L-2-Hydroxy-2-phenylessigsure

(-)-Mandelic acid

HCID 11914CAS 611-71-2

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Grundinformationen

Standard-SMILES: O=C(O)[C@H](O)c1ccccc1
InChIKey: IWYDHOAUDWTVEP-SSDOTTSWSA-N
Summenformel: C8H8O3
Durchschnittliche Molmasse: 152,15 g/mol
Monoisotopische Masse: 152,04734411

Namen und Bezeichner

Bevorzugter Name: (-)-Mandelic acid
IUPAC: (2R)-2-hydroxy-2-phenylacetic acid
Lokaler Name: L-2-Hydroxy-2-phenylessigsure
Englischer Name: Mandelic acid
Summenformel: C8H8O3
Molmasse: 152.15

Namen und Synonyme

611-71-2(r)-mandelic acid(R)-2-Hydroxy-2-phenylacetic acidD-Mandelic acid(-)-Mandelic acidD(-)-Mandelic acidMandelic acid, (R)-D-2-Phenylglycolic acid(-)-(R)-Mandelic acid(R)-alpha-Hydroxyphenylacetic acid(R)-alpha-Hydroxybenzeneacetic acidMandelic acid, D-

Weitere Namen anzeigen

2-Hydroxy-2-phenylacetic acid(R)-(-)-2-MANDELIC ACID(R)-(-)-mandelic(-)-D-MANDELIC ACID

(-)-alpha-Hydroxyphenylacetic acidPPL7YW1M9WCHEBI:17656RefChem:905564210-276-6(R)-(-)-Mandelic acidD-(-)-MANDELIC ACID(2R)-2-hydroxy-2-phenylacetic acid

Datenbank-Bezeichner

CAS: 611-71-2
PubChem CID: 11914
DTXSID: DTXSID4046523
ChEMBL: CHEMBL292411
ChEBI: CHEBI:17656
UNII: PPL7YW1M9W
EC Number: 210-276-6
Nikkaji: J43.326H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,6
Polarare Oberfläche (TPSA): 57,5 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 2
Schwere Atome: 11
Formalladung: 0
Komplexität: 138

Physikochemische Eigenschaften

Schmelzpunkt: 131 · 131-133 °C(lit.)
Siedepunkt: 214.6 °C · 214.6°C (rough estimate)
Dichte: 1.1677 · 1.1677 (rough estimate)
Brechungsindex: -153.5 ° · -153.5 ° (C=1, H2O)
Flammpunkt: 190 ℃ · >190℃
storage temp.: 30 °C · Store below +30°C.
Löslichkeit: 109.8 g/l · 109.8g/l soluble
Aggregatzustand: Crystalline Powder, Crystals or Flakes
pka: 3.37 · 3.37(at 25℃)
Farbe: White to slightly yellow-beige
PH: 3.34 · 3.34(1 mM solution);2.75(10 mM solution);2.22(100 mM solution);
Wasserlöslichkeit: It is partly soluble in water, freely soluble in isopropyl and ethyl alcohol.
BRN: 2691094 · 2691094
Stabilität: Stable, but light sensitive. Combustible. Incompatible with strong bases, strong oxidizing agents.
InChI: 1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m1/s1
InChIKey: IWYDHOAUDWTVEP-SSDOTTSWSA-N
SMILES: O[C@@H](C(O)=O)c1ccccc1
LogP: 0.55 · 0.550 (est)
CAS Datenbank: 611 · 611-71-2(CAS DataBase Reference)
EPA chemische Informationen: Benzeneacetic acid, .alpha.-hydroxy-, (.alpha.R)- (611-71-2)

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: 1
tsca: TSCA listed
hs_code: 29181980
risk_code: 41-36/37/38
Toxizität: LD50 orally in Rabbit: 5000 mg/kg
hazard_code: Xi
hazard_note: Irritant/Light Sensitive
safety_code: 22-24/25-36-26-39-37/39
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Dam. 1

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden(R)-(-)-Mandelic acid, is used as a antiseptic ingredient particularly against urinary tract infections.Mandelic acid and its derivatives are used to apply the dual activities as an antibacterial agent and as an antiaging agent. It is used as an intermediate for the synthesis of target molecules for other applications.