Cyclohex-3-en-1-one

Base Information

• Chemical Name: Cyclohex-3-en-1-one
• CAS No.: 4096-34-8
• Molecular Formula: C6H8 O
• Molecular Weight: 96.1289
• European Community (EC) Number: 223-850-6
• DSSTox Substance ID: DTXSID80193964
• Nikkaji Number: J224.900F
• Wikidata: Q27121400
• Metabolomics Workbench ID: 57135
• Mol file: 4096-34-8.mol

Synonyms:Cyclohex-3-en-1-one;3-Cyclohexen-1-one;Cyclohex-3-enone;4096-34-8;EINECS 223-850-6;3-cyclohexenone;CHEBI:48952;DTXSID80193964;AKOS024046890;EN300-1268277;Q27121400

Chemical Property of Cyclohex-3-en-1-one

Chemical Property:

• Vapor Pressure: 3.05mmHg at 25°C
• Refractive Index: 1.4842 (estimate)
• Boiling Point: 155.3°Cat760mmHg
• Flash Point: 46.8°C
• PSA: 17.07000
• Density: 0.998g/cm³
• LogP: 1.29560
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 96.057514874
• Heavy Atom Count: 7
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)CC=C1
• Uses: Cyclohex-3-enone was used to study 1-hydroxy-1,3-cyclohexadiene tautomer mechanistic reaction intermediate

Technology Process of Cyclohex-3-en-1-one

There total 33 articles about Cyclohex-3-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: 95.0%

1-methoxycyclohexa-1,4-diene (2886-59-1) → cyclohex-3-enone (4096-34-8)

Guidance literature:

With perchloric acid;

DOI:10.1021/jo070638u

Reference yield: 72.0%

3-cyclohexen-1-ol (822-66-2,72137-22-5) → cyclohex-3-enone (4096-34-8)

Guidance literature:

With pyridine; pyridinium chlorochromate; In dichloromethane; at 5 ℃; for 2h;

DOI:10.1021/jo00290a038

Reference yield: 9.0%

cyclohexenone (930-68-7) → cyclohex-3-enone (4096-34-8) + Cyclohex-2-enol (822-67-3) + 3-cyclohexen-1-ol (822-66-2,72137-22-5)

Guidance literature:

With isopropyl alcohol; magnesium oxide; at 250 ℃;

DOI:10.1016/S0040-4039(00)99104-4

upstream raw materials:

1-bromo-4-methoxy-benzene

3-cyclohexen-1-ol

6-oxo-cyclohex-3-enecarboxylic acid

methoxybenzene

Downstream raw materials:

2-methylcyclohex-3-en-1-one

allyl phenyl ether

phenol

3-(2-thienyl)-1-<(trimethylsilyl)oxy>cyclohexene

Refernces

• 1、 Lewis,Williams. "". . p. 4573. Retrieved 1965.
• 2、 Pollack, Ralph M.,Mack, Joseph P. G.,Blotny, Grzegorz. "Ketonization of 1,3-Cyclohexadienol, a Conjugated Enol". . p. 3138 - 3139. Retrieved 1987.
• 3、 Jia, Zhi-Long,Wang, Yao,Zhao, Chuan-Gang,Zhang, Xiao-Hai,Xu, Peng-Fei. "Highly Enantioselective Construction of Hajos-Wiechert Ketone Skeletons via an Organocatalytic Vinylogous Michael/Stetter Relay Sequence". supporting information. p. 2130 - 2133. Retrieved 2017/04/27.