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Mandelic acid

Product Name
Mandelic acid
CAS No.
611-71-2
Chemical Name
Mandelic acid
Synonyms
D-MANDELIC ACID;(R)-(-)-MANDELIC ACID;(R)-2-HYDROXY-2-PHENYLACETIC ACID;(R)-MANDELIC ACID;2-Hydroxy-2-phenylacetic acid;(R)-(-)-2-MANDELIC ACID;(-)-MANDELIC ACID;D-(-)-MANDELIC ACID;(-)-D-MANDELIC ACID;D-ALPHA-HYDROXYPHENYLACETIC ACID
CBNumber
CB9411418
Molecular Formula
C8H8O3
Formula Weight
152.15
MOL File
611-71-2.mol
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Mandelic acid Property

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)
Flash point:
>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
3.34(1 mM solution);2.75(10 mM solution);2.22(100 mM solution);
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
BRN 
2691094
Stability:
Stable, but light sensitive. Combustible. Incompatible with strong bases, strong oxidizing agents.
InChIKey
IWYDHOAUDWTVEP-SSDOTTSWSA-N
LogP
0.550 (est)
CAS DataBase Reference
611-71-2(CAS DataBase Reference)
EPA Substance Registry System
Benzeneacetic acid, .alpha.-hydroxy-, (.alpha.R)- (611-71-2)
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Safety

Hazard Codes 
Xi
Risk Statements 
41-36/37/38
Safety Statements 
22-24/25-36-26-39-37/39
WGK Germany 
1
Hazard Note 
Irritant/Light Sensitive
TSCA 
Yes
HS Code 
29181980
Toxicity
LD50 orally in Rabbit: 5000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.06914
Product name
(R)-(-)-Mandelic acid
Purity
for resolution of racemates for synthesis
Packaging
25g
Price
$84.5
Updated
2024/03/01
Sigma-Aldrich
Product number
8.06914
Product name
(R)-(-)-Mandelic acid
Purity
for resolution of racemates for synthesis
Packaging
100g
Price
$163
Updated
2024/03/01
Sigma-Aldrich
Product number
154210
Product name
(R)-(?)-Mandelic acid
Purity
ReagentPlus , ≥99%
Packaging
5g
Price
$38.5
Updated
2024/03/01
Sigma-Aldrich
Product number
154210
Product name
(R)-(?)-Mandelic acid
Purity
ReagentPlus , ≥99%
Packaging
25g
Price
$109
Updated
2024/03/01
TCI Chemical
Product number
M0662
Product name
D-(-)-Mandelic Acid
Purity
>99.0%(GC)(T)
Packaging
25g
Price
$56
Updated
2024/03/01
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Mandelic acid Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Uses

(R)-(-)-Mandelic acid, 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. It is used as an intermediate for the synthesis of target molecules for other applications.

Uses

(R)-(?)-Mandelic acid can be used:

  • As a chiral acid in the separation of diastereomeric salts for the synthesis of chiral pyridoindole based building block.
  • In the study of chiral acid selectivity of poly(3,4-ethylenedioxythiophene) (PEDOT) based chiral conducting?polymers.

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

Non flammable

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.]

Mandelic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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Mandelic acid Suppliers

Brunschwig chemie
Tel
--
Fax
--
Email
brunschwig@brunschwig.nl
Country
The Netherlands
ProdList
4996
Advantage
67
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View Lastest Price from Mandelic acid manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Mandelic acid 611-71-2
Price
US $35.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/Week
Release date
2024-05-07
HebeiShuoshengImportandExportco.,Ltd
Product
Mandelic acid 611-71-2
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-05
Hebei Longbang Technology Co., Ltd
Product
Mandelic acid 611-71-2
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20TONS
Release date
2024-05-24

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