CAS
NO. |
17199-29-0 |
|
EINECS NO. |
241-240-8
|
FORMULA |
C6H5CHOHCOOH |
MOL
WT. |
152.15 |
H.S.
CODE |
|
TOXICITY
|
|
SYNONYMS |
(S)-a-Hydroxyphenylacetic acid;
S-(+)-Mandelic acid;
|
L-2-hydroxy-2-phenylacetic acid;
ácido L-2-hidroxi-2-fenilacetico; Acide L-2-hydroxy-2-phénylacetique;
(S)-2-Hydroxy-2-phenylacetate; (S)-2-Hydroxy-2-phenylacetic acid;
|
DERIVATION
|
|
CLASSIFICATION
|
|
PHYSICAL AND CHEMICAL PROPERTIES
|
PHYSICAL
STATE |
White
crystals
|
MELTING POINT |
130
- 133 C
|
BOILING
POINT |
|
SPECIFIC GRAVITY |
|
SOLUBILITY
IN WATER |
Soluble |
pH |
|
VAPOR DENSITY |
|
AUTOIGNITION
|
|
REFRACTIVE
INDEX
|
|
NFPA
RATINGS
|
Health: 2; Flammability: 0; Reactivity: 0 |
FLASH
POINT |
|
STABILITY |
Stable under ordinary
conditions |
GENERAL
DESCRIPTION & APPLICATIONS
|
Mandelic Acid, phenylglycollic acid, is an alpha-hydroxy acid (AHA) which has a
hydroxyl group on the carbon atom next to the acid group. If the hydroxy group
is on the second carbon next to the acid group, it is called beta-hydroxy acid.
Glycolic acid is the simplest AHA which has
dual functionality of alcohol and acid in a low mole weight structure. Because of its small molecular weight
and size, it has a better capability to penetrate skin. AHA is used extensively
in cosmetics. It is known that it diminishes the lines on the skin and make
skins look young by acting as a humectant to absorb moisture in air and by
exfoliating action to break the bonds between dead skin cells. Mandelic Acid (
alpha-hydroxybenzeneacetic acid) is the smallest AHA among compounds which have
aromatic group. It has an asymmetric carbon atom and thus has two chiral
isomers; the dextro-, levo-. The D- and L-mandelic acid are enantiomers (also
called enantiomorph; each molecule is asymmetrical and has the mirror image of
the other) affect pharmaceutical activity. It is a white crystalline compound;
melting at 118 C; partially soluble in water; freely soluble in isopropyl and
ethyl alcohol; darkening upon exposure to light. Its structure provide the
bacteriostatic property. It is excreted well in the urine. It 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 (AHA activity) similar to glycolic acid. It is
used as an intermediate for the synthesis of target molecules for other applications. Naturally occurring mandelic acid is found when amygdalin (a cyanogenetic
glycoside found in many plants including bitter almond, apricot, and wild cherry) is spirit by hydrolysis with hydrochloric
acid, while amygdalin is broken down into glucose, benzaldehyde, and prussic
acid (hydrogen cyanide) in the presence of sulfuric acid. Mandelonitrile is the
cyanohydrin from benzaldehyde. It is found in the millipede Apheloria corrugata
as a defense mechanism. when Apheloria is about to be attacked, mandelonitrile decomposes enzymatically into
benzaldehyde and a poison (hydrogen cyanide). Aamygdalin is known as laetrile
which has been used as an anti-cancer drug. But it is
known that it does not kill cancerous cells selectively. |
SALES
SPECIFICATION |
APPEARANCE
|
White
crystals
|
ASSAY |
99.0%
min |
SPECIFIC
ROTATION
|
+152°
~ +154°
|
MOISTURE |
0.5%
max
|
MELTING
POINT |
130
- 133 C
|
TRANSPORTATION |
PACKING |
25kgs in fiber
drum
|
HAZARD CLASS |
|
UN
NO. |
|
OTHER
INFORMATION |
Hazard
Symbols: , Risk Phrases: 22, Safety Phrases: 24/25 |