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Mandelic acid

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Products Intro: Product Name:D-Mandelic Acid
CAS:611-71-2
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CAS:611-71-2
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CAS:611-71-2
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Products Intro: Product Name:(R)-(-)-Mandelic Acid
CAS:611-71-2
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Mandelic acid manufacturers

  • Mandelic acid
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  • 2026-03-09
  • CAS:611-71-2
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  • Mandelic acid
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  • 2026-03-06
  • CAS:611-71-2
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  • D-(-)-Mandelic acid
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  • 2026-03-05
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Related articles

  • Biosynthesis of Mandelic acid
  • Mandelic acid is an aromatic alpha hydroxy acid with the molecular formula C6H5CH(OH)CO2H. It is a white crystalline solid tha....
  • Mar 10,2022
Mandelic acid Basic information
Product Name:Mandelic acid
Synonyms:(R)-(-)-2-MANDELIC ACID;(R)-2-HYDROXY-2-PHENYLACETIC ACID;(R)-(-)-AMYGDALIC ACID;(R)-ALPHA-HYDROXYPHENYLACETIC ACID;R-(-)-ALPHA-HYDROXYPHENYLACETIC ACID;(R)-(-)-MANDELIC ACID;(R)-MANDELIC ACID;D-ALPHA-HYDROXYPHENYLACETIC ACID
CAS:611-71-2
MF:C8H8O3
MW:152.15
EINECS:210-276-6
Product Categories:Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Miscellaneous;Chiral Compounds;chiral;Analytical Chemistry;Carboxylic Acids (Chiral);Chiral Building Blocks;e.e. / Absolute Configuration Determination (NMR);Enantiomer Excess & Absolute Configuration Determination;for Resolution of Bases;Optical Resolution;Synthetic Organic Chemistry;Chiral Compound;FINE Chemical & INTERMEDIATES;Cosmetic;611-71-2
Mol File:611-71-2.mol
Mandelic acid Structure
Mandelic acid Chemical Properties
Melting point 131-133 °C(lit.)
alpha -150 º (c=2.5, H2O)
Boiling point 214.6°C (rough estimate)
bulk density670kg/m3
density 1.1677 (rough estimate)
refractive index -153.5 ° (C=1, H2O)
Fp >190℃
storage temp. Store below +30°C.
solubility 109.8g/l soluble
pka3.37(at 25℃)
form Crystalline Powder, Crystals or Flakes
color White to slightly yellow-beige
PH3.34(1 mM solution);2.75(10 mM solution);2.22(100 mM solution);
Optical Rotation[α]25/D 151°, c = 1 in ethanol
Water Solubility It is partly soluble in water, freely soluble in isopropyl and ethyl alcohol.
Sensitive Light Sensitive
BRN 2691094
Stability:Stable, but light sensitive. Combustible. Incompatible with strong bases, strong oxidizing agents.
InChI1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m1/s1
InChIKeyIWYDHOAUDWTVEP-SSDOTTSWSA-N
SMILESO[C@@H](C(O)=O)c1ccccc1
LogP0.550 (est)
CAS DataBase Reference611-71-2(CAS DataBase Reference)
EPA Substance Registry SystemBenzeneacetic acid, .alpha.-hydroxy-, (.alpha.R)- (611-71-2)
Safety Information
Hazard Codes Xi
Risk Statements 41-36/37/38
Safety Statements 22-24/25-36-26-39-37/39
WGK Germany 1
Hazard Note Irritant/Light Sensitive
TSCA TSCA listed
HS Code 29181980
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Dam. 1
ToxicityLD50 orally in Rabbit: 5000 mg/kg
MSDS Information
ProviderLanguage
2-Phenylglycolic acid English
SigmaAldrich English
ACROS English
ALFA English
Mandelic acid Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
UsesAntiseptic (urinary).
Uses(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.
Uses(R)-()-Mandelic acid can be used:
  • As a chiral acid in the separation of diastereomeric salts for the synthesis of chiral pyridoindole based building block.
  • In the study of chiral acid selectivity of poly(3,4-ethylenedioxythiophene) (PEDOT) based chiral conductingpolymers.

DefinitionChEBI: (R)-mandelic acid is the (R)-enantiomer of mandelic acid. It has a role as a human xenobiotic metabolite. It is a conjugate acid of a (R)-mandelate. It is an enantiomer of a (S)-mandelic acid.
Synthesis Reference(s)The Journal of Organic Chemistry, 33, p. 2565, 1968 DOI: 10.1021/jo01270a105
Synthetic Communications, 18, p. 2141, 1988 DOI: 10.1080/00397918808068285
General Description(R)-(-)-Mandelic acid, a chiral resolving agent, is also used as a building block to synthesize pharmaceutical drugs such as penicillin and cephalosporin. It can be synthesized from (R,S)-mandelonitrile with high yield and enantioselectivity using nitrilase enzyme.
Flammability and ExplosibilityNon flammable
Purification MethodsPurify the mandelic acids by recrystallisation from H2O, *C6H6 or CHCl3. [Roger J Chem Soc 2168 1932,Jamison & Turner J Chem Soc 611 1942.] They have solubilities in H2O of ca 11% at 25o. [Banks & Davies J Chem Soc 73 1938.] The S-benzylisothiuronium salts has m 180o (from H2O) and [] D 25 (+) and (-) 57o (c20, EtOH) [El Masri et al. Biochem J 68 199 1958]. [Beilstein 10 IV 564.]
Tag:Mandelic acid(611-71-2) Related Product Information
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