4-[(2,6-Dimethylphenyl)imino]-2,6-dimethyl-2,5-cyclohexadien-1-one

Base Information

• Chemical Name: 4-[(2,6-Dimethylphenyl)imino]-2,6-dimethyl-2,5-cyclohexadien-1-one
• CAS No.: 24596-20-1
• Molecular Formula: C₁₆H₁₇NO
• Molecular Weight: 239.317
• DSSTox Substance ID: DTXSID501163963
• Nikkaji Number: J2.591.846K

Synonyms:DTXSID501163963;24596-20-1;4-[(2,6-Dimethylphenyl)imino]-2,6-dimethyl-2,5-cyclohexadien-1-one

Chemical Property of 4-[(2,6-Dimethylphenyl)imino]-2,6-dimethyl-2,5-cyclohexadien-1-one

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 239.131014166
• Heavy Atom Count: 18
• Complexity: 408

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)N=C2C=C(C(=O)C(=C2)C)C

Technology Process of 4-[(2,6-Dimethylphenyl)imino]-2,6-dimethyl-2,5-cyclohexadien-1-one

There total 4 articles about 4-[(2,6-Dimethylphenyl)imino]-2,6-dimethyl-2,5-cyclohexadien-1-one 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: 80.0%

2,6-dimethylaniline (87-62-7) → 4-(2,6-dimethylphenylimino)-2,6-dimethylcyclohexa-2,5-dienone (24596-20-1)

Guidance literature:

2,6-dimethylaniline; With air; copper(l) chloride; In acetonitrile; at 20 ℃;

With hydrogenchloride; In acetonitrile; Further stages.;

DOI:10.1016/j.tetlet.2008.04.089

Reference yield: 28.0%

2,6-dimethylaniline (87-62-7) → 4-iodo-2,6-dimethylaniline (4102-53-8) + 4-(2,6-dimethylphenylimino)-2,6-dimethylcyclohexa-2,5-dienone (24596-20-1)

Guidance literature:

With hydrogenchloride; sodium iodine dichloride; In methanol; water; at 20 ℃; for 3h; pH=1 - 2;

DOI:10.1080/00304948.2016.1206425

Reference yield:

2,6-dimethylaniline (87-62-7) → 2,6-dimethyl-1,4-benzoquinone (527-61-7) + 4-(2,6-dimethylphenylimino)-2,6-dimethylcyclohexa-2,5-dienone (24596-20-1) + 3,5-Dimethyl-2-(2,4,6-trimethyl-phenylamino)-[1,4]benzoquinone

Guidance literature:

With water; chromyl chloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) CCl₄, 0-5 deg. C, 80 min.;

DOI:10.1016/S0040-4020(01)87565-7

upstream raw materials:

2,6-dimethylaniline

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