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ChemicalBook--->CAS DataBase List--->611-71-2

611-71-2

611-71-2 Structure

611-71-2 Structure
IdentificationMore
[Name]

Mandelic acid
[CAS]

611-71-2
[Synonyms]

ALPHAR-HYDROXY-BENZENEACETIC ACID
D-2-HYDROXY-PHENYLACETIC ACID
D-A-HYDROXYPHENYLACETIC ACID
D-ALPHA-HYDROXYPHENYLACETIC ACID
D-(-)-AMYGDALIC ACID
D-AMYGDALIC ACID
(-)-D-MANDELIC ACID
D-(-)-MANDELIC ACID
D-MANDELIC ACID
D-PHENYLGLYCOLIC ACID
(-)-MANDELIC ACID
(R)-2-HYDROXY-2-PHENYLACETIC ACID
(R)-(-)-2-MANDELIC ACID
(R)-ALPHA-HYDROXYPHENYLACETIC ACID
R-(-)-ALPHA-HYDROXYPHENYLACETIC ACID
(R)-(-)-AMYGDALIC ACID
RARECHEM AL BO 1446
(R)-(-)-MANDELIC ACID
(R)-MANDELIC ACID
(R)-(-)-mandelic
[EINECS(EC#)]

210-276-6
[Molecular Formula]

C8H8O3
[MDL Number]

MFCD00064251
[Molecular Weight]

152.15
[MOL File]

611-71-2.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powde
[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)
[Fp ]

>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]

2.1 (60g/l, H2O, 20℃)
[Stability:]

Stable, but light sensitive. Combustible. Incompatible with strong bases, strong oxidizing agents.
[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
[Detection Methods]

HPLC,NMR
[BRN ]

2691094
[InChIKey]

IWYDHOAUDWTVEP-SSDOTTSWSA-N
[LogP]

0.550 (est)
[CAS DataBase Reference]

611-71-2(CAS DataBase Reference)
[Storage Precautions]

Light sensitive
[EPA Substance Registry System]

611-71-2(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

1
[Hazard Note ]

Irritant/Light Sensitive
[TSCA ]

Yes
[HS Code ]

29181980
[Toxicity]

LD50 orally in Rabbit: 5000 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

(S)-(+)-O-Acetyl-L-mandelic acid-->Vinyl acetate
[Preparation Products]

1H-Azepine-4-carboxylicacid,hexahydro-,methylester,(4R)-(9CI)-->(R)-3-Amino-1-(3-(Trifluoromethyl)-5,6-Dihydro-[1,2,4] Triazolo[4,3-A]Pyrazin-7(8H)-Yl)-4-(2,4,5-Trifluorophenyl) Butan-1-One Mandelate(Sgn06M)-->(R)-5-phenyl-1,3-dioxolane-2,4-dione-->(R)-2-Hydroxy-2-phenylacetohydrazide-->(R)-2-tert-butyl-3-Methyl-4-oxoiMidazolidin-1-iuM (R)-2-hydroxy-2-phenylacetate-->(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Phenylglycolic acid(611-71-2).msds
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powde
[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]

Nonflammable
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

Mandelic acid(611-71-2)MS
Mandelic acid(611-71-2)1HNMR
Mandelic acid(611-71-2)IR1
Mandelic acid(611-71-2)IR2
Mandelic acid(611-71-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(R)-(-)-Mandelic acid, 99%(611-71-2)
[Alfa Aesar]

(R)-(-)-Mandelic acid, ChiPros 99+%, ee 99+%(611-71-2)
[Sigma Aldrich]

611-71-2(sigmaaldrich)
[TCI AMERICA]

D-(-)-Mandelic Acid,>99.0%(GC)(T)(611-71-2)
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