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

Base Information

• Chemical Name: 2,2-Dibromo-5,5-dimethylcyclohexane-1,3-dione
• CAS No.: 21428-65-9
• Molecular Formula: C8H10Br2O2
• Molecular Weight: 297.974
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID40410583
• Nikkaji Number: J2.111.046I
• Wikidata: Q82216752
• Mol file: 21428-65-9.mol

Synonyms:2,2-dibromo-5,5-dimethylcyclohexane-1,3-dione;21428-65-9;2,2-dibromo-5,5-dimethyl-1,3-cyclohexanedione;SCHEMBL3997502;MFVLTURDATWEKO-UHFFFAOYSA-;DTXSID40410583;AKOS015906832;2,2-Dibromo-5,5-dimethyl-cyclohexane1,3-dione;InChI=1/C8H10Br2O2/c1-7(2)3-5(11)8(9,10)6(12)4-7/h3-4H2,1-2H3

Chemical Property of 2,2-Dibromo-5,5-dimethylcyclohexane-1,3-dione

Chemical Property:

• Melting Point: 148-149 °C
• Boiling Point: 289.1±40.0 °C(Predicted)
• PSA: 34.14000
• Density: 1.805±0.06 g/cm3(Predicted)
• LogP: 2.43070
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 297.90271
• Heavy Atom Count: 12
• Complexity: 221

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,2-Dibromo-5,5-dimethylcyclohexane-1,3-dione

There total 10 articles about 2,2-Dibromo-5,5-dimethylcyclohexane-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: 98.0%

2-bromo-5,5-dimethyl-3-hydroxycyclohex-2-en-1-one (37722-34-2) → 2,2-dibromo-5,5-dimethylcyclohexane-1,3-dione (21428-65-9)

Guidance literature:

With N-Bromosuccinimide; In ethanol; water; for 3h;

DOI:10.1002/chem.201402350

Reference yield: 94.0%

dimedone (126-81-8) → 2,2-dibromo-5,5-dimethylcyclohexane-1,3-dione (21428-65-9)

Guidance literature:

With oxone; sodium bromide; at 20 ℃; for 0.333333h; Neat (no solvent); Mechanical ball milling;

DOI:10.1039/c2gc16606b

Reference yield: 52.0%

3-methoxy-5,5-dimethyl-cyclohex-2-enone (4683-45-8) → 2,2-dibromo-5,5-dimethylcyclohexane-1,3-dione (21428-65-9) + 2,6-dibromo-5,5-dimethyl-3-methoxycyclohex-2-en-1-one (21428-74-0)

Guidance literature:

With oxone; hydrogen bromide; In dichloromethane; for 1h;

DOI:10.1055/s-2004-831232

upstream raw materials:

2-bromodimedone

dimedone

chloroform

bromine

Downstream raw materials:

2-bromodimedone

2,4,6-tribromo-5,5-dimethyl-cyclohexane-1,3-dione

4-bromo-N,N-dimethylaniline

diethyl 3,3-dimethylglutarate