Grundinformationen
- Standard-SMILES
O=Cc1ccc(O)cc1- InChIKey
RGHHSNMVTDWUBI-UHFFFAOYSA-N- Summenformel
- C7H6O2
- Durchschnittliche Molmasse
- 122,12 g/mol
- Monoisotopische Masse
- 122,03677943
Namen und Bezeichner
- Bevorzugter Name
- 4-Hydroxybenzaldehyde
- IUPAC
- 4-hydroxybenzaldehyde
- Lokaler Name
- 4-Hydroxybenzaldehyd
- Englischer Name
- 4-Hydroxybenzaldehyde
- Summenformel
- C7H6O2
- Molmasse
- 122.12
Namen und Synonyme
4-hydroxybenzaldehydep-Hydroxybenzaldehyde123-08-04-Formylphenolp-FormylphenolBenzaldehyde, 4-hydroxy-p-OxybenzaldehydeParahydroxybenzaldehydePara-HydroxybenzaldehydeNSC-2127O1738X3Y38DTXSID8059552
Weitere Namen anzeigen
PHBPARA HYDROXY BENZALDEHYDEFEMA 39844-Hydroxybenzaldehyde ,99%Hydroxy benzaldehyd
FEMA NO. 3984CHEBI:17597RefChem:99272DTXCID7033787204-599-14-Hydroxy benzaldehyde4-HYDROXY-BENZALDEHYDEBenzaldehyde, p-hydroxy-
Datenbank-Bezeichner
- CAS
123-08-0- PubChem CID
- 126
- DTXSID
DTXSID8059552- ChEMBL
CHEMBL14193- ChEBI
CHEBI:17597- UNII
- O1738X3Y38
- EC Number
- 204-599-1
- Nikkaji
- J1.156.979J、J43.312H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,4
- Polarare Oberfläche (TPSA)
- 37,3 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 9
- Formalladung
- 0
- Komplexität
- 93
Experimentelle und physikochemische Eigenschaften
LogP
1.35
1.35
LogS-0.96
Solubility
8450
8.45 mg/mL at 25 °C
slightly soluble in water; soluble in organic solvents
freely soluble (in ethanol)
Boiling Point
310
310.00 to 311.00 °C. @ 760.00 mm Hg
Melting Point
117
117 °C
Physical Description
Dry Powder
Solid; Sublimes at atmospheric pressure without decomposition; [Merck Index] Light brown crystalline solid; [Aldrich MSDS]
Solid
Beige powder; vanillic/nutty odour
Ionization Efficiency
Positive
1.13
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Dissociation Constants7.61 (at 25 °C)
Kovats Retention Index
1311；1317；1308；1318；1324；1318.6；1320.8；1320；1302；1318；1320；1323；1320；1313.5
2958
Collision Cross Section
122.34 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
118.2 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
121.6 Ų [M-H]-
Physikochemische Eigenschaften
- Schmelzpunkt
- 112 · 112-116 °C (lit.)
- Siedepunkt
- 191 °C · 191°C 50mm
- Dichte
- 1 · 1,129 g/cm3
- Dampfdruck
- 0.004 Pa · 0.004Pa at 25℃
- Brechungsindex
- 1.5105 · 1.5105 (estimate)
- FEMA
- 3984 · 3984 | 4-HYDROXYBENZALDEHYDE
- Flammpunkt
- 174 °C · 174°C
- storage temp.
- 30 °C · Store below +30°C.
- Löslichkeit
- 13.8 g/l · 13.8g/l
- Aggregatzustand
- Crystalline Powder
- pka
- 7.61 · 7.61(at 25℃)
- Farbe
- light yellow to light brown
- Geruch (Odor)
- 100 % · at 100.00 %. sweet nutty almond balsam woody
- Geruchsart
- woody
- Biologische Quelle
- synthetic
- Wasserlöslichkeit
- 13 g/L · 13 g/L (30 ºC)
- Merck
- 14 · 14,4811
- JECFA Number
- 956 · 956
- BRN
- 471352 · 471352
- Henry's Law Constant
- 1.9 · 1.9×104 mol/(m3Pa) at 25℃, Parsons et al. (1971)
- Stabilität
- Hygroscopic
- Major Application
- cleaning productscosmeticsflavors and fragrancesfood and beveragespersonal care
- Kosmetik-Inhaltsstoffe Funktionen
- FRAGRANCEPERFUMING
- InChI
- 1S/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H
- InChIKey
- RGHHSNMVTDWUBI-UHFFFAOYSA-N
- SMILES
- [H]C(=O)c1ccc(O)cc1
- LogP
- 1.3 at · 1.3 at 23℃
- CAS Datenbank
- 123 · 123-08-0(CAS DataBase Reference)
- NIST chemische Informationen
- 4 · Benzaldehyde, 4-hydroxy-(123-08-0)
- EPA chemische Informationen
- p-Hydroxybenzaldehyde (123-08-0)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Not Classified；Reported as not meeting GHS hazard criteria by 1430 of 1647 companies
Aggregated GHS information provided per 1647 reports by companies from 13 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 1430 of 1647 reports by companies.；There are 12 notifications provided by 217 of 1647 reports by companies with hazard statement code(s).；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 Information
Chemical: Benzaldehyde, 4-hydroxy-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzaldehyde, 4-hydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzaldehyde, 4-hydroxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 23-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/26915；Status: Active Update: 13-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18740
4-Hydroxybenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummarySafe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Aldrich MSDS]
Hazard Classes and CategoriesNot Classified
Regulatorische Informationen
Regulatory Information
Chemical: Benzaldehyde, 4-hydroxy-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzaldehyde, 4-hydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzaldehyde, 4-hydroxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 23-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/26915；Status: Active Update: 13-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18740
4-Hydroxybenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard
Sicherheitsdaten
- wgk
- 2
- tsca
- TSCA listed
- hs_code
- 29124900
- RTECS-Nr.
- CU6475000
- risk_code
- 36/37/38-R36/37/38
- Toxizität
- LD50 orally in Rabbit: 2250 mg/kg
- hazard_code
- Xi
- hazard_note
- Irritant/Air Sensitive
- safety_code
- 26-36-24/25-37/39-S24/25
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Eye Dam. 1STOT SE 3
- Selbstentzündungstemperatur
- 450 °C
Chemie und Industrie
Verwendung und Herstellung
UsesPresent in many plants in small amounts; [Merck Index] Used as flavoring agent or adjuvant; [FDA] Used to make pharmaceuticals; [Hawley]
U.S. Production2023: 87,300 lb；2022: 31,800 lb；2021: 71,400 lb；2020: 63,500 lb
Industry UsesIntermediate
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Benzaldehyde, 4-hydroxy-: ACTIVE
Anwendungen
OccurrenceIt is found as a volatile in several food products, including cherries, grapes, papayas, tomatoes, cheese, beer, rum, brandy, wine, tea and peanuts. Occurs in the form of esters in several plants, notably in wintergreen leaves and the bark of sweet birch.
Verwenden4-Hydroxybenzaldehyde maintains bactericidal activity when tested against certain bacteria strains. It also displays antioxidant potential when analyzed through assay. It is widely used starting material for polymers and pharmaceuticals.
Darstellung
synthetischep-Hydroxybenzaldehyde is prepared by heating sodium phenolate with carbon dioxide under pressure.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Ergänzende Hinweise
DefinitionChEBI: 4-hydroxybenzaldehyde is a hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4. It has a role as a plant metabolite, a mouse metabolite and an EC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor.
Zugehörige Reaktionen
1.589
Verknüpfte Notizen
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