
• CAS No.: 1939-99-7
• Molecular Formula: C7H7ClO2S
• Molecular Weight: 190.65
• Hs Code.: 29049020
• European Community (EC) Number: 217-717-1
• NSC Number: 41894
• UNII: 5G7C8MSX2P
• DSSTox Substance ID: DTXSID3062071
• Nikkaji Number: J41.427A
• Wikidata: Q72509246
• Mol file: 1939-99-7.mol

Synonyms:Phenylmethanesulfonyl chloride;1939-99-7;alpha-Toluenesulfonyl chloride;Benzylsulfonyl chloride;Benzenemethanesulfonyl chloride;Benzylsulfochloride;.alpha.-Toluenesulfonyl chloride;a-toluenesulfonyl chloride;Methanesulfonyl chloride, phenyl-;Phenylmethylsulfonyl chloride;Phenyl-Methanesulfonyl Chloride;Toluene-alpha-sulphonyl chloride;5G7C8MSX2P;alpha-toluenesulphonyl chloride;benzenemethanesulfonic acid chloride;EINECS 217-717-1;MFCD00007455;NSC 41894;NSC-41894;alpha-Toluenesulfonylchloride;Phenylmethanesulphonyl chloride;benzylsulfonylchloride;BnSO2Cl;benzylsufonyl chloride;benzyl sulfonylchloride;benzylsulphonyl chloride;benzyl sulfonyl chloride;phenylmethylsulfonylchloride;UNII-5G7C8MSX2P;alpha-tolylsulfonyl chloride;Phenylmethane sulfo chloride;alphatoluenesulfonyl chloride;SCHEMBL4438;alpha-toluenesulphonylchloride;phenylmethanesulfonyl-chloride;phenylmethylsulphonyl chloride;phenyl-methansulfonyl chloride;phenyl-methylsulfonyl chloride;phenyl methanesulfonyl chloride;alpha-toluene sulfonyl chloride;alpha-toluene-sulfonyl chloride;(phenylmethyl)sulphonyl chloride;1-phenylmethanesulfonyl chloride;phenyl-methane sulfonyl chloride;DTXSID3062071;NSC41894;STR03418;Phenylmethanesulfonyl chloride, 98%;AR2915;STL146264;AKOS000120566;TOLUENE-ALPHA-SULFONYL CHLORIDE;CS-W002030;PB48306;B0441;FT-0622502;EN300-21078;J-012564;F1967-0680

Chemical Property of Phenylmethanesulfonyl chloride

Chemical Property:

• Appearance/Colour: almost white crystalline powder
• Vapor Pressure: 0.0041mmHg at 25°C
• Melting Point: 92-94 °C(lit.)
• Refractive Index: 1.624-1.626
• Boiling Point: 288.2 °C at 760 mmHg
• Flash Point: 128.1 °C
• PSA: 42.52000
• Density: 1.379 g/cm³
• LogP: 2.83600
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Solubility.: soluble in Toluene
• Water Solubility.: decomposes
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 189.9855283
• Heavy Atom Count: 11
• Complexity: 199

Purity/Quality:

99% ^*data from raw suppliers

α-ToluenesulfonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C1=CC=C(C=C1)CS(=O)(=O)Cl

Technology Process of Phenylmethanesulfonyl chloride

There total 61 articles about Phenylmethanesulfonyl 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: 98.0%

dibenzyl disulphide (150-60-7) → benzenesulfonyl chloride (1939-99-7)

Guidance literature:

With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide; tetrabutyl-ammonium chloride; water; In acetonitrile; at 0 - 20 ℃; for 0.333333h;

DOI:10.5012/bkcs.2011.32.10.3692

Reference yield: 87.0%

benzylsulfonylhydrazide (36331-57-4) → benzenesulfonyl chloride (1939-99-7)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 20 ℃; for 2h;

DOI:10.3390/molecules26185551

Reference yield: 73.0%

potassium ethyl xanthogenate (140-89-6) + benzyl chloride (100-44-7) → benzenesulfonyl chloride (1939-99-7)

Guidance literature:

potassium ethyl xanthogenate; benzyl chloride; In acetonitrile; for 1h; Green chemistry;

With hydrogenchloride; sodium chlorite; In acetonitrile; at 20 ℃; Green chemistry;

DOI:10.1055/s-0033-1339675

upstream raw materials:

dibenzyl disulphide

methyl N,N-dichlorocarbamate

S-benzylisothiourea hydrochloride

benzyl thiocyanate

Downstream raw materials:

Carinamide

4-chlorophenylphenylmethane sulfonate

N,1-diphenylmethanesulfonamide

N^α-phenylmethanesulfonyl-L-histidine

Refernces

• 1、 Scott et al.. "-". . p. 1165,1167. Retrieved 1955.
• 2、 Okada, Tomohide,Matsumuro, Hiroaki,Iwai, Toshiaki,Kitagawa, Saori,Yamazaki, Kento,Akiyama, Tomomi,Asawa, Tomotake,Sugiyama, Yukihiro,Kimura, Yoshikazu,Kirihara, Masayuki. "An efficient method for the preparation of sulfonyl chlorides: Reaction of disulfides or thiols with sodium hypochlorite pentahydrate (NaOCl·5H2O) crystals". . p. 185 - 187. Retrieved 2015.
• 3、 Antonietti, Markus,Guldi, Dirk M.,Markushyna, Yevheniia,Savateev, Aleksandr,Schü?lbauer, Christoph M.,Ullrich, Tobias. "Chromoselective Synthesis of Sulfonyl Chlorides and Sulfonamides with Potassium Poly(heptazine imide) Photocatalyst". supporting information. p. 20543 - 20550. Retrieved 2021/08/12.
• 4、 Nan, Xiang,Jiang, Yi-Fan,Li, Hui-Jing,Wang, Jun-Hu,Wu, Yan-Chao. "Design, synthesis and evaluation of sulfonylurea-containing 4-phenoxyquinolines as highly selective c-Met kinase inhibitors". supporting information. p. 2801 - 2812. Retrieved 2019/05/15.