Grundinformationen
- Standard-SMILES
Cc1cc(O)cc(O)c1- InChIKey
OIPPWFOQEKKFEE-UHFFFAOYSA-N- Summenformel
- C7H8O2
- Durchschnittliche Molmasse
- 124,14 g/mol
- Monoisotopische Masse
- 124,0524295
Überblick
Orcinol is a 5-alkylresorcinol in which the alkyl group is specified as methyl. It has a role as an Aspergillus metabolite. It is a 5-alkylresorcinol and a dihydroxytoluene.
Namen und Bezeichner
- Bevorzugter Name
- Orcinol
- IUPAC
- 5-methylbenzene-1,3-diol
- Lokaler Name
- 5-Methylresorcin
- Englischer Name
- Orcinol
- Summenformel
- C7H8O2
- Molmasse
- 124.14
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
504-15-4- PubChem CID
- 10436
- DTXSID
DTXSID2060123- ChEMBL
CHEMBL110059- ChEBI
CHEBI:16536- UNII
- 534PMB3438
- EC Number
- 207-984-2
- Nikkaji
- J6.215D
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,6
- Polarare Oberfläche (TPSA)
- 40,5 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 9
- Formalladung
- 0
- Komplexität
- 82,9
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 106 · 106-112 °C(lit.)
- Siedepunkt
- 290 °C · 290 °C
- Dichte
- 1.29 · 1.2900
- Brechungsindex
- 1.4922 · 1.4922 (estimate)
- Flammpunkt
- 159 °C · 159 °C
- storage temp.
- 20 °C · Store at <= 20°C.
- Löslichkeit
- 80 g/l · 80g/l
- pka
- 9.56 · 9.56±0.10(Predicted)
- Aggregatzustand
- Crystalline Powder or Crystals
- Farbe
- Pink-gray to pink-brown
- Wasserlöslichkeit
- 80 g/L · 80g/L
- Merck
- 14 · 14,6864
- BRN
- 1071903 · 1071903
- Stabilität
- Hygroscopic
- InChI
- 1S/C7H8O2/c1-5-2-6(8)4-7(9)3-5/h2-4,8-9H,1H3
- InChIKey
- OIPPWFOQEKKFEE-UHFFFAOYSA-N
- SMILES
- Cc1cc(O)cc(O)c1
- LogP
- 1.221 · 1.221 (est)
- CAS Datenbank
- 504 · 504-15-4(CAS DataBase Reference)
- NIST chemische Informationen
- 3 · 3,5-Dihydroxytoluene(504-15-4)
- EPA chemische Informationen
- 1 · 1,3-Benzenediol, 5-methyl- (504-15-4)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 66 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: 1,3-Benzenediol, 5-methyl-
Orcinol: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes convulsions and coma in subcutaneous lethal-dose studies of guinea pigs and rats; [RTECS] A skin and strong eye irritant; Harmful by ingestion; Prolonged or repeated exposure may cause eye injury; [Sigma-Aldrich MSDS] See 2-Methyl-1,4-hydroquinone, 1,3-Benzenediol, 2-methyl-, Resorcinol, and Cresol, all isomers.
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- 2811
- hs_code
- 29072900
- RTECS-Nr.
- VH2100000
- risk_code
- 22-36/37/38-41-37/38-20/21/22
- Toxizität
- LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
- hazard_code
- Xn
- safety_code
- 22-26-36-37/39
- packing_group
- III
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
Verwendung und Herstellung
Anwendungen
VerwendenOrcinol can be used to synthesize:Orcinol-containing azacryptands for use in optical amplifiers and light-emitting devices.Ternary co-crystal with 4,4′-bipyridine.Low-density carbon aerogels in the presence of formaldehyde.PEG-orcinol coumarins with potent tyrosinase inhibitory activity.
Darstellung
synthetischeOrcinol has been isolated from numerous lichen fungi (Robiquet, 1829) and can be synthesized by decarboxylation of orsellinic acid in Umbilicaria papulosa and Gliocladium roseum (Pettersson, 1965; Mosbach and Ehrensvard, 1966).Orcinol was first prepared by dehydroacetic acid, a conversion that involved ring-opening of the pyrone to a triketone. This early experiment helped establish the rich condensation chemistry of polyketides. It can be obtained by fusing extract of aloes with potash, followed by acidification.US3865884A: Preparation of orcinol
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Ergänzende Hinweise
DefinitionChEBI: Orcinol is a 5-alkylresorcinol in which the alkyl group is specified as methyl. It has a role as an Aspergillus metabolite. It is a 5-alkylresorcinol and a dihydroxytoluene.
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