2,4-Dihydroxybenzoesure
2,4-Dihydroxybenzoic Acid
Grundinformationen
- CAS
89-86-1- Standard-SMILES
O=C(O)c1ccc(O)cc1O- InChIKey
UIAFKZKHHVMJGS-UHFFFAOYSA-N- Summenformel
- C7H6O4
- Durchschnittliche Molmasse
- 154,12 g/mol
- Monoisotopische Masse
- 154,02660867
Überblick
2,4-dihydroxybenzoic acid is a dihydroxybenzoic acid that is benzoic acid substituted by hydroxy groups at positions 2 and 4. It has a role as a flavouring agent, a plant metabolite and a human urinary metabolite. It is a dihydroxybenzoic acid, a monocarboxylic acid and a member of resorcinols. It is a conjugate acid of a 2,4-dihydroxybenzoate.
Namen und Bezeichner
- Bevorzugter Name
- 2,4-Dihydroxybenzoic Acid
- IUPAC
- 2,4-dihydroxybenzoic acid
- Lokaler Name
- 2,4-Dihydroxybenzoesure
- Englischer Name
- 2,4-Dihydroxybenzoic acid
- Summenformel
- C7H6O4
- Molmasse
- 154.12
Namen und Synonyme
2,4-dihydroxybenzoic acid89-86-1beta-Resorcylic acid4-Hydroxysalicylic acid4-Carboxyresorcinolp-Hydroxysalicylic acidBenzoic acid, 2,4-dihydroxy-beta-Resorcinolic acidRESORCYLIC ACID, BETACoupler 320DTXSID0025074LU39SC9JYL
Weitere Namen anzeigen
2,4-Dhba2,4-Dihydrox2,4-Dihydroxybenzoesure4-Dihydroxybenzoic acidSodium aminosalicylate Impurity 32,4-Dihydroxybenzoic Acid, ≥ 98.0%2,4-DIHYDROXYBENZOIC ACID / BETA-RESORCYLIC ACIDBRA
FEMA NO. 3798NSC-4740NSC-13564DTXCID205074RefChem:567952201-946-92,4-Resorcylic acid.beta.-Resorcylic acid
Datenbank-Bezeichner
- CAS
89-86-1
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,6
- Polarare Oberfläche (TPSA)
- 77,8 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 157
Experimentelle und physikochemische Eigenschaften
Chemical ClassesOther Classes -> Other Aromatic Compounds
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesCrystal structure
LogP
1.63
1.41
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
5.78 mg/mL at 25 °C
soluble in hot water, organic solvents, oils
soluble (in ethanol)
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point309.00 to 310.00 °C. @ 760.00 mm Hg
Melting Point218 - 219 °C
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H315 (89.1%): 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 55 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Benzoic acid, 2,4-dihydroxy-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
REACH registered substance: 2,4-dihydroxybenzoic acid (EC: 201-946-9)
Benzoic acid, 2,4-dihydroxy-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryIntraperitoneal LD50 (mouse) > 800 mg/kg; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (89.1%)
Sicherheit und Schutzausrüstung
Protective Action Criteria (PAC)
10 [mg/m3]
110 [mg/m3]
660 [mg/m3]
Sicherheitsdaten
- wgk
- 1
Chemie und Industrie
Pharmakologische Informationen
Cellular LocationsCytoplasm
Verwendung und Herstellung
Uses
Used as a test reagent for iron and an intermediate (dyestuffs and drugs); [Merck Index] Used as flavoring agent or adjuvant; [FDA]
Synthetic Polymer MALDI Matrix Compounds
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationBenzoic acid, 2,4-dihydroxy-: ACTIVE
Anwendungen
BeschreibungDie 2,4-Dihydroxybenzoesäure bildet farblose, mäßig wasserlösliche Kristalle. Die Verbindung besitzt nur wissenschaftliches Interesse.
OccurrenceReported present in avocados, beer, red wine, roast coffee, sherry, smoked sausage and white wine
Verwenden2,4-Dihydroxybenzoic acid is used in Intermediates, Plasticizers, Plastic and Rubber Products, a organic building block.
Darstellung
synthetischePrepared from resorcinol and potassium bicarbonate in glycerol or water by heating and passing carbon dioxide through the mixture.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
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Notizen zur Verbindung
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