Gallacetophenone

Base Information

• Chemical Name: Gallacetophenone
• CAS No.: 528-21-2
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• Hs Code.: 29145090
• European Community (EC) Number: 208-430-2
• NSC Number: 66553
• UNII: C70E921C4P
• DSSTox Substance ID: DTXSID2060179
• Nikkaji Number: J6.673G
• Wikipedia: Gallacetophenone
• Wikidata: Q5518813
• Metabolomics Workbench ID: 144710
• ChEMBL ID: CHEMBL242540
• Mol file: 528-21-2.mol

Synonyms:gallacetophenone

Chemical Property of Gallacetophenone

Chemical Property:

• Appearance/Colour: yellow-green crystalline powder
• Melting Point: 169-172 °C(lit.)
• Refractive Index: 1.5090 (estimate)
• Boiling Point: 398.1 °C at 760 mmHg
• PKA: 7.81±0.23(Predicted)
• Flash Point: 208.7 °C
• PSA: 77.76000
• Density: 1.446 g/cm³
• LogP: 1.00600
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 180

Purity/Quality:

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

2,3,4-Trihydroxyacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=C(C(=C(C=C1)O)O)O
• Uses: Antiseptic. 2,3,4-Trihydroxyacetophenone is used as a reagent in the synthesis of chromenone and quinolinone derivatives as potent antioxidant agents.

Technology Process of Gallacetophenone

There total 22 articles about Gallacetophenone 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: 96.0%

acetic acid (64-19-7,77671-22-8) + 2-hydroxyresorcinol (87-66-1) → 2',3',4'-trihydroxyacetophenone (528-21-2)

Guidance literature:

With boron trifluoride diethyl etherate; at 90 - 100 ℃; for 4h; Inert atmosphere;

DOI:10.1002/ejoc.200800239

Reference yield: 76.0%

sodium acetate (127-09-3) + 2-hydroxyresorcinol (87-66-1) → 2',3',4'-trihydroxyacetophenone (528-21-2)

Guidance literature:

With boron trifluoride diethyl etherate; acetic acid; Inert atmosphere;

DOI:10.1016/j.tet.2015.02.017

Reference yield: 23.0%

2'-hydroxy-3',4'-dimethoxyacetophenone (5396-18-9) → 2',3',4'-trihydroxyacetophenone (528-21-2)

Guidance literature:

With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal; In acetonitrile; at 80 ℃; for 18h;

DOI:10.1021/acs.joc.0c00290

upstream raw materials:

pyrogallol triacetate

3-formyl-2,4-dihydroxyacetophenone

acetic anhydride

2-hydroxyresorcinol

Downstream raw materials:

1-(5-tert-butyl-2,3,4-trihydroxy-phenyl)-ethanone

4-ethyl-pyrogallol

7,8-diacetoxy-4-methyl-3-phenyl-coumarin

6-acetyl-2,3-diacetoxyphenol