2-Nitrobenzenesulfonyl chloride

Base Information

• Chemical Name: 2-Nitrobenzenesulfonyl chloride
• CAS No.: 1694-92-4
• Deprecated CAS: 671195-23-6
• Molecular Formula: C6H4ClNO4S
• Molecular Weight: 221.621
• Hs Code.: 29049090
• European Community (EC) Number: 216-907-1
• NSC Number: 12991
• UNII: P2E4YZ9H2Y
• DSSTox Substance ID: DTXSID4061888
• Nikkaji Number: J62.947B
• Wikidata: Q69756938
• Mol file: 1694-92-4.mol

Synonyms:2-nitrobenzenesulfenyl chloride;2-nitrobenzenesulfonyl chloride;2-nitrophenylsulphenyl chloride;NPS-Cl

Chemical Property of 2-Nitrobenzenesulfonyl chloride

Chemical Property:

• Appearance/Colour: Off-white tot yellow crystalline powder
• Vapor Pressure: 8.79E-05mmHg at 25°C
• Melting Point: 63-67 °C(lit.)
• Refractive Index: 1.588
• Boiling Point: 350.6 °C at 760 mmHg
• Flash Point: 165.8 °C
• PSA: 88.34000
• Density: 1.606 g/cm³
• LogP: 3.12630
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Water Solubility.: Soluble in toluene, tetrahydrofuran, methylene chloride, ethyl acetate and dimethylformamide. Insoluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 220.9549565
• Heavy Atom Count: 13
• Complexity: 291

Purity/Quality:

99.9% ^*data from raw suppliers

o-NitrophenylsulfonylChloride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])S(=O)(=O)Cl
• Uses: 2-Nitrobenzenesulfonyl chloride acts as a reagent to form 2-nitrobenzenesulfonyl derivatives of alcohols and amines. It is also involved in the selective cleavage with thiophenol without displacement of the nitro group. Further, it is used in the preparation of renin inhibitors. In addition to this, it finds application as an anticonvulsant.

Technology Process of 2-Nitrobenzenesulfonyl chloride

There total 17 articles about 2-Nitrobenzenesulfonyl 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: 97.5%

methyl 2-nitrophenyl sulfide (3058-47-7) → 2-Nitrobenzenesulfonyl chloride (1694-92-4)

Guidance literature:

With formic acid; chlorine; at 40 ℃; for 3h; Temperature;

Reference yield: 96.0%

C7H7NO3S → 2-Nitrobenzenesulfonyl chloride (1694-92-4)

Guidance literature:

C₇H₇NO₃S; With potassium chloride; trichloroacetic acid; at 46 ℃; for 3h;

With triiron dodecarbonyl; at 56 ℃; for 2.5h; Temperature;

Reference yield: 74.0%

2-nitrobenzenediazonium tetrafluoroborate (365-33-3) → 2-Nitrobenzenesulfonyl chloride (1694-92-4)

Guidance literature:

With thionyl chloride; tris(bipyridine)ruthenium(II) dichloride hexahydrate; In water; acetonitrile; at 20 ℃; for 20h; Sealed tube; Irradiation;

DOI:10.1002/cssc.201601293

upstream raw materials:

bis(2-nitrophenyl)disulfide

2-nitrobenzenediazonium chloride

2-nitrobenzenesulfenyl chloride

water

Downstream raw materials:

N-(2-nitrophenyl) pyrimidin-2-amine

2-nitro-benzenesulfonic acid-[2]pyridylamide

(2,4-dichlorophenyl)-2-nitrobenzenesulfonamide

3-(2-nitro-benzenesulfonylamino)-benzenesulfonyl chloride

Refernces

• 1、 -. "MYELINATION STIMULATOR COMPOUNDS, AND METHODS OF TREATMENT". Page/Page column 27. . Retrieved 2019/11/28.
• 2、 Májek, Michal,Neumeier, Michael,Jacobi von Wangelin, Axel. "Aromatic Chlorosulfonylation by Photoredox Catalysis". . p. 151 - 155. Retrieved 2017/01/17.