2-Hydroxy-3-(4-methylphenyl)cyclohex-2-en-1-one

Base Information

• Chemical Name: 2-Hydroxy-3-(4-methylphenyl)cyclohex-2-en-1-one
• CAS No.: 70871-46-4
• Molecular Formula: C13H14O2
• Molecular Weight: 202.24906
• Hs Code.: 2914400090
• DSSTox Substance ID: DTXSID701242632
• Nikkaji Number: J974.727C
• Mol file: 70871-46-4.mol

Synonyms:70871-46-4;DTXSID701242632;AKOS015967091;2-Hydroxy-3-(4-methylphenyl)-2-cyclohexen-1-one

Chemical Property of 2-Hydroxy-3-(4-methylphenyl)cyclohex-2-en-1-one

Chemical Property:

• Vapor Pressure: 1.22E-05mmHg at 25°C
• Refractive Index: 1.602
• Boiling Point: 354.6°C at 760 mmHg
• PKA: 8.88±0.20(Predicted)
• Flash Point: 151.2°C
• PSA: 37.30000
• Density: 1.191g/cm³
• LogP: 3.01710
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 202.099379685
• Heavy Atom Count: 15
• Complexity: 283

Purity/Quality:

99% ^*data from raw suppliers

2-HYDROXY-3-PARA-TOLYL-CYCLOHEX-2-ENONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=C(C(=O)CCC2)O

Technology Process of 2-Hydroxy-3-(4-methylphenyl)cyclohex-2-en-1-one

There total 4 articles about 2-Hydroxy-3-(4-methylphenyl)cyclohex-2-en-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: 53.0%

2-hydroxy-2-cyclohexen-1-one (10316-66-2) + para-bromotoluene (106-38-7) → 2-hydroxy-3-(4-methylphenyl)-2-cyclohexen-1-one (70871-46-4)

Guidance literature:

With water; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃; for 16h;

DOI:10.1021/jo980221b

Reference yield:

7-oxabicyclo[4.1.0]heptan-2-one (6705-49-3) + para-bromotoluene (106-38-7) → 2-hydroxy-3-(4-methylphenyl)-2-cyclohexen-1-one (70871-46-4)

Guidance literature:

With sodium acetate; palladium diacetate; ethylene glycol; poly(ethylene glycol); In water; acetonitrile; at 150 ℃; for 0.333333h; microwave irradiation;

DOI:10.1021/jo0504619

Reference yield:

cyclohexane-1,2-dione (765-87-7) → 2-hydroxy-3-(4-methylphenyl)-2-cyclohexen-1-one (70871-46-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / K₂CO₃ / acetone / 24 h / Ambient temperature

2: 45 percent / diethyl ether; methanol / 5 h / Irradiation

With potassium carbonate; In methanol; diethyl ether; acetone;

DOI:10.1021/jo00187a011

upstream raw materials:

2-hydroxy-2-cyclohexen-1-one

para-bromotoluene

7-oxabicyclo[4.1.0]heptan-2-one

cyclohexane-1,2-dione

Downstream raw materials:

4'-Methyl-biphenyl-2,3-diol

Toluene-4-sulfonic acid 6-oxo-2-p-tolyl-cyclohex-1-enyl ester