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(R)-(-)-alpha-Methoxyphenylacetic acid

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(R)-(-)-alpha-Methoxyphenylacetic acid Basic information

Product Name:
(R)-(-)-alpha-Methoxyphenylacetic acid
Synonyms:
  • (R)-(-)-METHOXYPHENYLACETIC ACID
  • O-METHYL-D-MANDELIC ACID
  • (R)-(-)-ALPHA-METHOXYPHENYLACETIC ACID
  • (R)-ALPHA-METHOXYPHENYLACETIC ACID
  • (R)-(-)-A-METHOXYPHENYLACETIC ACID
  • Benzeneacetic acid, alpha-methoxy-, (R)-
  • Acetic acid, methoxyphenyl- (8CI)
  • Benzeneacetic acid, .a
CAS:
3966-32-3
MF:
C9H10O3
MW:
166.17
EINECS:
223-580-9
Product Categories:
  • Analytical Chemistry
  • Carboxylic Acids (Chiral)
  • Chiral Building Blocks
  • e.e. / Absolute Configuration Determination (NMR)
  • Enantiomer Excess & Absolute Configuration Determination
  • Synthetic Organic Chemistry
Mol File:
3966-32-3.mol
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(R)-(-)-alpha-Methoxyphenylacetic acid Chemical Properties

Melting point:
66-68 °C(lit.)
alpha 
-160.4 º (C=1, MEOH)
Boiling point:
164-166°C 18mm
Density 
1.1708 (rough estimate)
refractive index 
-147 ° (C=0.5, EtOH)
Flash point:
164-166°C/18mm
storage temp. 
2-8°C
solubility 
Chloroform, Ethanol, Methanol
pka
3.10±0.10(Predicted)
form 
Fine Crystalline Powder or Needles
color 
White
optical activity
[α]20/D -150±3°, c = 0.5% in ethanol
BRN 
3589257
CAS DataBase Reference
3966-32-3(CAS DataBase Reference)
NIST Chemistry Reference
(R)-(-)-«alpha»-methoxyphenylacetic acid(3966-32-3)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29189900

MSDS

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(R)-(-)-alpha-Methoxyphenylacetic acid Usage And Synthesis

Chemical Properties

white fine crystalline powder or needles

Uses

(R)-(-)-α-Methoxyphenylacetic Acid is a useful synthetic intermediate. It is used as a reactant in the synthesis of dopamine receptor agonists. It can also be used to prepare hydroxytriamides as potent γ-secretase inhibitors.

General Description

(R)-(?)-α-Methoxyphenylacetic acid is a chiral derivatizating agent, which is employed for derivatizing enantiomers into diastereoisomers.

Purification Methods

Purify the acids by recrystallising from *C6H6/pet ether (b 80-100o). [Neilson & Peters J Chem Soc 1519 1962, Weizmann et al. J Am Chem Soc 70 1153 1948, Pirie & Smith J Chem Soc 338 1932, NMR: Dale & Mosher J Am Chem Soc 9 5 512 1973, for resolution: Roy & Deslongchamps Can J Chem 63 651 1985, Trost et al. J Am Chem Soc 1 0 8 4974 1986.] The racemic mixture has m 72o, b 121-122o/0.4mm, 165o/18mm (from pet ether) [Braun et al. Chem Ber 6 3 2847 1930]. [Beilstein 10 IV 566.]

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