2-Nitro-4-(trifluoromethylsulfonyl)chlorobenzene

Base Information

• Chemical Name: 2-Nitro-4-(trifluoromethylsulfonyl)chlorobenzene
• CAS No.: 1550-27-2
• Molecular Formula: C7H3ClF3NO4S
• Molecular Weight: 289.619
• Hs Code.: 2904909090
• European Community (EC) Number: 872-398-1
• DSSTox Substance ID: DTXSID60364271
• Wikidata: Q82148127
• Mol file: 1550-27-2.mol

Synonyms:1550-27-2;2-nitro-4-(trifluoromethylsulfonyl)chlorobenzene;1-chloro-2-nitro-4-[(trifluoromethyl)sulfonyl]benzene;1-Chloro-2-nitro-4-trifluoromethanesulfonyl-benzene;1-chloro-2-nitro-4-(trifluoromethylsulfonyl)benzene;1-chloro-2-nitro-4-trifluoromethanesulfonylbenzene;1-chloro-2-nitro-4-((trifluoromethyl)sulfonyl)benzene;1-Chloro-2-nitro-4-[(trifluoromethyl)-sulfonyl]benzene;SCHEMBL1368288;DTXSID60364271;BBL018526;MFCD00435125;STK370821;AKOS000122243;VS-06704;EU-0000168;FT-0633656;EN300-01826;2-nitro-4-trifluoromethylsulfonyl-chlorobenzene;2-nitro-4-(trifluoromethylsulfonyl) chlorobenzene;A809599;SR-01000390076;SR-01000390076-1;1-chloranyl-2-nitro-4-(trifluoromethylsulfonyl)benzene;Z56755993;F0293-0022

Chemical Property of 2-Nitro-4-(trifluoromethylsulfonyl)chlorobenzene

Chemical Property:

• Vapor Pressure: 6.92E-05mmHg at 25°C
• Melting Point: 55-56°C
• Boiling Point: 354.3°Cat760mmHg
• Flash Point: 168.1°C
• PSA: 88.34000
• Density: 1.689g/cm³
• LogP: 4.14570
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 288.9423409
• Heavy Atom Count: 17
• Complexity: 399

Purity/Quality:

99%, ^*data from raw suppliers

1-Chloro-2-nitro-4-[(trifluoromethyl)-sulfonyl]benzene 95%+ ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 23-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1S(=O)(=O)C(F)(F)F)[N+](=O)[O-])Cl
• Uses: 1-Chloro-2-nitro-4-[(trifluoromethyl)sulfonyl]benzene is used in preparation of BET-protein-inhibiting Dihydropyridopyrazinone useful in the treatment of Hyperproliferative diseases.

Technology Process of 2-Nitro-4-(trifluoromethylsulfonyl)chlorobenzene

There total 5 articles about 2-Nitro-4-(trifluoromethylsulfonyl)chlorobenzene 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: 70.0%

4-(trifluoromethylsulfonyl)chlorobenzene (383-11-9) → 1-chloro-2-nitro-4-[(trifluoromethyl)sulfonyl]benzene (1550-27-2)

Guidance literature:

With sulfuric acid; potassium nitrate; at 100 - 110 ℃; for 4h;

DOI:10.1021/ja00389a057

Reference yield:

4-chlorophenyl trifluoromethyl sulfide (407-16-9) → 1-chloro-2-nitro-4-[(trifluoromethyl)sulfonyl]benzene (1550-27-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85.4 percent / CrO₃ / acetic acid / 3 h / 100 - 105 °C

2: 70 percent / KNO₃, H₂SO₄ / 4 h / 100 - 110 °C

With chromium(VI) oxide; sulfuric acid; potassium nitrate; In acetic acid;

DOI:10.1021/ja00389a057

Reference yield:

4-chlorophenyl trichloromethyl sulfide (706-29-6) → 1-chloro-2-nitro-4-[(trifluoromethyl)sulfonyl]benzene (1550-27-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 7.0 g / SbF₃ / Heating

2: 85.4 percent / CrO₃ / acetic acid / 3 h / 100 - 105 °C

3: 70 percent / KNO₃, H₂SO₄ / 4 h / 100 - 110 °C

With chromium(VI) oxide; sulfuric acid; antimony(III) fluoride; potassium nitrate; In acetic acid;

DOI:10.1021/ja00389a057

upstream raw materials:

4-(trifluoromethylsulfonyl)chlorobenzene

4-chlorophenyl trifluoromethyl sulfide

4-chlorophenyl trichloromethyl sulfide

4-chlorophenyl methyl sulfide

Downstream raw materials:

[3,5-bis-(2-nitro-4-trifluoromethanesulfonyl-phenoxy)-phenyl]-acetic acid methyl ester

4-methyl-2,6-bis-(2-nitro-4-trifluoromethanesulfonyl-phenoxy)-benzoic acid methyl ester

4-Butyloxy-3-nitro-benzolsulfonsaeure

4-methoxy-3-nitro-benzenesulfonic acid

Refernces

• 1、 -. "HETEROARYL COMPOUNDS USEFUL AS RAF KINASE INHIBITORS". Page/Page column 161; 162. . Retrieved 2010/08/04.