2-Bromocyclohex-2-en-1-one

Base Information

• Chemical Name: 2-Bromocyclohex-2-en-1-one
• CAS No.: 50870-61-6
• Molecular Formula: C6H7BrO
• Molecular Weight: 175.025
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID10450017
• Nikkaji Number: J688.790B
• Wikidata: Q82269582
• Mol file: 50870-61-6.mol

Synonyms:2-bromocyclohex-2-en-1-one;50870-61-6;2-Bromocyclohex-2-enone;2-Cyclohexen-1-one, 2-bromo-;2-bromo-2-Cyclohexen-1-one;2-bromocyclohexenone;starbld0000350;2-Bromo-2-cyclohexenone, 17;2-Bromocyclohex-2-enone 97%;SCHEMBL5689030;KYNHSQQWQIIFTG-UHFFFAOYSA-;DTXSID10450017;KYNHSQQWQIIFTG-UHFFFAOYSA-N;BDBM217390;MFCD11109363;AKOS006305843;BS-28612;CS-0205484;FT-0685497;EN300-99960;J-508512;InChI=1/C6H7BrO/c7-5-3-1-2-4-6(5)8/h3H,1-2,4H2

Chemical Property of 2-Bromocyclohex-2-en-1-one

Chemical Property:

• Vapor Pressure: 0.051mmHg at 25°C
• Melting Point: 72.5-75 °C
• Boiling Point: 235.167oC at 760 mmHg
• Flash Point: 108.055oC
• PSA: 17.07000
• Density: 1.612g/cm3
• LogP: 2.01820
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 173.96803
• Heavy Atom Count: 8
• Complexity: 138

Purity/Quality:

99%, ^*data from raw suppliers

2-Bromocyclohex-2-en-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC=C(C(=O)C1)Br

Technology Process of 2-Bromocyclohex-2-en-1-one

There total 16 articles about 2-Bromocyclohex-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: 92.0%

2,3-dibromocyclohexanone (168985-70-4) → 2-bromocyclohex-2-en-1-one (50870-61-6)

Guidance literature:

With aluminum oxide;

DOI:10.1248/cpb.48.1999

Reference yield: 92.0%

((1S,2S)-2-Bromo-3-oxo-cyclohexyl)-dimethyl-sulfonium; bromide (83769-13-5) → 2-bromocyclohex-2-en-1-one (50870-61-6)

Guidance literature:

With sodium hydrogencarbonate; Ambient temperature;

DOI:10.1139/v82-322

Reference yield: 83.0%

2-Bromo-2-phenylselanyl-cyclohexanone → 2-bromocyclohex-2-en-1-one (50870-61-6)

Guidance literature:

With pyridine; dihydrogen peroxide; In dichloromethane; at 30 ℃;

upstream raw materials:

7-oxabicyclo[4.1.0]heptan-2-one

2-(phenylselanyl)cyclohex-2-en-1-one

2,3-dibromocyclohexanone

2-<(dimethylthiocarbamoyl)oxy>-2-cyclohexen-1-one

Downstream raw materials:

2-bromo-6-triethylsiloxy-2-cyclohexenone

3-(2,6-Dichlorophenyl)-5,6-dihydro-1,2-benzisoxazol-7(4H)-one

2-(6-Oxo-cyclohex-1-enyl)-acrylic acid methyl ester

2-(6-Methoxy-cyclohex-1-enyl)-acrylic acid methyl ester

Refernces

• 1、 Sadak, Ali Enis,Arslan, Tayfun,Celebioglu, Neslihan,Saracoglu, Nurullah. "New 3-vinylation products of indole and investigation of its Diels-Alder reactivity: synthesis of unusual Morita-Baylis-Hillman-type products". experimental part. p. 3214 - 3221. Retrieved 2010/05/19.
• 2、 Kim, Jinsoo,Bruning, John,Park, Kevin E.,Lee, David J.,Singaram, Bakthan. "Highly enantioselective and regioselective carbonyl reduction of cyclic α,β-unsaturated ketones using TarB-N02 and sodium borohydride". supporting information; experimental part. p. 4358 - 4361. Retrieved 2009/12/24.