3',5'-Dihydroxyacetophenone

Base Information

• Chemical Name: 3',5'-Dihydroxyacetophenone
• CAS No.: 51863-60-6
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 29145090
• European Community (EC) Number: 257-480-1
• UNII: KP7R433NNR
• DSSTox Substance ID: DTXSID80199825
• Nikkaji Number: J141.628F
• Wikidata: Q27282366
• Pharos Ligand ID: 1KW6P9RTFWD9
• Metabolomics Workbench ID: 43968
• ChEMBL ID: CHEMBL507042
• Mol file: 51863-60-6.mol

Synonyms:3',5'-Dihydroxyacetophenone;51863-60-6;1-(3,5-Dihydroxyphenyl)ethanone;3,5-Dihydroxyacetophenone;1-(3,5-Dihydroxyphenyl)ethan-1-one;5-Acetylresorcinol;Ethanone, 1-(3,5-dihydroxyphenyl)-;3'5'-dihydroxyacetophenone;1-(3,5-Dihydroxyphenyl)-ethanone;MFCD00002290;UNII-KP7R433NNR;KP7R433NNR;CHEMBL507042;EINECS 257-480-1;3',5'-Dihydroxyphenyl Methyl Ketone;3, 5-dihydroxyacetophenone;3,5-dihydroxy-acetophenone;SCHEMBL96189;3`,5`-Dihydroxyacetophenone;3'',5''-Dihydroxyacetophenone;3/',5/'-Dihydroxyacetophenone;DTXSID80199825;CHEBI:173645;AMY21884;1-(3,5-dihydroxy-phenyl)-ethanone;1-(3,5-Dihydroxyphenyl)ethanone #;3',5'-Dihydroxyacetophenone, 97%;BDBM50255980;STL373486;AKOS007930544;AB00220;AC-1972;FS-1636;HY-W034065;1-(3,5-Dihydroxyphenyl)ethanone, 9CI;ACETOPHENONE, 3',5'-DIHYDROXY-;SY015793;CS-0082526;D1981;FT-0614618;6,6-BIS(CHLOROMETHYL)-2,2-BIPYRIDINE;D-3420;EN300-116587;F10916;Q27282366;F0001-1351;Z1696862457;3 inverted exclamation mark ,5 inverted exclamation mark -Dihydroxyacetophenone

Chemical Property of 3',5'-Dihydroxyacetophenone

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Melting Point: 145-146 °C(lit.)
• Refractive Index: 1.4447 (estimate)
• Boiling Point: 316.8 °C at 760 mmHg
• PKA: 8.63±0.10(Predicted)
• Flash Point: 159.6 °C
• PSA: 57.53000
• Density: 1.291 g/cm³
• LogP: 1.30040
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.9
• 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

3'',5''-Dihydroxyacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC(=CC(=C1)O)O
• Uses: 3',5'-Dihydroxyacetophenone is a dihydroxy derivative of acetophenone. 3',5'-Dihydroxyacetophenone shows inhibitory activity towards plant germination and growth as well as some antitumor activity. 3'',5''-Dihydroxyacetophenone is a dihydroxy derivative of acetophenone. 3'',5''-Dihydroxyacetophenone shows inhibitory activity towards plant germination and growth as well as some antitumor activity.

Technology Process of 3',5'-Dihydroxyacetophenone

There total 5 articles about 3',5'-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: 90.0%

1-(3',5'-diacetoxyphenyl)ethanone (35086-59-0) → 3,5-dihydroxyacetophenone (51863-60-6)

Guidance literature:

With aluminum oxide; In neat (no solvent); at 80 ℃; for 0.0666667h; microwave irradiation;

Reference yield: 48.0%

3,5-dibenzyloxyacetophenone (28924-21-2) → 3,5-dihydroxyacetophenone (51863-60-6) + 3-Benzyloxy-5-hydroxyacetophenon (81732-54-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetone;

Reference yield:

(3,5-di-benzyloxy)benzoic acid benzyl ester (50513-72-9) → 3,5-dihydroxyacetophenone (51863-60-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) 50percent NaH / 1) DMSO, 60 deg C, 90 min, 2) THF, 60 deg C, 1 h

2: 72 percent / Zn / methanol; acetic acid / 0.08 h

3: H₂ / Pd/C / acetone

With hydrogen; sodium hydride; zinc; palladium on activated charcoal; In methanol; acetic acid; acetone;

upstream raw materials:

1-(3,5-dimethoxyphenyl)ethan-1-one

1-(3',5'-diacetoxyphenyl)ethanone

3,5-dibenzyloxyacetophenone

(3,5-di-benzyloxy)benzoic acid benzyl ester

Downstream raw materials:

2-bromo-3',5'-bis(3,3-dimethylbutyryloxy)acetophenone

5-[1-(Thiazol-2-yl-hydrazono)-ethyl]-benzene-1,3-diol

1-[3-Hydroxy-5-(2-hydroxy-propoxy)-phenyl]-ethanone

1-[3-Hydroxy-5-(3-hydroxy-propoxy)-phenyl]-ethanone

Refernces

• 1、 Varma, Rajender S.,Varma, Manju,Chatterjee, Arnab K.. "Microwave-assisted Deacetylation on Alumina: a Simple Deprotection Method". . p. 999 - 1000. Retrieved 2007/10/02.