2',3'-Dihydroxyacetophenone

Base Information

• Chemical Name: 2',3'-Dihydroxyacetophenone
• CAS No.: 13494-10-5
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 2914501900
• UNII: 65328I5OQP
• DSSTox Substance ID: DTXSID40159147
• Nikkaji Number: J141.630H
• Wikidata: Q27263817
• Metabolomics Workbench ID: 43964
• Mol file: 13494-10-5.mol

Synonyms:2,6-dihydroxyacetophenone;dihydroxyacetophenone

Chemical Property of 2',3'-Dihydroxyacetophenone

Chemical Property:

• Melting Point: 198-200℃
• Boiling Point: 294 °C at 760 mmHg
• PKA: 8.98±0.10(Predicted)
• Flash Point: 145.9 °C
• PSA: 57.53000
• Density: 1.291g/cm³
• LogP: 1.30040
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

98%,99%, ^*data from raw suppliers

2'',3''-Dihydroxyacetophenone ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C(=CC=C1)O)O
• Uses: 2',3'-DIHYDROXYACETOPHENONE is a reagent used in the synthesis of antiproliferative agents, opioid receptor agonists, and anticoagulants.

Technology Process of 2',3'-Dihydroxyacetophenone

There total 11 articles about 2',3'-Dihydroxyacetophenone 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: 91.5%

2,3-dimethoxyacetophenone (38480-94-3) → 2',3'-dihydroxyacetophenone (13494-10-5)

Guidance literature:

With boron tribromide; In dichloromethane; at -30 ℃; for 2h;

DOI:10.3390/molecules25010102

Reference yield: 85.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + acetic acid (64-19-7,77671-22-8) → 2',3'-dihydroxyacetophenone (13494-10-5)

Guidance literature:

With boron trifluoride diethyl etherate; for 0.0216667h; microwave irradiation;

DOI:10.1246/bcsj.78.284

Reference yield: 83.6%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + acetyl chloride (75-36-5) → 2',3'-dihydroxyacetophenone (13494-10-5)

Guidance literature:

acetyl chloride; With aluminum (III) chloride; In dichloromethane; for 0.5h;

benzene-1,2-diol; In dichloromethane; at 20 ℃; for 3h;

upstream raw materials:

2,3-dimethoxyacetophenone

2-acetoxyphenol

1-(2-hydroxy-3-methoxyphenyl)ethanone

benzene-1,2-diol

Downstream raw materials:

8-hydroxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one

2-(3,4-dimethoxy-phenyl)-8-hydroxy-3-veratroyl-chromen-4-one

3-benzoyl-8-hydroxy-2-phenyl-chromen-4-one

4-Chlor-2',3'-dihydroxy-chalkon

Refernces

• 1、 Sun, De-Yang,Cheng, Chen,Moschke, Katrin,Huang, Jian,Fang, Wei-Shuo. "Extensive structure modification on luteolin-cinnamic acid conjugates leading to BACE1 inhibitors with optimal pharmacological properties". supporting information. . Retrieved 2020/01/13.
• 2、 Paghandeh, Hossein,Saeidian, Hamid,Ghaffarzadeh, Mohammad. "Practical and efficient synthesis of hydroxyaryl ketones catalyzed by HF@SiO2 under solvent-free condition". . p. 809 - 814. Retrieved 2018/09/26.