2-Acetylhydroquinone (HCID 10279)

Namen und Bezeichner

Bevorzugter Name: 2-Acetylhydroquinone
IUPAC: 1-(2,5-dihydroxyphenyl)ethanone
Lokaler Name: 2',5'-Dihydroxyacetophenon
Englischer Name: 2',5'-Dihydroxyacetophenone
Summenformel: C8H8O3
Molmasse: 152.15

Namen und Synonyme

490-78-81-(2,5-Dihydroxyphenyl)ethanone2',5'-DIHYDROXYACETOPHENONE2-AcetylhydroquinoneQuinacetophenoneAcetylhydroquinone1-(2,5-dihydroxyphenyl)ethan-1-oneEthanone, 1-(2,5-dihydroxyphenyl)-AcetylquinolAcetophenone, 2',5'-dihydroxy-1-Acetyl-2,5-dihydroxybenzene2,5-Dihydroxy-1-acetylbenzene

Weitere Namen anzeigen

2,5-DIHYDROXYACETOPHENONE2,5-DHAP2-hydroxy-1-(3-hydroxyphenyl)ethan-1-one2,5-Dihydroxyphenyl methyl ketone, 2-Acetyl-1,4-dihydroxybenzene, 2-Acetylhydroquinone, Acetylquinol, Quinacetophenone

NSC 3759EINECS 207-716-4K1H7QH11ZHBRN 0637903AI3-18221NSC-3759DTXSID90600772-ACETYL-1,4-BENZENEDIOL

Datenbank-Bezeichner

CAS: 490-78-8
PubChem CID: 10279
DTXSID: DTXSID9060077
ChEMBL: CHEMBL2348532
ChEBI: CHEBI:173647
UNII: K1H7QH11ZH
EC Number: 207-716-4
Nikkaji: J6.045C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,7
Polarare Oberfläche (TPSA): 57,5 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 1
Schwere Atome: 11
Formalladung: 0
Komplexität: 155

Experimentelle und physikochemische Eigenschaften

Melting Point202 - 203 °C

Physical DescriptionSolid

Kovats Retention Index2162

Physikochemische Eigenschaften

Schmelzpunkt: 204 · 204-206 °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.: 30 °C · Store below +30°C.
Löslichkeit: 50 mg/mL, · dioxane: 50 mg/mL, clear
pka: 9.86 · 9.86±0.18(Predicted)
Aggregatzustand: Crystals or Crystalline Powder
Farbe: Yellow to yellow-green
Wasserlöslichkeit: insoluble
BRN: 637903 · 637903
Kosmetik-Inhaltsstoffe Funktionen: SKIN CONDITIONINGBLEACHINGANTIOXIDANT
InChI: 1S/C8H8O3/c1-5(9)7-4-6(10)2-3-8(7)11/h2-4,10-11H,1H3
InChIKey: WLDWSGZHNBANIO-UHFFFAOYSA-N
SMILES: CC(=O)c1cc(O)ccc1O
LogP: 1.274 · 1.274 (est)
CAS Datenbank: 490 · 490-78-8(CAS DataBase Reference)
NIST chemische Informationen: 1 · Ethanone, 1-(2,5-dihydroxyphenyl)-(490-78-8)
EPA chemische Informationen: 1 · Ethanone, 1-(2,5-dihydroxyphenyl)- (490-78-8)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (98%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 50 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory InformationEthanone, 1-(2,5-dihydroxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (98%)

Regulatorische Informationen

Regulatory InformationEthanone, 1-(2,5-dihydroxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29145000
RTECS-Nr.: AM7700000
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm；Extracellular

Verwendung und Herstellung

UsesSynthetic Polymer MALDI Matrix Compounds

General Manufacturing InformationEthanone, 1-(2,5-dihydroxyphenyl)-: ACTIVE

Anwendungen · 2 Einträge

Beschreibung2',5'-Dihydroxyacetophenone is a natural phenolic compound that is found in many plants. It has been shown to have anti-inflammatory properties through its ability to inhibit the production of pro-inflammatory cytokines, such as tumor necrosis factor alpha and interleukin 1 beta.

Verwenden2',5'-Dihydroxyacetophenone is an intermediate used in various synthetic preparations of pharmaceutical goods, 1-(2,5-Dihydroxyphenyl)ethanone was untilized in the synthesis of new flavonoid fatty acid esters with anti-adipogenic and glucose consumption enhancing activities.

Darstellung

synthetischePreparation by Fries rearrangement of hydroquinone diacetate,with aluminium chloride(91%) (76%)(63–77%) (55–60%)with zinc chloride in refluxing acetic acid (quantitative yield)with boron trifluoride etherate in benzene at reflux (65%).