2-BROMO-5,5-DIMETHYL-1,3-CYCLOHEXANDIONE

Base Information

• Chemical Name: 2-BROMO-5,5-DIMETHYL-1,3-CYCLOHEXANDIONE
• CAS No.: 1195-91-1
• Molecular Formula: C8H11BrO2
• Molecular Weight: 219.078
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID6061602
• Nikkaji Number: J421.563J
• Wikidata: Q81989554
• Mol file: 1195-91-1.mol

Synonyms:1-Bromo-4,4-dimethyl-2,6-cyclohexanedione;2-Bromo-5,5-dimethyl-1,3-cyclohexanedione;2-Bromodimedone;Bromodimedone;2-Bromo-5,5-dimethyl-cyclohexane-1,3-quinone;2-Bromo-5,5-dimethylcyclohexane-1,3-dione;

Chemical Property of 2-BROMO-5,5-DIMETHYL-1,3-CYCLOHEXANDIONE

Chemical Property:

• Vapor Pressure: 0.00626mmHg at 25°C
• Melting Point: 158-160 °C
• Refractive Index: 1.503
• Boiling Point: 271.9 °C at 760 mmHg
• PKA: 3.51±0.42(Predicted)
• Flash Point: 94.7 °C
• PSA: 34.14000
• Density: 1.439 g/cm³
• LogP: 1.70810
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 217.99424
• Heavy Atom Count: 11
• Complexity: 188

Purity/Quality:

97% ^*data from raw suppliers

2-BROMO-5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-BROMO-5,5-DIMETHYL-1,3-CYCLOHEXANDIONE

There total 22 articles about 2-BROMO-5,5-DIMETHYL-1,3-CYCLOHEXANDIONE 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%

dimedone (126-81-8) → 2-bromodimedone (1195-91-1)

Guidance literature:

With bromine; acetic acid; at 20 ℃; for 2h;

Reference yield: 95.0%

2,2-dibromo-5,5-dimethylcyclohexane-1,3-dione (21428-65-9) + 1-phenylbutan-1,3-dione (93-91-4) → α-bromobenzoylacetone + 2-bromodimedone (1195-91-1)

Guidance literature:

1-phenylbutan-1,3-dione; With L-Norvaline; In dichloromethane; for 0.0833333h;

2,2-dibromo-5,5-dimethylcyclohexane-1,3-dione; With dipyridinium dichromate; In dichloromethane; for 1h; optical yield given as %ee; enantioselective reaction; Cooling with ice;

DOI:10.1002/adsc.200900138

Reference yield: 94.0%

2,2-dibromo-5,5-dimethylcyclohexane-1,3-dione (21428-65-9) + ethyl 2-oxocyclohexane carboxylate (1655-07-8) → 2-bromodimedone (1195-91-1) + (S)-1-bromo-2-oxo-cyclohexanecarboxylic acid ethyl ester

Guidance literature:

ethyl 2-oxocyclohexane carboxylate; With L-Norvaline; In dichloromethane; for 0.0833333h;

2,2-dibromo-5,5-dimethylcyclohexane-1,3-dione; With dipyridinium dichromate; In dichloromethane; for 1h; optical yield given as %ee; enantioselective reaction; Cooling with ice;

DOI:10.1002/adsc.200900138

upstream raw materials:

2,2-dibromo-5,5-dimethylcyclohexane-1,3-dione

dimedone

chloroform

bromine

Downstream raw materials:

2-bromo-5,5-dimethyl-3-methoxycyclohex-2-en-1-one

2-bromo-2-chloro-5,5-dimethylcyclohexane-1,3-dione

3,3-Dimethylglutaric acid

4,4-dimethylcyclopent-2-ene-1-one