DL-2-Hydroxy-2-phenylessigsure
Mandelic Acid
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Grundinformationen
- CAS
611-72-3- Standard-SMILES
O=C(O)C(O)c1ccccc1- InChIKey
IWYDHOAUDWTVEP-UHFFFAOYSA-N- Summenformel
- C8H8O3
- Durchschnittliche Molmasse
- 152,15 g/mol
- Monoisotopische Masse
- 152,04734411
Überblick
Mandelic acid is a 2-hydroxy monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are substituted by phenyl and hydroxyl groups. It has a role as an antibacterial agent and a human xenobiotic metabolite. It is a member of benzenes and a 2-hydroxy monocarboxylic acid. It is functionally related to an acetic acid. It is a conjugate acid of a mandelate.
Namen und Bezeichner
- Bevorzugter Name
- Mandelic Acid
- IUPAC
- 2-hydroxy-2-phenylacetic acid
- Lokaler Name
- DL-2-Hydroxy-2-phenylessigsure
- Englischer Name
- DL-Mandelic acid
- Summenformel
- C8H8O3
- Molmasse
- 152.15
Namen und Synonyme
MANDELIC ACIDdl-Mandelic acid2-hydroxy-2-phenylacetic acid90-64-2Phenylglycolic acidParamandelic acidAmygdalic acidUromalineRacemic mandelic acidPhenylhydroxyacetic acid(RS)-Mandelic acidAcido mandelico
Weitere Namen anzeigen
DL-MandelicaciDL-MANDELSAEURE SDL-AMYGDALIC ACIDMANDELIC ACID, DL-RARECHEM AL BO 1098TIMTEC-BB SBB007730(R)(S)-MANDELICACIDMANDELIC(D,L-) ACID
Kyselina mandlovaBenzeneacetic acid, alpha-hydroxy-alpha-Hydroxybenzeneacetic acidNSC-7925alpha-Hydroxyphenylacetic acidNH496X0UJXDTXSID6023234CHEBI:35825
Datenbank-Bezeichner
- CAS
611-72-3、90-64-2- PubChem CID
- 1292
- DTXSID
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 0,6
- Polarare Oberfläche (TPSA)
- 57,5 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 138
Experimentelle und physikochemische Eigenschaften
Chemical ClassesOther Classes -> Organic Acids
CosmeticsAntimicrobial
LogP0.64
Density
1.3 @25 °C
1.3 @25 °C
Boiling Point320 °C @760 [mm Hg]
Melting Point119 °C
Vapor Pressure0.0000164 [mmHg]
Physical Description
Liquid
Solid; Darkens and decomposes after prolonged light exposure; [Merck Index] White crystalline powder with a faint sweet odor; [Fisher Scientific MSDS]
Physikochemische Eigenschaften
- Schmelzpunkt
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
This chemical does not meet GHS hazard criteria for 25.3% (66 of 261) of reports.
Danger
H302 (23.4%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 261 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
This chemical does not meet GHS hazard criteria for 1.8% (2 of 111) of reports.
Gefahrenhinweise
Regulatory Information
Chemical: Benzeneacetic acid, .alpha.-hydroxy-
Benzeneacetic acid, .alpha.-hydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzeneacetic acid, .alpha.-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)
REACH registered substance: Mandelic acid (EC: 202-007-6)
Benzeneacetic acid, .alpha.-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Benzeneacetic acid, .alpha.-hydroxy-: Human health tier I assessment
Hazards SummaryCauses gastritis and other liver changes in oral lethal-dose studies of rabbits; [RTECS] An irritant; Chronic exposure may cause kidney injury and digestive tract abnormalities; [Fisher Scientific MSDS]
Hazard Classes and Categories
Chemie und Industrie
Pharmakologische Informationen
ATC Code
J - Antiinfectives for systemic use
B - Blood and blood forming organs
QB - Blood and blood forming organs
QJ - Antiinfectives for systemic use
Verwendung und Herstellung
UsesUsed as a urinary antiseptic; [Merck Index]
U.S. Production2023: 75,000 - <500,000 lb
Industry UsesIntermediate
Use ClassificationCosmetics -> Antimicrobial
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
Benzeneacetic acid, .alpha.-hydroxy-: ACTIVE
Anwendungen
BeschreibungDL-Mandelic acid is a chemical compound belonging to the family of alpha hydroxy acids (AHAs). It is a racemic mixture containing equal amounts of the D and L enantiomers of Mandelic acid. It is commonly used in skincare products for its exfoliating and antibacterial properties. DL-Mandelic Acid is useful in suppressing pigmentation, treating inflammatory non-cystic acne, and rejuvenating photoaged skin. Moreover, it has proven useful in preparing the skin for laser peeling and helping the skin heal after laser surgery. This product appears as a white crystal substance.
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