| Identification | More | [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 Properties | Back 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 Data | Back 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 Products | Back 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 |
| Hazard Information | Back 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.] |
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