5-Amino-2-methylbenzonitrile

Base Information

• Chemical Name: 5-Amino-2-methylbenzonitrile
• CAS No.: 50670-64-9
• Molecular Formula: C8H8N2
• Molecular Weight: 132.165
• Hs Code.: 2926907090
• European Community (EC) Number: 628-044-1
• DSSTox Substance ID: DTXSID60370695
• Nikkaji Number: J2.157.268C
• Wikidata: Q72439186
• Mol file: 50670-64-9.mol

Synonyms:5-Amino-2-methylbenzonitrile;50670-64-9;5-Amino-2-methylbenzenecarbonitrile;2-methyl-5-aminobenzonitrile;Benzonitrile, 5-amino-2-methyl-;MFCD00017608;5-amino-2-methyl-benzonitrile;5-Amino-o-tolunitrile;SCHEMBL61459;3-Amino-6-methylbenzonitrile;DTXSID60370695;JS-013C;YDZVQWCVKXYGIU-UHFFFAOYSA-N;5-Amino-2-methylbenzonitrile, 97%;CL8221;5-azanyl-2-methyl-benzenecarbonitrile;AKOS005072982;AC-3300;CS-W013407;SB75386;SY004587;AM20050379;BB 0254037;FT-0639925;EN300-125747;A828236;J-516702;F0001-1322

Chemical Property of 5-Amino-2-methylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.00113mmHg at 25°C
• Melting Point: 88-91 °C(lit.)
• Refractive Index: 1.575
• Boiling Point: 300.3 °C at 760 mmHg
• Flash Point: 135.4 °C
• PSA: 49.81000
• Density: 1.1 g/cm³
• LogP: 2.03008
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Methanol
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

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

5-Amino-2-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)N)C#N
• Uses: 5-Amino-2-methylbenzonitrile may be used as a starting material for the synthesis of 5-iodo-2-methylbenzonitrile and 5-hydroxy-2-methylbenzonitrile. It may also be used in the preparation of 5-(2,4-dioxothiazolidin-3-yl)-2-methylbenzonitrile by reacting with thioglycolic acid methyl ester in the presence of 1,1′-carbonyldiimidazole.

Technology Process of 5-Amino-2-methylbenzonitrile

There total 4 articles about 5-Amino-2-methylbenzonitrile 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: 96.0%

2-cyano-4-nitrotoluene (939-83-3) → 3-cyano-4-methylaniline (50670-64-9)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; ethyl acetate;

Reference yield: 70.0%

3-bromo-4-methylaniline (7745-91-7) → 3-cyano-4-methylaniline (50670-64-9)

Guidance literature:

With sodium carbonate; potassium iodide; N,N`-dimethylethylenediamine; copper(II) bis(tetrafluoroborate); In N,N-dimethyl acetamide; at 140 ℃; for 16h;

DOI:10.1016/j.tetlet.2005.02.106

Reference yield:

2-Methylbenzonitrile (529-19-1) → 3-cyano-4-methylaniline (50670-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; nitric acid / 1 h / 20 °C / Inert atmosphere; Cooling with ice

2: zinc / methanol / 4 h / 20 °C / Inert atmosphere

With sulfuric acid; nitric acid; zinc; In methanol;

DOI:10.1039/c1jm10107b

upstream raw materials:

2-cyano-4-nitrotoluene

3-bromo-4-methylaniline

2-Methylbenzonitrile

Downstream raw materials:

5-amino-2-methylbenzoic acid

5-hydroxy-2-methyl-benzonitrile

3-Bromo-6-methyl-benzonitrile

4-(5-(p-(naphthylphenylamino)phenyl)-3,4-ethylenedioxythiophen-2-yl)-2-cyanobenzaldehyde

Refernces

• 1、 Prathap, Kaniraj Jeya,Wu, Qiong,Olsson, Richard T.,Dinér, Peter. "Catalytic Reductions and Tandem Reactions of Nitro Compounds Using in Situ Prepared Nickel Boride Catalyst in Nanocellulose Solution". supporting information. p. 4746 - 4749. Retrieved 2017/09/23.
• 2、 -. "SULFONYL AMIDE DERIVATIVES FOR THE TREATMENT OF ABNORMAL CELL GROWTH". Page/Page column 45. . Retrieved 2009/04/24.