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Mandelic acid

CAS No.
611-71-2
Chemical Name:
Mandelic acid
Synonyms
D-MANDELIC ACID;(R)-(-)-MANDELIC ACID;(R)-2-HYDROXY-2-PHENYLACETIC ACID;(R)-MANDELIC ACID;2-Hydroxy-2-phenylacetic acid;(R)-(-)-2-MANDELIC ACID;(-)-MANDELIC ACID;D-(-)-MANDELIC ACID;(-)-D-MANDELIC ACID;D-ALPHA-HYDROXYPHENYLACETIC ACID
CBNumber:
CB9411418
Molecular Formula:
C8H8O3
Molecular Weight:
152.15
MDL Number:
MFCD00064251
MOL File:
611-71-2.mol
MSDS File:
SDS
Last updated:2024-10-31 18:15:48

Mandelic acid Properties

Melting point 131-133 °C(lit.)
alpha -150 º (c=2.5, H2O)
Boiling point 214.6°C (rough estimate)
Density 1.1677 (rough estimate)
refractive index -153.5 ° (C=1, H2O)
Flash point >190℃
storage temp. Store below +30°C.
solubility 109.8g/l soluble
form Crystalline Powder, Crystals or Flakes
pka 3.37(at 25℃)
color White to slightly yellow-beige
PH 3.34(1 mM solution);2.75(10 mM solution);2.22(100 mM solution);
optical activity [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.
InChIKey IWYDHOAUDWTVEP-SSDOTTSWSA-N
LogP 0.550 (est)
CAS DataBase Reference 611-71-2(CAS DataBase Reference)
FDA UNII PPL7YW1M9W
ATC code B05CA06,J01XX06
EPA Substance Registry System Benzeneacetic acid, .alpha.-hydroxy-, (.alpha.R)- (611-71-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS05
Signal word  Danger
Hazard statements  H318
Precautionary statements  P280-P305+P351+P338
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  Yes
HS Code  29181980
Toxicity LD50 orally in Rabbit: 5000 mg/kg
NFPA 704
1
2 0

Mandelic acid price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.06914 (R)-(-)-Mandelic acid for resolution of racemates for synthesis 611-71-2 25g $84.5 2024-03-01 Buy
Sigma-Aldrich 8.06914 (R)-(-)-Mandelic acid for resolution of racemates for synthesis 611-71-2 100g $163 2024-03-01 Buy
Sigma-Aldrich 154210 (R)-(?)-Mandelic acid ReagentPlus , ≥99% 611-71-2 5g $38.5 2024-03-01 Buy
Sigma-Aldrich 154210 (R)-(?)-Mandelic acid ReagentPlus , ≥99% 611-71-2 25g $109 2024-03-01 Buy
TCI Chemical M0662 D-(-)-Mandelic Acid >99.0%(GC)(T) 611-71-2 25g $56 2024-03-01 Buy
Product number Packaging Price Buy
8.06914 25g $84.5 Buy
8.06914 100g $163 Buy
154210 5g $38.5 Buy
154210 25g $109 Buy
M0662 25g $56 Buy

Mandelic acid Chemical Properties,Uses,Production

Chemical Properties

white to light yellow crystal powde

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 conducting?polymers.

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

Antiseptic (urinary).

Definition

ChEBI: (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 Explosibility

Non flammable

Purification Methods

Purify 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.]

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View Lastest Price from Mandelic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
D-(-)-Mandelic acid pictures 2024-10-31 D-(-)-Mandelic acid
611-71-2
US $29.00 / mL 97.15% 10g TargetMol Chemicals Inc.
Mandelic acid pictures 2024-10-31 Mandelic acid
611-71-2
US $35.00 / kg 1kg 99% 5000kg/Week Hebei Zhuanglai Chemical Trading Co.,Ltd
Mandelic acid pictures 2024-10-31 Mandelic acid
611-71-2
US $6.00 / kg 1kg 99% 2000KG/Month HebeiShuoshengImportandExportco.,Ltd
  • Mandelic acid pictures
  • Mandelic acid
    611-71-2
  • US $35.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
  • Mandelic acid pictures
  • Mandelic acid
    611-71-2
  • US $6.00 / kg
  • 99%
  • HebeiShuoshengImportandExportco.,Ltd
(R)-(-)-AMYGDALIC ACID (R)-ALPHA-HYDROXYPHENYLACETIC ACID R-(-)-ALPHA-HYDROXYPHENYLACETIC ACID D-A-HYDROXYPHENYLACETIC ACID D-2-HYDROXY-PHENYLACETIC ACID D-(-)-AMYGDALIC ACID D-AMYGDALIC ACID D-PHENYLGLYCOLIC ACID L-2-hydroxy-2-phenylacetic acid D(-)-MANDELIC ACID FOR RESOLUTION & (R)-(-)-MANDELIC ACID, 99+% (R)-(-)-MANDELIC ACID, 98% (99% EE/GLC) (R)-(-)-MANDELIC ACID 99% D-(-)-α-Hydroxybenzeneacetic acid ALPHAR-HYDROXY-BENZENEACETIC ACID D-Mandelic acid or R-(-)Mandelic acid Benzeneacetic acid, .alpha.-hydroxy-, (.alpha.R)- (r)-(-)-à-hydroxyphenylacetic acid D-mandelic acid(R-mandelic acid) (R)-alpha-Hydrophenylacetic acid D-(-)-Mandelic acid 98% L-2-Hydroxy-2-phenylessigsure D-minus-mandelic acid sigma grade [R,(-)]-α-Hydroxybenzeneacetic acid D-()-Mandelic acid,(R)-α-Hydroxyphenylacetic acid (R)-(-)-Mandelic acid, ChiPros\(tm, 99+% ee 99+% )-Mandel (R)-(-)-alpha-Hydroxyphenylacetic acid, (2R)-(-)-Hydroxy(phenyl)ethanoic acid, D-(-)-Phenylglycolic acid (R)-Alfa-hydroxyphenylacetic acid (R)-()-Mandel (R)-(-)-Mandelic acid, 99% 25GR (R)-(-)-Mandelic acid, 98% e.e. (R)-(-)-MANDELIC ACID FOR RESOLUTION OF (R)-2-Phenylglycolic acid (R)-alpha-Hydroxy-benzeneacetic acid Sertraline EP IMpurity E (R)-(-)-alpha-Hydroxyphenylacetic acid, (2R)-(-)-2-Hydroxy-2-phenylethanoic acid, D-(-)-Phenylglycolic acid (R)-(-)-Mandelic acid, ChiPros 99+%, ee 99+% D-MANDELIC ACID extrapure (2R)-2-Hydroxy-2-phenylacetic acid (R)-a-Hydroxybenzeneacetic acid (R)-a-Hydroxyphenylacetic acid D-2-Phenylglycolic acid (R)-(-)-MANDELIC ACID: CHIPROS 99%, EE 99% 2-Phenylglycolic acid a-Hydroxy-benzeneacetic acid alpha-Hydroxyphenylacetic acid Hydroxy(phenyl)acetic acid R-Mandelic acid D-Mandelic acid (R)-mandelate Benzeneaceticacid, a-hydroxy-, (aR)- (R)-(-)-Mandelic acid ReagentPlus(R), >=99% Sertraline impurity E (R)-(-)-Mandelic acid Vetec(TM) reagent grade, 98% (R)-(-)-mandelic (R)-Hydroxyphenylaceticacid (R)-Mandelic Acid,99%e.e. RARECHEM AL BO 1446