3-Hydroxy-5-phenyl-cyclohex-2-enone

Base Information

• Chemical Name: 3-Hydroxy-5-phenyl-cyclohex-2-enone
• CAS No.: 35376-44-4
• Molecular Formula: C12H12 O2
• Molecular Weight: 188.226
• Hs Code.: 2914400090
• DSSTox Substance ID: DTXSID60390737
• Nikkaji Number: J367.121F
• Mol file: 35376-44-4.mol

Synonyms:3-Hydroxy-5-phenyl-cyclohex-2-enone;35376-44-4;3-hydroxy-5-phenylcyclohex-2-en-1-one;2-Cyclohexen-1-one,3-hydroxy-5-phenyl-;SCHEMBL4620235;DTXSID60390737;3-Hydroxy-5-phenylcyclohex-2-enone;MFCD00463813;STL199086;AKOS006281196;AS-5616;5-Phenyl-3-hydroxy-2-cyclohexen-1-one;3-Hydroxy-5-phenylcyclohex-2-ene-1-one;FT-0682790;5-hydroxy-1,6-dihydro-[1,1'-biphenyl]-3(2H)-one;F9995-0998

Chemical Property of 3-Hydroxy-5-phenyl-cyclohex-2-enone

Chemical Property:

• Melting Point: 186-187℃
• PSA: 37.30000
• LogP: 2.57500
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 249

Purity/Quality:

97% ^*data from raw suppliers

3-Hydroxy-5-phenylcyclohex-2-en-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC(=O)C=C1O)C2=CC=CC=C2

Technology Process of 3-Hydroxy-5-phenyl-cyclohex-2-enone

There total 6 articles about 3-Hydroxy-5-phenyl-cyclohex-2-enone 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: 86.0%

hydrogen ethyl malonate (1071-46-1) + 1-Phenylbut-1-en-3-one (122-57-6) → 3-hydroxy-5-phenylcyclohex-2-en-1-one (35376-44-4)

Guidance literature:

With sodium methylate; In methanol;

Reference yield: 65.0%

(E)-benzalacetone (1896-62-4) + malonic acid dimethyl ester (108-59-8) → 3-hydroxy-5-phenylcyclohex-2-en-1-one (35376-44-4) + methyl 2-methoxycarbonyl-3-phenyl-5-oxohexanoate (109012-81-9,151920-48-8) + methyl 2-hydroxy-4-oxo-6-phenylcyclohex-2-enecarboxylate (146497-71-4)

Guidance literature:

With potassium carbonate; for 5h; Heating;

DOI:10.1002/jps.2600830118

Reference yield:

4-phenylbut-3-en-2-ol (17488-65-2) + diethyl malonate (105-53-3) → 3-hydroxy-5-phenylcyclohex-2-en-1-one (35376-44-4)

Guidance literature:

4-phenylbut-3-en-2-ol; diethyl malonate; With sodium methylate; In methanol; for 4h; Reflux;

With sodium hydroxide; In tetrahydrofuran; water; at 80 ℃; for 1h;

With hydrogenchloride; In water; for 1h; Reflux;

DOI:10.1016/j.bmcl.2014.06.076

upstream raw materials:

hydrogen ethyl malonate

1-Phenylbut-1-en-3-one

(E)-benzalacetone

malonic acid dimethyl ester

Downstream raw materials:

2--5-phenylcyclohexane-1,3-dione

3-amino-5-phenylcyclohex-2-en-1-one

2-bromo-3-methoxy-5-phenylcyclohex-2-en-1-one

3-methoxy-5-phenylcyclohex-2-ene-1-one