(R)-(-)-alpha-Methoxyphenylacetic acid
(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
(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)
MSDS
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
(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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