2,5-Cyclohexadien-1-one, 4-diazo-2,6-dimethyl-

Base Information

• Chemical Name: 2,5-Cyclohexadien-1-one, 4-diazo-2,6-dimethyl-
• CAS No.: 937-37-1
• Molecular Formula: C₈H₈N₂O
• Molecular Weight: 148.164
• DSSTox Substance ID: DTXSID00454165
• Nikkaji Number: J458.442B
• Wikidata: Q82275525
• Mol file: 937-37-1.mol

Synonyms:937-37-1;2,5-Cyclohexadien-1-one, 4-diazo-2,6-dimethyl-;DTXSID00454165;2,6-Dimethyl-4-diazo-2,5-cyclohexadien-1-one

Chemical Property of 2,5-Cyclohexadien-1-one, 4-diazo-2,6-dimethyl-

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,5-Cyclohexadien-1-one, 4-diazo-2,6-dimethyl-

There total 6 articles about 2,5-Cyclohexadien-1-one, 4-diazo-2,6-dimethyl- 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:

2,6-dimethyl-1,4-benzoquinone (527-61-7) → 4-diazo-2,6-dimethyl-1-oxo-2,5-cyclohexadiene (937-37-1)

Guidance literature:

DOI:10.1021/jo00031a009

Reference yield:

3,5-dimethyl-4-nitrophenol (5344-97-8) → 4-diazo-2,6-dimethyl-1-oxo-2,5-cyclohexadiene (937-37-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaBH₄, 2.) 3 N HCl / 1.) 10percent Pd-C / 1.) H₂O, MeOH, rt, 30 min

2: aq. NaNO₂, aq. H₂SO₄ / 0.33 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; sulfuric acid; sodium nitrite; palladium on activated charcoal;

DOI:10.1021/jo00031a009

Reference yield:

2,6-dimethyl-1,4-benzoquinone 4-p-tosylhydrazone (79426-35-0) → 4-diazo-2,6-dimethyl-1-oxo-2,5-cyclohexadiene (937-37-1)

Guidance literature:

With sodium hydroxide; In dichloromethane;

upstream raw materials:

2,6-dimethyl-1,4-benzoquinone

2,6-dimethyl-1,4-benzoquinone 4-p-tosylhydrazone

3,5-dimethyl-4-nitrophenol

4-Amino-3,5-dimethylphenol hydrochloride

Downstream raw materials:

1,2-Dibenzoyl-5,7-dimethyl-spiro[2.5]octa-4,7-dien-6-one

Acetic acid 4-(4-acetoxy-3,5-dimethyl-phenyl)-2,5-diphenyl-furan-3-yl ester