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HomeProduct name list(R)-(-)-alpha-Methoxyphenylacetic acid

(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: 2024-10-25 16:21:11
(R)-(-)-alpha-Methoxyphenylacetic acid Structural

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)
ghs
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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