1-Chloro-3-methyl-4-oxo-2-phenylcyclobut-2-ene-1-carbonitrile

Base Information

• Chemical Name: 1-Chloro-3-methyl-4-oxo-2-phenylcyclobut-2-ene-1-carbonitrile
• CAS No.: 97315-63-4
• Molecular Formula: C12H8ClNO
• Molecular Weight: 217.655
• DSSTox Substance ID: DTXSID90542863
• Mol file: 97315-63-4.mol

Synonyms:97315-63-4;1-Chloro-3-methyl-4-oxo-2-phenylcyclobut-2-ene-1-carbonitrile;DTXSID90542863

Chemical Property of 1-Chloro-3-methyl-4-oxo-2-phenylcyclobut-2-ene-1-carbonitrile

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 217.0294416
• Heavy Atom Count: 15
• Complexity: 384

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(C1=O)(C#N)Cl)C2=CC=CC=C2

Technology Process of 1-Chloro-3-methyl-4-oxo-2-phenylcyclobut-2-ene-1-carbonitrile

There total 1 articles about 1-Chloro-3-methyl-4-oxo-2-phenylcyclobut-2-ene-1-carbonitrile 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: 84.0%

1-Phenylprop-1-yne (673-32-5) + β-azido-α-chloro-γ-methoxy-Δαβ-crotono-lactone (60010-88-0) → 4-chloro-4-cyano-2-methyl-3-phenylcyclobutenone (97315-63-4)

Guidance literature:

In toluene; at 103 ℃; for 1.75h;

DOI:10.1021/jo00217a047

Reference yield: 39.0%

4-chloro-4-cyano-2-methyl-3-phenylcyclobutenone (97315-63-4) → 2-chloro-2-cyano-4-methyl-3-phenylcyclobutanone (97315-64-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 48h;

DOI:10.1021/jo00217a047

Reference yield: 33.0%

4-chloro-4-cyano-2-methyl-3-phenylcyclobutenone (97315-63-4) + 1-ethoxy-1-propyne (14273-06-4) → 6-chloro-6-cyano-2,4-dimethyl-3-ethoxy-5-phenyl-2,4-cyclohexadienone (97315-68-9)

Guidance literature:

In benzene; at 20 - 40 ℃; for 13h;

DOI:10.1021/jo00217a047

upstream raw materials:

1-Phenylprop-1-yne

β-azido-α-chloro-γ-methoxy-Δ^αβ-crotono-lactone

Downstream raw materials:

2-chloro-2-cyano-4-methyl-3-phenylcyclobutanone

6-chloro-6-cyano-2,4-dimethyl-3-ethoxy-5-phenyl-2,4-cyclohexadienone