3-Bromobenzonitrile

Base Information

• Chemical Name: 3-Bromobenzonitrile
• CAS No.: 6952-59-6
• Molecular Formula: C7H4BrN
• Molecular Weight: 182.019
• Hs Code.: 29269095
• European Community (EC) Number: 230-127-9
• NSC Number: 59731
• DSSTox Substance ID: DTXSID00219771
• Nikkaji Number: J126.351J
• Wikidata: Q72451680
• Mol file: 6952-59-6.mol

Synonyms:3-BROMOBENZONITRILE;6952-59-6;m-Bromobenzonitrile;Benzonitrile, 3-bromo-;3-cyanobromobenzene;Benzonitrile, m-bromo-;1-Bromo-3-cyanobenzene;NSC 59731;EINECS 230-127-9;MFCD00001796;3-bromobenzenecarbonitrile;3-bromo benzonitrile;3-BROMOBENZONITRIDE;m-Brombenzonitril;3-brombenzonitrile;3-Bromobenzonitril;NSC59731;3-bromo-benzonitrile;3-bromobenzo-nitrile;3-bromobenzenenitrile;3-cyanophenyl bromide;3-Bromobenzonitrile, 99%;SCHEMBL99039;DTXSID00219771;CK2134;NSC-59731;STL168035;AKOS000304418;CS-W003968;PS-3402;AC-26108;LS-38644;AM20061149;B1227;FT-0615206;EN300-36789;A21014;W-104619;Z57899727

Chemical Property of 3-Bromobenzonitrile

Chemical Property:

• Appearance/Colour: off white crystalline powder
• Vapor Pressure: 0.0848mmHg at 25°C
• Melting Point: 38-40 °C(lit.)
• Refractive Index: 1.606
• Boiling Point: 225.8 °C at 760 mmHg
• Flash Point: 90.3 °C
• PSA: 23.79000
• Density: 1.6 g/cm³
• LogP: 2.32078
• Storage Temp.: Store below +30°C.
• Solubility.: 0.2g/l
• Water Solubility.: Soluble in water (0.2 g/L)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 180.95271
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

3-Bromobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-52/53-36-21/22
• Safety Statements: 26-36-36/37/39-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C1=CC(=CC(=C1)Br)C#N
• Uses: 3-Bromobenzonitrile is involved in the Suzuki reaction under solvent-free conditions.

Technology Process of 3-Bromobenzonitrile

There total 61 articles about 3-Bromobenzonitrile 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: 92.0%

1-Bromo-3-iodobenzene (591-18-4) + potassium ferrocyanide → 3-cyanobromobenzene (6952-59-6)

Guidance literature:

With 3% Pd/CeO2; sodium acetate; In N,N-dimethyl-formamide; isopropyl alcohol; at 45 ℃; for 10h; Irradiation;

Reference yield: 89.0%

3-bromobenzamide (22726-00-7) → 3-cyanobromobenzene (6952-59-6)

Guidance literature:

With diethyl chlorophosphate; at 120 ℃; for 0.25h; Neat (no solvent);

DOI:10.1007/BF03246217

Reference yield: 86.0%

3-bromobenzylamine (10269-01-9) → 3-cyanobromobenzene (6952-59-6)

Guidance literature:

With pyridine; Oxone; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; Pyridine hydrobromide; In dichloromethane; at 20 ℃; for 12h; Green chemistry;

DOI:10.1002/chem.201600549

upstream raw materials:

m-bromobenzoic aldehyde

3-bromobenzamide

m-Bromoaniline

pyrrolidine

Downstream raw materials:

3,3'-dibromobenzophenone

(3-bromophenyl)-(4-bromophenyl)methanone

3-phenoxybenzonitrile

3-bromobenzophenone

Refernces

• 1、 Chen, Hua,Fu, Haiyan,Ji, Li,Li, Ruixiang,Nie, Xufeng,Zheng, Yanling. "Acceptorless dehydrogenation of amines to nitriles catalyzed by N-heterocyclic carbene-nitrogen-phosphine chelated bimetallic ruthenium (II) complex". . p. 378 - 385. Retrieved 2020/10/02.
• 2、 Guethner, Thomas,Huber, Evi,Sans, Juergen,Thalhammer, Franz. "Nitrosation of Cyanamide: Preparation and Properties of the Elusive E- and Z-N'-Cyanodiazohydroxides". supporting information. . Retrieved 2020/04/29.