3-Chlorobenzonitrile

Base Information

• Chemical Name: 3-Chlorobenzonitrile
• CAS No.: 766-84-7
• Molecular Formula: C7H4ClN
• Molecular Weight: 137.568
• Hs Code.: 29269095
• European Community (EC) Number: 212-172-6
• NSC Number: 59733
• DSSTox Substance ID: DTXSID20227414
• Nikkaji Number: J95G
• Wikipedia: 3-Chlorobenzonitrile
• Wikidata: Q72517243
• Mol file: 766-84-7.mol

Synonyms:3-Chlorobenzonitrile;766-84-7;m-Chlorobenzonitrile;Benzonitrile, 3-chloro-;m-Cyanochlorobenzene;BENZONITRILE, m-CHLORO-;M-chloro benzonitrile;EINECS 212-172-6;NSC 59733;MFCD00001798;NSC59733;5-chlorobenzonitrile;3-chloro-benzonitrile;3-Chlorobenzonitrile, 99%;3-Chlorobenzoic acid nitrile;SCHEMBL101999;DTXSID20227414;AMY28188;CK2125;NSC-59733;STL168040;AKOS001053270;CS-O-10639;CS-W011053;PS-5561;AC-15863;LS-38652;2-(2-BROMOETHYL)-BETA-NITROSTYRENE;FT-0615468;EN300-09496;A838794;W-104348;F0001-1952

Chemical Property of 3-Chlorobenzonitrile

Chemical Property:

• Appearance/Colour: slightly beige to light pink crystalline powder
• Vapor Pressure: 0.278mmHg at 25°C
• Melting Point: 38-42 °C
• Refractive Index: 1.563
• Boiling Point: 203.4 °C at 760 mmHg
• Flash Point: 97.2
• PSA: 23.79000
• Density: 1.23 g/cm³
• LogP: 2.21168
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 137.0032268
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

99.9% ^*data from raw suppliers

3-Chlorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36-21/22
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)C#N

Technology Process of 3-Chlorobenzonitrile

There total 83 articles about 3-Chlorobenzonitrile 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: 94.0%

3-iodochlorobenzene (625-99-0) + potassium ferrocyanide → 3-chloro-benzonitrile (766-84-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 15h; Schlenk technique; Green chemistry;

DOI:10.1039/c4ra09935d

Reference yield: 90.0%

3-chlorophenylboronic acid (63503-60-6) + N-(4-chlorophenyl)-N-cyano-4-methylbenzenesulfonamide (119986-58-2) → 3-chloro-benzonitrile (766-84-7) + 4-methyl-N-(4-chlorophenyl)benzenesulfonamide (2903-34-6)

Guidance literature:

With Fe3O4/SiO2/(3-chloropropyl)trimethoxysilane/2,2′-(4,4′-(propane-1,3-diyl)bis(piperazine-4,1-diyl))- diethanamine/Pd; In acetonitrile; for 16h; Catalytic behavior; Reflux;

DOI:10.1016/j.ica.2020.119956

Reference yield: 90.0%

1-bromo-3-chlorobenzene (108-37-2) + potassiumhexacyanoferrate(II) trihydrate → 3-chloro-benzonitrile (766-84-7)

Guidance literature:

With [Pd{C₆H₄(CH₂N(CH₂Ph)₂)}(μ-Br)]₂; tetrabutylammomium bromide; potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 0.0833333h; chemoselective reaction; Microwave irradiation;

DOI:10.1016/j.tetlet.2011.11.087

upstream raw materials:

tetrachloromethane

ethanol

3-chlorobenzalchloroimine

3-chlorobenzenediazonium

Downstream raw materials:

5-(3-chlorophenyl)-3-phenyl-1,2,4-oxadiazole

3,4-diphenyl-furazan 2-oxide

3-chloro-benzophenone-imine

5-(m-chlorophenyl)tetrazole

Refernces

• 1、 -. "METHOD FOR PRODUCING AROMATIC NITRILE COMPOUND AND CATALYST FOR SYNTHESIS OF AROMATIC NITRILE COMPOUND". Paragraph 0053-0065; 0099-0104. . Retrieved 2021/05/07.
• 2、 Liu, Si-Zhan,Li, Jing,Xue, Cao-Gen,Xu, Xue-Tao,Lei, Lin-Sheng,Huo, Chen-Yu,Wang, Zhen,Wang, Shao-Hua. "Copper-promoted cyanation of aryl iodides with N,N-dimethyl aminomalononitrile". supporting information. . Retrieved 2021/02/01.