1,3-Cyclohexanedione, 2-(chloroacetyl)-5,5-dimethyl-

Base Information

• Chemical Name: 1,3-Cyclohexanedione, 2-(chloroacetyl)-5,5-dimethyl-
• CAS No.: 155372-77-3
• Molecular Formula: C10H13 Cl O3
• Molecular Weight: 216.66142
• DSSTox Substance ID: DTXSID00450107
• Nikkaji Number: J3.590.112D
• Mol file: 155372-77-3.mol

Synonyms:155372-77-3;1,3-Cyclohexanedione, 2-(chloroacetyl)-5,5-dimethyl- (9CI);2-(2-chloroacetyl)-5,5-dimethylcyclohexane-1,3-dione;1,3-CYCLOHEXANEDIONE, 2-(CHLOROACETYL)-5,5-DIMETHYL-;DTXSID00450107;VJGNFWMQYJVRLY-UHFFFAOYSA-N;J3.590.112D;2-(Chloroacetyl)-5,5-dimethylcyclohexane-1,3-dione;1,3-Cyclohexanedione,2-(chloroacetyl)-5,5-dimethyl-(9ci)

Chemical Property of 1,3-Cyclohexanedione, 2-(chloroacetyl)-5,5-dimethyl-

Chemical Property:

• Boiling Point: 346.7±37.0 °C(Predicted)
• PKA: 3.24±0.42(Predicted)
• PSA: 51.21000
• Density: 1.200±0.06 g/cm3(Predicted)
• LogP: 1.36870
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 216.0553220
• Heavy Atom Count: 14
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,3-Cyclohexanedione, 2-(chloroacetyl)-5,5-dimethyl-

There total 3 articles about 1,3-Cyclohexanedione, 2-(chloroacetyl)-5,5-dimethyl- 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: 15.0%

2-chloroethanal (107-20-0) + triethylammonium 2-bromo-5,5-dimethylcyclohexane-1,3-dione-2-ide (1565845-89-7) → 2-(2-chloroacetyl)-5,5-dimethylcyclohexane-1,3-dione (155372-77-3)

Guidance literature:

In N,N-dimethyl-formamide; for 24h;

DOI:10.1055/s-0035-1561935

Reference yield:

dimedone (126-81-8) → 2-(2-chloroacetyl)-5,5-dimethylcyclohexane-1,3-dione (155372-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CHCl₃ / 1 h

2: aluminum chloride / 1,2-dichloro-ethane / 1 h

With pyridine; aluminium trichloride; In chloroform; 1,2-dichloro-ethane;

Reference yield:

5,5-dimethyl-3-chloroacetoxy-2-cyclohexen-1-one (129818-73-1) → 2-(2-chloroacetyl)-5,5-dimethylcyclohexane-1,3-dione (155372-77-3)

Guidance literature:

With aluminium trichloride; In 1,2-dichloro-ethane; for 1h; Yield given;

upstream raw materials:

5,5-dimethyl-3-chloroacetoxy-2-cyclohexen-1-one

dimedone

2-chloroethanal

triethylammonium 2-bromo-5,5-dimethylcyclohexane-1,3-dione-2-ide

Downstream raw materials:

3-amino-2-hydroxyacetyl-5,5-dimethyl-2-cyclohexen-1-one

2-<(ethoxythiocarbonylthio)acetyl>-5,5-dimethyl-1,3-cyclohexanedione

2-<(methoxythiocarbonylthio)acetyl>-5,5-dimethyl-1,3-cyclohexanedione