ChemicalBook--->CAS DataBase List--->611-72-3

611-72-3

611-72-3 Structure

611-72-3 Structure
IdentificationMore
[Name]

DL-Mandelic acid
[CAS]

611-72-3
[Synonyms]

2-HYDROXY-2-PHENYLACETIC ACID
A-HYDROXYBENZENE ACETIC
ALPHA-HYDROPHENYLACETIC ACID
ALPHA-HYDROXY-ALPHA-TOLUIC ACID
(+/-)-ALPHA-HYDROXYPHENYLACETIC ACID
ALPHA-HYDROXYPHENYLACETIC ACID
DL-2-hydroxy-2-phenylacetic acid
DL-A-HYDROXYPHENYLACETIC ACID
DL-ALPHA-HYDROXYPHENYLACETIC ACID
DL-AMYGDALIC ACID
DL-MANDELIC ACID
DL-O-HYDROXYPHENYLACETIC ACID
DL-PHENYLGLYCOLIC ACID
(+/-)-MANDELIC ACID
MANDELIC ACID
MANDELIC ACID, DL-
MANDELIC(D,L-) ACID
PHENYLGLYCOLIC ACID
PHENYLGLYCOLLIC ACID
PHENYLHYDROXYACETIC ACID
[EINECS(EC#)]

202-007-6
[Molecular Formula]

C8H8O3
[MDL Number]

MFCD00064250
[Molecular Weight]

152.15
[MOL File]

611-72-3.mol
Chemical PropertiesBack Directory
[Melting point ]

119-121 °C(lit.)
[Boiling point ]

234.6°C (rough estimate)
[density ]

1.2890
[refractive index ]

1.4945 (estimate)
[pka]

3.85(at 25℃)
[Water Solubility ]

172.5g/L(24 ºC)
[Detection Methods]

HPLC
[InChI]

InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)
[InChIKey]

IWYDHOAUDWTVEP-UHFFFAOYSA-N
[SMILES]

C1(C=CC=CC=1)C(O)C(=O)O
[CAS DataBase Reference]

611-72-3(CAS DataBase Reference)
[NIST Chemistry Reference]

Benzeneacetic acid, «alpha»-hydroxy-, (.+/-.)-(611-72-3)
[Storage Precautions]

Light sensitive
Safety DataBack Directory
[Risk Statements ]

R21/22:Harmful in contact with skin and if swallowed .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[RTECS ]

OO6300000
[HS Code ]

29181980
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium cyanide-->Sodium bisulfite-->Benzaldehyde
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

(+/-)-alpha-Hydroxyphenylacetic acid(611-72-3).msds
Hazard InformationBack Directory
[Description]

DL-Mandelic acid is a chemical compound belonging to the family of alpha hydroxy acids (AHAs). It is a racemic mixture containing equal amounts of the D and L enantiomers of Mandelic acid. It is commonly used in skincare products for its exfoliating and antibacterial properties. DL-Mandelic Acid is useful in suppressing pigmentation, treating inflammatory non-cystic acne, and rejuvenating photoaged skin. Moreover, it has proven useful in preparing the skin for laser peeling and helping the skin heal after laser surgery. This product appears as a white crystal substance.
[Chemical Properties]

Mandelic acid turns brown when exposed to light. It can be esterified easily with alcohols in the presence of hydrogen chloride.
[Physical properties]

(R,S)-Mandelic acid (a-hydroxyphenylacetic acid, phenylglycolic acid), C6H5CH(OH)COOH, C8H8O3, Mr 152.15, mp 118 – 121℃, is a colorless crystalline powder. It is readily soluble in ethanol and diethyl ether, less soluble in chloroform, and insoluble in petroleum ether. Its water solubility is 15 g per 100 mL of water. In alkaline solution, mandelic acid dissolves to form salts.
[Uses]

DL-Mandelic acid is used as a chemical reagent, in organic synthesis, and as a pharmaceutical raw material and intermediate, dye intermediate, etc.
[Definition]

ChEBI:Mandelic acid is a 2-hydroxy monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are substituted by phenyl and hydroxyl groups. It has a role as an antibacterial agent and a human xenobiotic metabolite. It is a 2-hydroxy monocarboxylic acid and a member of benzenes. It is functionally related to an acetic acid. It is a conjugate acid of a mandelate.
[Production Methods]

(R,S)-mandelic acid is produced by hydrolysis of mandelic acid nitrile [532-28-5] (mp 10℃) with hydrochloric acid. Mandelic acid nitrile is obtained by the conversion of benzaldehyde [100-52-7] and hydrogen cyanide in the nascent state (NaCN + HCl) under refrigeration. Another method of producing mandelic acid is the hydrolysis of a,a-dichloroacetophenone with alkali.
Spectrum DetailBack Directory
[Spectrum Detail]

DL-Mandelic acid(611-72-3)MS
DL-Mandelic acid(611-72-3)IR1
DL-Mandelic acid(611-72-3)IR2
DL-Mandelic acid(611-72-3)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

611-72-3(sigmaaldrich)
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