2-(5-Methyl-2-nitrophenyl)acetonitrile

Base Information

• Chemical Name: 2-(5-Methyl-2-nitrophenyl)acetonitrile
• CAS No.: 91192-26-6
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.175
• DSSTox Substance ID: DTXSID401292569
• Nikkaji Number: J2.818.860I
• Mol file: 91192-26-6.mol

Synonyms:2-(5-METHYL-2-NITROPHENYL)ACETONITRILE;91192-26-6;Benzeneacetonitrile, 5-methyl-2-nitro-;SCHEMBL16129051;2-Nitro-5-methylphenylacetonitrile;DTXSID401292569;5-Methyl-2-nitrobenzeneacetonitrile;AKOS017516257;EN300-1835074

Chemical Property of 2-(5-Methyl-2-nitrophenyl)acetonitrile

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 238

Purity/Quality:

2-(5-methyl-2-nitrophenyl)acetonitrile 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)[N+](=O)[O-])CC#N

Technology Process of 2-(5-Methyl-2-nitrophenyl)acetonitrile

There total 5 articles about 2-(5-Methyl-2-nitrophenyl)acetonitrile 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: 68.0%

potassium cyanide + 2-(bromomethyl)-4-methyl-1-nitrobenzene (110822-05-4) → 2-(5-methyl-2-nitrophenyl)acetonitrile (91192-26-6)

Guidance literature:

In ethanol; at 20 ℃; for 4h;

DOI:10.1021/acs.orglett.9b00287

Reference yield:

(6-Nitro-3-methyl-phenyl)-brenztraubensaeure-oxim → 2-(5-methyl-2-nitrophenyl)acetonitrile (91192-26-6)

Guidance literature:

With acetic anhydride; In acetic acid; at 70 ℃;

Reference yield:

2,4-dimethylnitrobenzene (89-87-2,156617-89-9,37551-97-6) → 2-(5-methyl-2-nitrophenyl)acetonitrile (91192-26-6)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOEt / diethyl ether; ethanol / 42 h / Heating

2: (i) aq. NaOH, (ii) NH₂OH*HCl, aq. NaOH

3: Ac₂O / acetic acid / 70 °C

With sodium ethanolate; acetic anhydride; In diethyl ether; ethanol; acetic acid;

upstream raw materials:

2,4-dimethylnitrobenzene

ethyl (5-methyl-2-nitrophenyl)pyruvate

2-(bromomethyl)-4-methyl-1-nitrobenzene

5-methyl-2-nitrobenzoic acid

Downstream raw materials:

3-(5-methyl-2-nitrophenyl)-5-phenyl-1,2,4-triazole

3-(5-methyl-2-nitrophenyl)quinolin-2-amine

5-methyl-2-phenyl-1H-indole

6,7-dimethyl-3-(5-methyl-2-nitrophenyl)quinoxalin-2-amine