DL-Mandelic acid
Synonym(s):(±)-α-Hydroxyphenylacetic acid;DL-α-Hydroxyphenylacetic acid, Phenylglycollic acid;DL-Mandelic acid
- CAS NO.：611-72-3
- Empirical Formula: C8H8O3
- Molecular Weight: 152.15
- MDL number: MFCD00064250
- EINECS: 202-007-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-15 19:19:13
What is DL-Mandelic acid?
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.
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.
Properties of DL-Mandelic acid
| 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) |
| CAS DataBase Reference | 611-72-3(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzeneacetic acid, «alpha»-hydroxy-, (.+/-.)-(611-72-3) |
Safety information for DL-Mandelic acid
Computed Descriptors for DL-Mandelic acid
New Products
(S)-3-Aminobutanenitrile hydrochloride 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL Tert-butyl bis(2-chloroethyl)carbamate 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid 1-Bromo-3,5-Di-Tert-Butylbenzene S-2-CHLORO PROPIONIC ACID ETHYL ISOCYANOACETATE 2-Bromo-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate 4-IODO BENZOIC ACID 3-NITRO-2-METHYL ANILINE 1-(2,4-DICHLOROPHENYL) ETHANAMINE (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 1-(4-(aminomethyl)benzyl)urea hydrochloride 2-aminopropyl benzoate hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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