4-Chloro-2-nitrobenzonitrile

Base Information

• Chemical Name: 4-Chloro-2-nitrobenzonitrile
• CAS No.: 34662-32-3
• Molecular Formula: C7H3ClN2O2
• Molecular Weight: 182.566
• Hs Code.: 29269090
• European Community (EC) Number: 252-133-0
• NSC Number: 93896
• UNII: SA5YV6UQF5
• DSSTox Substance ID: DTXSID90188220
• Nikkaji Number: J180.816H
• Wikidata: Q72455733
• ChEMBL ID: CHEMBL51654
• Mol file: 34662-32-3.mol

Synonyms:4-Chloro-2-nitrobenzonitrile;34662-32-3;Benzonitrile, 4-chloro-2-nitro-;2-Nitro-4-chlorobenzonitrile;4-Chloro-2-nitro-benzonitrile;SA5YV6UQF5;CHEMBL51654;EINECS 252-133-0;MFCD00027398;NSC-93896;NSC93896;UNII-SA5YV6UQF5;SCHEMBL1343562;DTXSID90188220;4-Chloro-2-nitrobenzonitrile, 97%;BDBM50101950;NSC 93896;TD1235;AKOS006345194;AC-3185;CS-W002151;PS-3799;SY004375;FT-0601036;EN300-112039;A822335;W-106717;Z1201617593

Chemical Property of 4-Chloro-2-nitrobenzonitrile

Chemical Property:

• Appearance/Colour: slight yellow needle crystal
• Vapor Pressure: 0.000496mmHg at 25°C
• Melting Point: 99-101 °C
• Refractive Index: 1.599
• Boiling Point: 313.5 °C at 760 mmHg
• Flash Point: 143.4 °C
• PSA: 69.61000
• Density: 1.47 g/cm³
• LogP: 2.64308
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 181.9883050
• Heavy Atom Count: 12
• Complexity: 229

Purity/Quality:

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

4-Chloro-2-nitrobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)[N+](=O)[O-])C#N

Technology Process of 4-Chloro-2-nitrobenzonitrile

There total 11 articles about 4-Chloro-2-nitrobenzonitrile 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: 90.0%

4-chloro-2-nitrobenzoic amide (41994-91-6) → 4-chloro-2-nitrobenzonitrile (34662-32-3)

Guidance literature:

With pyridine; trifluoroacetic acid; In 1,4-dioxane; at 5 - 20 ℃;

DOI:10.1021/jm9910730

Reference yield: 77.0%

4-Chloro-2-nitrobenzaldehyde (5551-11-1) → 4-chloro-2-nitrobenzonitrile (34662-32-3)

Guidance literature:

With copper diacetate; urea; trifluoroacetic acid; In dimethyl sulfoxide; at 110 ℃;

DOI:10.1021/acs.joc.1c02343

Reference yield: 73.0%

4-chloro-2-nitro-benzoic acid (6280-88-2) + potassium ferrocyanide → 4-chloro-2-nitrobenzonitrile (34662-32-3)

Guidance literature:

With copper(l) iodide; oxygen; In dimethyl sulfoxide; at 160 ℃; for 10h; under 760.051 Torr; Schlenk technique; Sealed tube;

DOI:10.1021/acs.joc.5b02873

upstream raw materials:

acetic acid

4-Chloro-2-nitroaniline

4-chloro-2-nitrobenzoic amide

4-chloro-2-nitro-benzoic acid

Downstream raw materials:

2-amino-4-chlorobenzamide

7-chloro-2-(4-methoxyphenyl)quinazolin-4(3H)-one

4'-chloro-2'-nitroacetophenone

4-chloro-2-nitro-benzoyl chloride

Refernces

• 1、 -. "Method for synthesizing aryl cyanide by taking aryl carboxylic acid as raw material". Paragraph 0083-0085. . Retrieved 2020/08/22.
• 2、 Fu, Zhengjiang,Jiang, Ligao,Li, Zhaojie,Jiang, Yongqing,Cai, Hu. "Ag/Cu-mediated decarboxylative cyanation of aryl carboxylic acids with K4Fe(CN)6 under aerobic conditions". supporting information. p. 917 - 924. Retrieved 2019/03/17.