2-Chloro-3-hydroxycyclohex-2-en-1-one

Base Information

• Chemical Name: 2-Chloro-3-hydroxycyclohex-2-en-1-one
• CAS No.: 89466-67-1
• Molecular Formula: C6H7 Cl O2
• Molecular Weight: 146.57
• DSSTox Substance ID: DTXSID60381206
• Wikidata: Q82171888
• Mol file: 89466-67-1.mol

Synonyms:89466-67-1;2-chloro-3-hydroxycyclohex-2-en-1-one;2-Chloro-3-hydroxy-2-cyclohexenone;2-chloro-3-hydroxycyclohex-2-enone;2-Cyclohexen-1-one,2-chloro-3-hydroxy-;MFCD00174264;SCHEMBL3450599;DTXSID60381206;AC1563;CS-12481;SY059627;CS-0314461;FT-0611727;A916681

Chemical Property of 2-Chloro-3-hydroxycyclohex-2-en-1-one

Chemical Property:

• Vapor Pressure: 0.0233mmHg at 25°C
• Boiling Point: 220.6°C at 760 mmHg
• Flash Point: 87.2°C
• PSA: 37.30000
• Density: 1.35g/cm³
• LogP: 1.74780
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 146.0134572
• Heavy Atom Count: 9
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

2-CHLORO-3-HYDROXYCYCLOHEX-2-EN-1-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=C(C(=O)C1)Cl)O

Technology Process of 2-Chloro-3-hydroxycyclohex-2-en-1-one

There total 3 articles about 2-Chloro-3-hydroxycyclohex-2-en-1-one 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: 99.0%

2-diazocyclohexane-1,3-dione (1460-08-8) → 2-chloro-3-hydroxycyclohex-2-enone (89466-67-1)

Guidance literature:

With 1,2-dichloro-ethane; dirhodium tetraacetate; for 0.0833333h; Ambient temperature;

DOI:10.1021/jo00112a036

Reference yield:

methanol (67-56-1) + 2-chloro-2-propionyl-1,3-cyclohexanedione (101408-95-1) → 2-chloro-3-hydroxycyclohex-2-enone (89466-67-1) + (E)-6-Chloro-5-hydroxy-7-oxo-non-5-enoic acid methyl ester (101386-11-2)

Guidance literature:

In chloroform-d1; at 35 ℃; for 0.25h;

Reference yield:

→ 2-chloro-3-hydroxycyclohex-2-enone (89466-67-1)

Guidance literature:

Cyclohexandion-(1,3), 1. Chlf., Chlor Einleiten, 0grad (-> Krist. ), 2. W., Kochen;

upstream raw materials:

methanol

2-chloro-2-propionyl-1,3-cyclohexanedione

2-diazocyclohexane-1,3-dione

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