2-Chloro-5-nitrobenzophenone

Base Information

• Chemical Name: 2-Chloro-5-nitrobenzophenone
• CAS No.: 34052-37-4
• Molecular Formula: C13H8ClNO3
• Molecular Weight: 261.664
• Hs Code.: 29147000
• European Community (EC) Number: 251-811-3
• DSSTox Substance ID: DTXSID50187658
• Nikkaji Number: J143.881F
• Wikidata: Q72455765
• Mol file: 34052-37-4.mol

Synonyms:2-Chloro-5-nitrobenzophenone;34052-37-4;(2-Chloro-5-nitrophenyl)(phenyl)methanone;(2-chloro-5-nitrophenyl)-phenylmethanone;EINECS 251-811-3;Methanone, (2-chloro-5-nitrophenyl)phenyl-;2-chloro-5-nitro-benzophenone;5-Nitro-2-chlorobenzophenone;SCHEMBL3661954;HRPHZUAPQWJPCZ-UHFFFAOYSA-;DTXSID50187658;2-Chloro-5-nitrobenzophenone, 98%;MFCD00007295;AKOS015903927;AC-13766;AS-11957;C1776;FT-0611833;(2-Chloro-5-nitrophenyl)(phenyl)methanone #;D89456;A822056;AE-562/43460094;W-106752

Chemical Property of 2-Chloro-5-nitrobenzophenone

Chemical Property:

• Appearance/Colour: light yellow to light brown crystalline powder
• Vapor Pressure: 7.42E-07mmHg at 25°C
• Melting Point: 83-85 °C(lit.)
• Refractive Index: 1.623
• Boiling Point: 407.7 °C at 760 mmHg
• Flash Point: 200.4 °C
• PSA: 62.89000
• Density: 1.367 g/cm³
• LogP: 4.00240
• Solubility.: soluble in Methanol
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 261.0192708
• Heavy Atom Count: 18
• Complexity: 323

Purity/Quality:

98% ^*data from raw suppliers

2-Chloro-5-nitrobenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=C(C=CC(=C2)[N+](=O)[O-])Cl
• Uses: 2-Chloro-5-nitrobenzophenone is used as a reagent in the synthesis of bile acid transporter inhibitors in the treatment of atherosclerosis. Also used in the synthesis of antiinflammatory agents.

Technology Process of 2-Chloro-5-nitrobenzophenone

There total 6 articles about 2-Chloro-5-nitrobenzophenone 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: 95.0%

2-chloro-5-nitrobenzoylchloride (25784-91-2) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2-chloro-5-nitrobenzophenone (34052-37-4)

Guidance literature:

With aluminum (III) chloride; zinc(II) chloride; In dichloromethane; at -20 - -15 ℃; for 2h; Inert atmosphere;

Reference yield: 55.0%

2-chloro-5-nitrobenzoylchloride (25784-91-2) → 2-chloro-5-nitrobenzophenone (34052-37-4)

Guidance literature:

aluminium chloride; In benzene;

Reference yield:

2-chloro-5-nitrobenzoic acid (2516-96-3) → 2-chloro-5-nitrobenzophenone (34052-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 93.1 percent / phosphorus pentachloride / benzene / 3 h / Heating

2: 85.4 percent / aluminium chloride / 1 h / Heating

With aluminium trichloride; phosphorus pentachloride; In benzene;

DOI:10.1246/bcsj.56.2432

upstream raw materials:

2-chloro-5-nitrobenzoic acid

benzene

2-chloro-5-nitrobenzoylchloride

Downstream raw materials:

5-nitro-2-piperidino-benzophenone

2-(17β-hydroxy-estra-1,3,5(10)-trien-3-yloxy)-5-nitro-benzophenone

3-(2-benzoyl-4-nitro-phenoxy)-estra-1,3,5⁽¹⁰⁾-trien-17-one

(2-methoxy-5-nitrophenyl)(phenyl)methanone

Refernces

• 1、 Mahdi, Jasia,Ankati, Haribabu,Gregory, Jill,Tenner, Brian,Biehl, Edward R.. "Synthesis of (2-chlorophenyl)(phenyl)methanones and 2-(2-chlorophenyl)-1- phenylethanones by Friedel-Crafts acylation of 2-chlorobenzoic acids and 2-(2-chlorophenyl)acetic acids using microwave heating". experimental part. p. 2594 - 2596. Retrieved 2011/06/21.
• 2、 Bellamy,Chazan,Dodey,Dutartre,Ou,Pascal,Robin. "(Benzoylphenyl)piperidines: A new class of immunomodulators". . p. 1545 - 1552. Retrieved 2007/10/02.