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(S)-(+)-alpha-Methoxyphenylacetic acid

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(S)-(+)-alpha-Methoxyphenylacetic acid Basic information

Product Name:
(S)-(+)-alpha-Methoxyphenylacetic acid
Synonyms:
  • (S)-(+)-METHOXYPHENYLACETIC ACID
  • (S)-(+)-A-METHOXYPHENYLACETIC ACID
  • (S)-(+)-ALPHA-METHOXYPHENYLACETIC ACID
  • (S)-ALPHA-METHOXYPHENYLACETIC ACID
  • (S)-(+)-A-METHOXYPHENYLACETIC ACID FLU&
  • O-Methyl-(S)-mandelicacid
  • (s)-(+)-à-methoxyphenylacetic acid
  • (S)-(+)-α-Methoxyphenylacetic acid, 99%, for chiral derivatization
CAS:
26164-26-1
MF:
C9H10O3
MW:
166.17
EINECS:
247-492-5
Product Categories:
  • Analytical Chemistry
  • Carboxylic Acids (Chiral)
  • Chiral Building Blocks
  • e.e. / Absolute Configuration Determination (NMR)
  • Enantiomer Excess & Absolute Configuration Determination
  • Synthetic Organic Chemistry
  • Chiral Reagents
Mol File:
26164-26-1.mol
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(S)-(+)-alpha-Methoxyphenylacetic acid Chemical Properties

Melting point:
64-66 °C(lit.)
Boiling point:
164-166°C 18mm
alpha 
160 º (C=1, MEOH)
Density 
1.1708 (rough estimate)
refractive index 
147 ° (C=0.5, EtOH)
Flash point:
164-166°C/18mm
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Ethanol (Slightly)
form 
Fine Crystalline Powder or Crystals
pka
3.10±0.10(Predicted)
color 
White
optical activity
[α]17/D +150°, c = 1 in ethanol
Water Solubility 
Soluble
BRN 
2361718
CAS DataBase Reference
26164-26-1(CAS DataBase Reference)
NIST Chemistry Reference
Benzeneacetic acid, «alpha»-methoxy-, (s)-(26164-26-1)
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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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(S)-(+)-alpha-Methoxyphenylacetic acid Usage And Synthesis

Chemical Properties

White Solid

Uses

(S)-(+)-α-Methoxyphenylacetic Acid (cas# 26164-26-1) is a compound useful in organic synthesis.

Uses

Reactant involved in the synthesis of biologically active molecules including:

  • Acyclonucleoside phosphonates structural analogs of adefovir
  • Labeled discodermolide for studying binding to tubulin
  • 10-Isocyano-4-cadinene used for antifouling activity

Reactant involved in studies of immunostimulating chromanones gonytolides A-C

Reactant involved in:
  • Hydroxylations and epoxidations
  • Hydrogenations

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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