Chlorodimedone

Base Information

• Chemical Name: Chlorodimedone
• CAS No.: 7298-89-7
• Molecular Formula: C8H11ClO2
• Molecular Weight: 174.627
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID30223260
• Nikkaji Number: J567.246E
• Wikidata: Q83101697
• Mol file: 7298-89-7.mol

Synonyms:2-chlorodimedone;chlorodimedone;monochlorodimedon;monochlorodimedone

Chemical Property of Chlorodimedone

Chemical Property:

• Vapor Pressure: 0.00281mmHg at 25°C
• Melting Point: 161-164 °C
• Refractive Index: 1.476
• Boiling Point: 285.4 °C at 760 mmHg
• PKA: 3.61±0.42(Predicted)
• Flash Point: 119 °C
• PSA: 34.14000
• Density: 1.17g/cm³
• LogP: 1.55200
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 174.0447573
• Heavy Atom Count: 11
• Complexity: 188

Purity/Quality:

98%Min ^*data from raw suppliers

2-CHLORO-5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(CC(=O)C(C(=O)C1)Cl)C
• Uses: 2-Chloro-5,5-dimethyl-1,3-cyclohexanedione is used as pharmaceutical intermediate.

Technology Process of Chlorodimedone

There total 23 articles about Chlorodimedone 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: 74.0%

dimedone (126-81-8) → 2,2-dichloro-5,5-dimethylcyclohexane-1,3-dione (7298-86-4) + 2-chloro-5,5-dimethyl-1,3-cyclohexanedione (7298-89-7)

Guidance literature:

With zinc chloride diethyl ether; iron(III)porphyrinate; In dichloromethane; for 0.5h;

DOI:10.1002/hlca.19980810554

Reference yield: 65.0%

methanol (67-56-1) + dichloromethane (75-09-2) + diazodimedone (1807-68-7) → 2-chloro-5,5-dimethyl-1,3-cyclohexanedione (7298-89-7) + 3-hydroxy-5,5-dimethyl-2-methoxy-2-cyclohexen-1-one + 2-chloro-3-(chloromethoxy)-5,5-dimethylcyclohex-2-en-1-one

Guidance literature:

dirhodium tetraacetate; at 18 - 20 ℃; for 2h;

DOI:10.1134/S1070428006110273

Reference yield: 61.0%

diazodimedone (1807-68-7) → 2-chloro-5,5-dimethyl-1,3-cyclohexanedione (7298-89-7)

Guidance literature:

With dirhodium tetraacetate; dichloromethane; saccharin; at 0 - 20 ℃;

DOI:10.1023/B:RUJO.0000043724.25474.51

upstream raw materials:

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

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

dimedone

2,4-dichloro-5,5-dimethyl-cyclohexane-1,3-dione

Downstream raw materials:

diethyl 5,5-dimethyl-3-oxocyclohex-1-enyl phosphate

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

dimedone

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

Refernces

• 1、 Hariprasad, S.,Jeevan Chakravarthy, A. S.,Lakshminarayana, B. N.,Sreenatha, N. R.. "Structural characterization, computational, charge density studies of 2-chloro-3-(2’-methoxy)-5,5-dimethyl-2-cyclohexenone". . . Retrieved 2021.
• 2、 HariPrasad, S.,Jeevan Chakravarthy, A. S.,Pavan, K. P.,Venkatesh, G. B.. "Synthesis of some novel chloro-/aryl-substituted-5,5-dimethyl-2-cyclohexenones". . . Retrieved 2020/02/15.