(2-Formyl-3-methylphenyl)acetonitrile

Base Information

• Chemical Name: (2-Formyl-3-methylphenyl)acetonitrile
• CAS No.: 136262-99-2
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.188
• DSSTox Substance ID: DTXSID90577211
• Nikkaji Number: J434.445F
• Wikidata: Q82467157
• Mol file: 136262-99-2.mol

Synonyms:136262-99-2;2-(2-Formyl-3-methylphenyl)acetonitrile;Benzeneacetonitrile, 2-formyl-3-methyl- (9CI);(2-Formyl-3-methylphenyl)acetonitrile;DTXSID90577211

Chemical Property of (2-Formyl-3-methylphenyl)acetonitrile

Chemical Property:

• PSA: 40.86000
• LogP: 1.87358
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)CC#N)C=O

Technology Process of (2-Formyl-3-methylphenyl)acetonitrile

There total 3 articles about (2-Formyl-3-methylphenyl)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:

2-methylphenyl aldehyde (529-20-4) → (2-Formyl-3-methyl-phenyl)-acetonitrile (136262-99-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / methanol; H₂O

2: 51 percent

3: 1.) 25percent aq. NaOH, 2.) CuSO₄*5H₂O / 1.) toluene, -25 to -20 deg C, 0.75 h, 2.) EtOH, H₂O, 10 min, reflux

With sodium hydroxide; copper(II) sulfate; In methanol; water;

DOI:10.1021/jo00024a042

Reference yield:

(Cyanomethyl-methyl-amino)-o-tolyl-acetonitrile (136262-88-9) → (2-Formyl-3-methyl-phenyl)-acetonitrile (136262-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent

2: 1.) 25percent aq. NaOH, 2.) CuSO₄*5H₂O / 1.) toluene, -25 to -20 deg C, 0.75 h, 2.) EtOH, H₂O, 10 min, reflux

With sodium hydroxide; copper(II) sulfate;

DOI:10.1021/jo00024a042

Reference yield:

C13H16N3(1+)*CH3O4S(1-) (136262-91-4) → 2-(2-formyl-6-methylphenyl)acetonitrile (136262-98-1) + (2-Formyl-3-methyl-phenyl)-acetonitrile (136262-99-2)

Guidance literature:

With sodium hydroxide; copper(II) sulfate; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) toluene, -25 to -20 deg C, 0.75 h, 2.) EtOH, H₂O, 10 min, reflux;

DOI:10.1021/jo00024a042

upstream raw materials:

C₁₃H₁₆N₃⁽¹⁺⁾*CH₃O₄S^(1-)

(Cyanomethyl-methyl-amino)-o-tolyl-acetonitrile

2-methylphenyl aldehyde