2',6'-Dihydroxyacetophenone

Base Information

• Chemical Name: 2',6'-Dihydroxyacetophenone
• CAS No.: 699-83-2
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 29145000
• European Community (EC) Number: 211-833-6
• NSC Number: 615
• UNII: 88BO51G3Y2
• DSSTox Substance ID: DTXSID00220185
• Nikkaji Number: J141.629D
• Wikidata: Q27269919
• Metabolomics Workbench ID: 43966
• ChEMBL ID: CHEMBL454739
• Mol file: 699-83-2.mol

Synonyms:2,6-dihydroxyacetophenone;dihydroxyacetophenone

Chemical Property of 2',6'-Dihydroxyacetophenone

Chemical Property:

• Appearance/Colour: yellowish-beige powder
• Melting Point: 156-158 °C(lit.)
• Refractive Index: 1.4447 (estimate)
• Boiling Point: 262.8 °C at 760 mmHg
• PKA: 9.65±0.10(Predicted)
• Flash Point: 127 °C
• PSA: 57.53000
• Density: 1.291 g/cm³
• LogP: 1.30040
• Storage Temp.: Store below +30°C.
• Solubility.: dioxane: 50 mg/mL, clear
• Water Solubility.: sparingly soluble
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

2'',6''-Dihydroxyacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C=CC=C1O)O
• Uses: 2'',6''-Dihydroxyacetophenone (cas# 699-83-2) is a compound useful in organic synthesis. Used with diammonium hydrogen citrate for MALDI-MS of PMP-labeled acidic and neutral glycans.

Technology Process of 2',6'-Dihydroxyacetophenone

There total 24 articles about 2',6'-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: 92.0%

2,6-diacetoxyacetophenone (144152-28-3) → 2,6-dihydroxylacetophenone (699-83-2)

Guidance literature:

With water; sodium acetate; In ethanol; for 5h; Reflux;

DOI:10.1080/00397910802621731

Reference yield: 60.0%

Resorcinol diacetate (108-58-7) → 2,6-dihydroxylacetophenone (699-83-2)

Guidance literature:

With hydrogen fluoride supported on silica gel; In neat (no solvent); at 55 ℃; for 4h; Green chemistry;

DOI:10.2174/1570178615666180126153924

Reference yield: 49.1%

acetic anhydride (108-24-7) + recorcinol (108-46-3) → 2,6-dihydroxylacetophenone (699-83-2)

Guidance literature:

With boron trifluoride diethyl etherate; In ethyl acetate; at 50 ℃; for 12h;

DOI:10.3390/molecules26237067

upstream raw materials:

4,5-dihydroxy-2H-benzopyran-2-one

8-acetyl-7-hydroxy-4-methyl-2H-chromen-2-one

2,6-dimethoxyacetophenone

3-acetyl-2,4-dihydroxy-benzoic acid methyl ester

Downstream raw materials:

2'-hydroxy-6'-methoxyacetophenone

5-hydroxy-3',4',5'-trimethoxyflavone

8-acetyl-4-ethyl-7-hydroxy-3-(4-methoxy-phenyl)-coumarin

5-hydroxy-3-(2-methoxy-benzoyl)-2-(2-methoxy-phenyl)-chromen-4-one