2-Cyclohexen-1-one, 2-acetyl-3,5-dihydroxy- (9CI)

Base Information

• Chemical Name: 2-Cyclohexen-1-one, 2-acetyl-3,5-dihydroxy- (9CI)
• CAS No.: 154037-63-5
• Molecular Formula: C₈H₁₀O₄
• Molecular Weight: 170.165
• Mol file: 154037-63-5.mol

Synonyms:2-Cyclohexen-1-one,2-acetyl-3,5-dihydroxy-, (?à)-; AB 5046B

Chemical Property of 2-Cyclohexen-1-one, 2-acetyl-3,5-dihydroxy- (9CI)

Chemical Property:

• Vapor Pressure: 1.82E-07mmHg at 25°C
• Boiling Point: 383.7°Cat760mmHg
• Flash Point: 200°C
• PSA: 74.60000
• Density: 1.448g/cm³
• LogP: 0.11130

Purity/Quality:

>98% ^*data from raw suppliers

2-ACETYL-3,5-DIHYDROXY-2-CYCLOHEXEN-1-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Cyclohexen-1-one, 2-acetyl-3,5-dihydroxy- (9CI)

There total 5 articles about 2-Cyclohexen-1-one, 2-acetyl-3,5-dihydroxy- (9CI) 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: 70.0%

C10H14O5 → 2-acetyl-3,5-dihydroxycyclohex-2-enone (154037-63-5)

Guidance literature:

With trimethylsilyl iodide; In dichloromethane; at -30 ℃; for 2h; Molecular sieve;

DOI:10.1016/j.tetlet.2018.03.038

Reference yield:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) → 2-acetyl-3,5-dihydroxycyclohex-2-enone (154037-63-5)

Guidance literature:

With glucose dehydrogenase; D-glucose; NADPNa; phloroglucinol reductase tagged histimine protein; In aq. buffer; at 20 ℃; for 18h; pH=7.5; Reagent/catalyst; Enzymatic reaction;

DOI:10.1002/anie.201607494

Reference yield:

3-ethoxy-5-hydroxycyclohex-2-enone → 2-acetyl-3,5-dihydroxycyclohex-2-enone (154037-63-5)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 20 °C

2: hydrogenchloride / tetrahydrofuran; water / 20 °C

3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C

4: trimethylsilyl iodide / dichloromethane / 2 h / -30 °C / Molecular sieve

With hydrogenchloride; dmap; trimethylsilyl iodide; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tetlet.2018.03.038

upstream raw materials:

2,4,6-trihydroxyacetophenone