1-(3,5-Dihydroxyphenyl)ethan-1-on

3',5'-Dihydroxyacetophenone

HCID 103993CAS 51863-60-6

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Grundinformationen

Standard-SMILES: CC(=O)c1cc(O)cc(O)c1
InChIKey: WQXWIKCZNIGMAP-UHFFFAOYSA-N
Summenformel: C8H8O3
Durchschnittliche Molmasse: 152,15 g/mol
Monoisotopische Masse: 152,04734412

Überblick

3',5'-Dihydroxyacetophenone is an aromatic ketone.

Namen und Bezeichner

Bevorzugter Name: 3',5'-Dihydroxyacetophenone
IUPAC: 1-(3,5-dihydroxyphenyl)ethanone
Lokaler Name: 1-(3,5-Dihydroxyphenyl)ethan-1-on
Englischer Name: 3,5-Dihydroxyacetophenone
Summenformel: C8H8O3
Molmasse: 152.15

Namen und Synonyme

3',5'-Dihydroxyacetophenone51863-60-61-(3,5-Dihydroxyphenyl)ethanone3,5-Dihydroxyacetophenone1-(3,5-Dihydroxyphenyl)ethan-1-oneEthanone, 1-(3,5-dihydroxyphenyl)-KP7R433NNREINECS 257-480-13',5'-Dihydroxyphenyl Methyl KetoneDTXSID80199825ACETOPHENONE, 3',5'-DIHYDROXY-RefChem:484557

Weitere Namen anzeigen

TerbutalineImpurity513,5-DIHYDROXYACETOPHENON3,5-Dihydroxyacetophnone3,5-Dihydroxyacetophemone3,5-didroxyphenyl,Cthanone

DTXCID401223165-Acetylresorcinol3'5'-dihydroxyacetophenoneMFCD00002290CHEMBL5070421-acetyl-3,5-dihydroxybenzeneUNII-KP7R433NNR1-(3,5-Dihydroxyphenyl)-ethanone

Datenbank-Bezeichner

CAS: 51863-60-6
PubChem CID: 103993
DTXSID: DTXSID80199825
ChEMBL: CHEMBL507042
ChEBI: CHEBI:173645
UNII: KP7R433NNR
EC Number: 257-480-1
Nikkaji: J141.628F

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,9
Polarare Oberfläche (TPSA): 57,5 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 1
Schwere Atome: 11
Formalladung: 0
Komplexität: 145

Experimentelle und physikochemische Eigenschaften

Melting Point147 - 148 °C

Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt: 145 · 145-146 °C(lit.)
Siedepunkt: 234.6 °C · 234.6°C (rough estimate)
Dichte: 1.2143 · 1.2143 (rough estimate)
Brechungsindex: 1.4447 · 1.4447 (estimate)
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: DMSO (Slightly), Methanol (Slightly)
pka: 8.63 · 8.63±0.10(Predicted)
Aggregatzustand: Powder
Farbe: Off-white to brown
BRN: 1936502 · 1936502
InChI: InChI=1S/C8H8O3/c1-5(9)6-2-7(10)4-8(11)3-6/h2-4,10-11H,1H3
InChIKey: WQXWIKCZNIGMAP-UHFFFAOYSA-N
SMILES: C(=O)(C1=CC(O)=CC(O)=C1)C
LogP: 1.019 · 1.019 (est)
CAS Datenbank: 51863 · 51863-60-6(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 53 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29145090
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-37/39-36
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm

Anwendungen

Verwenden3',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.

Darstellung

synthetischePreparation from 3,5-dimethoxyacetophenone (SM) by demethylation with aluminium chloride in refluxing chlorobenzene (71%) The starting material (SM) was prepared by a three-step procedure from 3,5-dimethoxy-benzoic acid.