2',4'-Dihydroxyacetophenone

Base Information

• Chemical Name: 2',4'-Dihydroxyacetophenone
• CAS No.: 89-84-9
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 29145000
• European Community (EC) Number: 201-945-3
• NSC Number: 37559,10883
• UNII: UC3V356VZC
• DSSTox Substance ID: DTXSID4058998
• Nikkaji Number: J4.309E
• Wikidata: Q27103063
• Metabolomics Workbench ID: 43965
• ChEMBL ID: CHEMBL243374
• Mol file: 89-84-9.mol

Synonyms:2,4-dihydroxyacetophenone

Chemical Property of 2',4'-Dihydroxyacetophenone

Chemical Property:

• Appearance/Colour: yellow-brown to reddish-brown fine cryst. powder
• Melting Point: 143-144.5 °C(lit.)
• Refractive Index: 1.4945 (estimate)
• Boiling Point: 319.3 °C at 760 mmHg
• PKA: 7.96±0.18(Predicted)
• Flash Point: 161.1 °C
• PSA: 57.53000
• Density: 1.291 g/cm³
• LogP: 1.30040
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• 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% ^*data from raw suppliers

2'',4''-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:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CC(=O)C1=C(C=C(C=C1)O)O
• Uses: 2,4-Dihydroxyacetophenone is used as intermediate for pharmaceuticals. Reagent for iron as a 10% alcoholic solution. A red color is obtained with ferric ions in slightly acid solution: Cooper, Ind. Eng. Chem. Anal. Ed. 9, 334 (1937). 2'',4''-Dihydroxyacetophenone (cas# 89-84-9) is a compound useful in organic synthesis.

Technology Process of 2',4'-Dihydroxyacetophenone

There total 98 articles about 2',4'-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: 100.0%

2-hydroxy-4-(methoxymethoxy)acetophenone (65490-08-6) → 2',4'-dihydroxy-4-acetophenone (89-84-9)

Guidance literature:

H₆P₂W₁₈O₆₂; silica gel; In tetrahydrofuran; methanol; at 70 ℃; for 0.75h; Further Variations:; Catalysts; Solvents; Temperatures; Product distribution;

DOI:10.3390/61201006

Reference yield: 98.0%

acetic acid (64-19-7,77671-22-8) + recorcinol (108-46-3) → 2',4'-dihydroxy-4-acetophenone (89-84-9)

Guidance literature:

With boron trifluoride diethyl etherate; for 0.0333333h; microwave irradiation;

DOI:10.1246/bcsj.78.284

Reference yield: 98.0%

4-(1-hydroxyethyl)benzene-1,3-diol (67828-36-8,669088-57-7) → 2',4'-dihydroxy-4-acetophenone (89-84-9)

Guidance literature:

With N-chloro-N-(benzenesulfonyl)benzenesulfonamide; In chloroform; at 20 - 25 ℃; for 0.0833333h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2021.153094

upstream raw materials:

7-hydroxy-4-methyl-chromen-2-one

4-methyl-2-phenyl-chromen-7-one

Resorcinol diacetate

acetic acid 3-methoxyphenyl ester

Downstream raw materials:

(E)-1-(2,4-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)-prop-2-en-1-one

2-hydroxy-4-butoxyacetophenone

1-(2,4-dibutoxy-phenyl)-ethanone

1-(2,4-dihydroxy-3,5-bis-phenylazo-phenyl)-ethanone

Refernces

• 1、 Sirker. "-". . p. 1245. Retrieved 1915.
• 2、 Alfaifi, Mohammad Y.,El-Gareb, Mohamed S.,Elshaarawy, Reda F. M.,Farouk, Nessma,Mahdy, Ahmed R. E.. "Design, synthesis, and physicochemical characterization of new aminothiohydantoin Schiff base complexes for cancer chemotherapy". . . Retrieved 2021.
• 3、 Mourad, Ahmed A.E.,Farouk,El-Sayed, El-Sherbiny H.,Mahdy, Ahmed R.E.. "EGFR/VEGFR-2 dual inhibitor and apoptotic inducer: Design, synthesis, anticancer activity and docking study of new 2-thioxoimidazolidin-4one derivatives". . . Retrieved 2021/04/23.