(R)-(-)-alpha-Methoxyphenylacetic acid
Synonym(s):O-Methyl-D -mandelic acid
- CAS NO.：3966-32-3
- Empirical Formula: C9H10O3
- Molecular Weight: 166.17
- MDL number: MFCD00004250
- EINECS: 223-580-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:14:50
What is (R)-(-)-alpha-Methoxyphenylacetic acid?
Chemical properties
white fine crystalline powder or needles
The Uses of (R)-(-)-alpha-Methoxyphenylacetic acid
(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.]
Properties of (R)-(-)-alpha-Methoxyphenylacetic acid
| Melting point: | 66-68 °C(lit.) |
| Boiling point: | 164-166°C 18mm |
| alpha | -160.4 º (C=1, MEOH) |
| 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 |
| form | Fine Crystalline Powder or Needles |
| pka | 3.10±0.10(Predicted) |
| 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) |
Safety information for (R)-(-)-alpha-Methoxyphenylacetic acid
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for (R)-(-)-alpha-Methoxyphenylacetic acid
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