Benzenesulfonyl isocyanate

Base Information

• Chemical Name: Benzenesulfonyl isocyanate
• CAS No.: 2845-62-7
• Molecular Formula: C7H5NO3S
• Molecular Weight: 183.188
• Hs Code.: 29291000
• European Community (EC) Number: 220-640-6
• DSSTox Substance ID: DTXSID50182648
• Nikkaji Number: J236.285F
• Mol file: 2845-62-7.mol

Synonyms:Benzenesulfonyl isocyanate;2845-62-7;phenylsulfonylisocyanate;Benzenesulfonylisocyanate;Phenylsulphonyl isocyanate;N-(oxomethylidene)benzenesulfonamide;EINECS 220-640-6;phenylsulfonyl isocyanate;benzenesulphonylisocyanate;phenyl sulfonyl isocyanate;Benzene sulfonyl isocyanate;Phenyl sulphonyl isocyanate;benzene sulphonyl isocyanate;SCHEMBL7211;METHYL5-NITROSALICYLATE;Benzenesulfonyl isocyanate, 95%;DTXSID50182648;GEO-00252;MFCD00007546;AKOS005206912;AS-81508;BP-10716;FT-0622654;D88837;W-200279

Chemical Property of Benzenesulfonyl isocyanate

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.0104mmHg at 25°C
• Refractive Index: n20/D 1.536(lit.)
• Boiling Point: 272 °C at 760 mmHg
• Flash Point: 118.3 °C
• PSA: 71.95000
• Density: 1.31 g/cm³
• LogP: 1.79190
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Moisture Sensitive
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 182.99901420
• Heavy Atom Count: 12
• Complexity: 278

Purity/Quality:

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

Benzenesulfonyl Isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/22-36/38-42
• Safety Statements: 23-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)N=C=O
• Uses: Benzenesulfonyl isocyanate was used in synthesis of sterically hindered derivatives of phenols and alcohols. It was also used in the reaction of semi crystalline poly(ether ether ketone) films with carbonyl selective reagents to produce modified film samples.

Technology Process of Benzenesulfonyl isocyanate

There total 20 articles about Benzenesulfonyl isocyanate 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: 93.0%

trimethylsilyl isocyanate (1118-02-1) + phenylsulfonyl fluoride (368-43-4) → trimethylsilyl fluoride (420-56-4) + benzenesulphonyl isocyanate (2845-62-7)

Guidance literature:

With tin(IV) chloride; at 80 - 100 ℃; for 2h;

Reference yield: 88.0%

N,N-bis(trimethylsilyl)benzenesulfonamide (1023-95-6) → benzenesulphonyl isocyanate (2845-62-7)

Guidance literature:

With phosgene; In diethyl ether; 8 h, at 0 deg C; 2 h, at 20 deg C;

Reference yield: 64.0%

carbon monoxide (201230-82-2) + N-(phenylsulfonylimino)-phenyl-λ3-iodane (87301-29-9) → benzenesulphonyl isocyanate (2845-62-7)

Guidance literature:

bis(benzonitrile)palladium(II) dichloride; In dichloromethane; acetonitrile; for 0.666667h; under 28502.3 Torr; Ambient temperature;

DOI:10.1016/S0040-4039(00)73576-3

upstream raw materials:

silver cyanate

benzenesulfonyl chloride

phosgene

benzenesulfonamide

Downstream raw materials:

N-(phenylcarbamoyl)benzenesulfonamide

N-benzoyl-benzenesulfonamide

C₁₃H₁₄N₄O₃S*C₆H₉N₃

N-phenylsulfonyl-N'-(2,6-dimethylpyrimidin-4-yl)urea

Refernces

• 1、 Arnswald, Martin,Neumann, Wilhelm P.. "Unconventional Regiospecific Syntheses of Aromatic Carbonamides and Thiocarbonamides by Means of Tin-Mediated Friedel-Crafts Reactions". . p. 7022 - 7028. Retrieved 2007/10/02.
• 2、 Arnswald, Martin,Neumann, Wilhelm P.. "Mild and Efficient Synthesis of Aromatic Sulfonamides by in situ Preparation of the Corresponding Sulfonyl Isothiocyanates". . p. 1997 - 2000. Retrieved 2007/10/02.