2-Bromocyclohexane-1,3-dione

Base Information

• Chemical Name: 2-Bromocyclohexane-1,3-dione
• CAS No.: 60060-44-8
• Molecular Formula: C6H7BrO2
• Molecular Weight: 191.024
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID10377871
• Nikkaji Number: J3.223.777K
• Wikidata: Q82167237
• Mol file: 60060-44-8.mol

Synonyms:2-bromocyclohexane-1,3-dione;60060-44-8;2-bromo-1,3-cyclohexanedione;2-Bromo-cyclohexane-1,3-dione;1,3-Cyclohexanedione, 2-bromo-;SCHEMBL171969;F0848-0301;2-bromanylcyclohexane-1,3-dione;DTXSID10377871;UBUJDMSDEQBNTG-UHFFFAOYSA-N;MFCD00971951;STL227703;AKOS000267869;HD-0701;AM804114;FT-0681301;EN300-236016;A832587;J-508513

Chemical Property of 2-Bromocyclohexane-1,3-dione

Chemical Property:

• Melting Point: 159-161oC
• Boiling Point: 272.6±40.0 °C(Predicted)
• PKA: 3.46±0.25(Predicted)
• PSA: 34.14000
• Density: 1.678±0.06 g/cm3(Predicted)
• LogP: 1.07200
• Solubility.: DMSO, Methanol
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 189.96294
• Heavy Atom Count: 9
• Complexity: 137

Purity/Quality:

95% ^*data from raw suppliers

2-Bromo-1,3-cyclohexanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C(C(=O)C1)Br
• Uses: 2-Bromo-1,3-cyclohexanedione is an starting material in the synthesis of azole derivatives as histamine H3 receptor antagonists.

Technology Process of 2-Bromocyclohexane-1,3-dione

There total 8 articles about 2-Bromocyclohexane-1,3-dione 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: 100.0%

1,3-cylohexanedione (504-02-9) → 2-bromocyclohexane-1,3-dienone (60060-44-8)

Guidance literature:

With bromine; acetic acid; at 20 ℃;

DOI:10.1016/j.bmcl.2008.06.076

Reference yield: 71.0%

cyclohexane-1,3-diol (504-01-8) → 2-bromocyclohexane-1,3-dienone (60060-44-8) + 3-hydroxycyclohexanone (823-19-8)

Guidance literature:

With sodium bromate; sodium hydrogensulfite; In water; acetonitrile; at 20 ℃; for 4.25h;

DOI:10.1246/bcsj.70.2561

Reference yield: 68.0%

→ 2-bromocyclohexane-1,3-dienone (60060-44-8) + 2-amino-5,6-dihydrobenzo[d]thiazol-7(4H)-one (17583-10-7)

Guidance literature:

upstream raw materials:

1,3-cylohexanedione

2-bromo-3-ethoxycyclohex-2-en-1-one

Dimethyl glutarate

phenyl(tribromomethyl)mercury(II)

Downstream raw materials:

2-bromo-3-methoxy-2-cyclohexenone

2,2-dibromo-1,3-cyclohexanedione

α-bromo-3-methylcyclohex-2-en-1-one

2-bromo-3-ethylcyclohex-2-en-1-one