2-Aminobenzonitrile

Base Information

• Chemical Name: 2-Aminobenzonitrile
• CAS No.: 1885-29-6
• Molecular Formula: C7H6N2
• Molecular Weight: 118.138
• Hs Code.: 2926.90
• European Community (EC) Number: 217-549-9
• UNII: 5RXH2B211R
• DSSTox Substance ID: DTXSID9051824
• Nikkaji Number: J7.801H
• Wikidata: Q27262788
• ChEMBL ID: CHEMBL3561681
• Mol file: 1885-29-6.mol

Synonyms:2-aminobenzonitrile;o-aminobenzonitrile

Chemical Property of 2-Aminobenzonitrile

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 0.00812mmHg at 25°C
• Melting Point: 45-48 °C(lit.)
• Refractive Index: 1.59
• Boiling Point: 267.5 °C at 760 mmHg
• PKA: 0.77(at 25℃)
• Flash Point: 122.2 °C
• PSA: 49.81000
• Density: 1.14g/cm³
• LogP: 1.72168
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Water Solubility.: INSOLUBLE
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 118.053098200
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

≥99.0% ^*data from raw suppliers

2-Aminobenzonitrile >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T,Xn
• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-36/37/38-43
• Safety Statements: 26-36/37-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C#N)N
• Uses: 2-Aminobenzonitrile is used for induction of nitrilase activity in Arthrobacter and for radioprotective agent.

Technology Process of 2-Aminobenzonitrile

There total 95 articles about 2-Aminobenzonitrile 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: 99.0%

o-nitrobenzonitrile (612-24-8) → anthranilic acid nitrile (1885-29-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; water; at 20 ℃; for 0.0666667h; chemoselective reaction; Sealed tube; Green chemistry;

DOI:10.1039/c5nj01492a

Reference yield: 93.0%

2-aminobenzaldehyde oxime (3398-07-0) → anthranilic acid nitrile (1885-29-6)

Guidance literature:

With eosin; carbon tetrabromide; N,N-dimethyl-formamide; In acetonitrile; at 25 ℃; for 14h; Irradiation; Inert atmosphere;

DOI:10.1039/c3ra46553e

Reference yield: 91.0%

3-(hydroxyimino)indolin-2-one (607-28-3,73859-64-0,73859-66-2) → anthranilic acid nitrile (1885-29-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl acetamide; at 115 - 120 ℃; for 2h; Solvent; Reagent/catalyst;

upstream raw materials:

(E)-1H-indole-2,3-dione 3-oxime

2-aminobenzaldehyde oxime

formamide

indoline-2,3-dione-2-oxime

Downstream raw materials:

(2-cyanophenyl)carbamic acid ethyl ester

2-phenyl-2,3-dihydro-4(1H)-quinazolinone

N-phenyl-N'-(2-cyanophenyl)carbamide

2-ethyl-3H-quinazolin-4-one

Refernces

• 1、 Harrigan,Hirota. "". . p. 6647,6648. Retrieved 1975.
• 2、 Le-Nhat-Thuy, Giang,Dinh, Thuy Van,Pham-The, Hai,Nguyen Quang, Hung,Nguyen Thi, Nga,Dang Thi, Tuyet Anh,Hoang Thi, Phuong,Le Thi, Tu Anh,Nguyen, Ha Thanh,Nguyen Thanh, Phuong,Le Duc, Trung,Nguyen, Tuyen Van. "Design, synthesis and evaluation of novel hybrids between 4-anilinoquinazolines and substituted triazoles as potent cytotoxic agents". . p. 3741 - 3747. Retrieved 2018.
• 3、 Sathishkumar, Pushpanathan N.,Prabha, Padinhattath Sachind,Bhuvanesh, Nattamai S.P.,Karvembu, Ramasamy. "Tuning acylthiourea ligands in Ru(II) catalysts for altering the reactivity and chemoselectivity of transfer hydrogenation reactions, and synthesis of 3-isopropoxy-1H-indole through a new synthetic approach". . . Retrieved 2020.
• 4、 Bhar, Sanjay,Das, Asit Kumar,Nandy, Sneha. "Cu(OAc)2 catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions". . p. 4605 - 4614. Retrieved 2022/02/19.
• 5、 Chen, Jin,Dai, Bencai,Liu, Changchun,Shen, Zhihao,Zhao, Yongde,Zhou, Yang. "Sustainable and recyclable palladium nanoparticles–catalyzed reduction of nitroaromatics in water/glycerol at room temperature". . p. 540 - 544. Retrieved 2020/07/14.