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

(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
(S)-(+)-alpha-Methoxyphenylacetic acid Structure
(S)-(+)-alpha-Methoxyphenylacetic acid Chemical Properties
Melting point 64-66 °C(lit.)
alpha 160 º (C=1, MEOH)
Boiling point 164-166°C 18mm
density 1.1708 (rough estimate)
refractive index 147 ° (C=0.5, EtOH)
Fp 164-166°C/18mm
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Ethanol (Slightly)
form Fine Crystalline Powder or Crystals
pka3.10±0.10(Predicted)
color White
optical activity[α]17/D +150°, c = 1 in ethanol
Water Solubility Soluble
BRN 2361718
CAS DataBase Reference26164-26-1(CAS DataBase Reference)
NIST Chemistry ReferenceBenzeneacetic acid, «alpha»-methoxy-, (s)-(26164-26-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HS Code 29189900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
(S)-(+)-alpha-Methoxyphenylacetic acid Usage And Synthesis
Chemical PropertiesWhite Solid
Uses(S)-(+)-α-Methoxyphenylacetic Acid (cas# 26164-26-1) is a compound useful in organic synthesis.
UsesReactant 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 MethodsPurify 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.]
(S)-(+)-alpha-Methoxyphenylacetic acid Preparation Products And Raw materials
Raw materialsEthanol-->Methanol-->Sulfuric acid-->Thionyl chloride-->PETROLEUM ETHER-->Chloroform-->Magnesium sulfate-->Sodium chloride-->Iodomethane-->Silver oxide-->CALCIUM SULFATE-->(S)-(+)-Mandelic acid
Testosterone phenylacetate (S)-(+)-alpha-Methoxyphenylacetic acid (R)-(-)-ALPHA-METHOXYPHENYLACETIC ACID,(R)-ALPHA-METHOXYPHENYLACETIC ACID,(R)-(-)-ALPHA-METHOXYPHENYLACETIC ACID 99% 2,2-Diphenyl-2-ethoxyacetic acid (2-(N-butyl-N-methylamino)ethyl) este r hydrochloride 2,2-Diphenyl-2-methoxyacetic acid 3-(dimethylamino)butyl ester hydroch loride Ethyl 2-(Chlorosulfonyl)acetate DL-Mandelic acid (3,4-Dimethoxyphenyl)acetic acid 2-Hydroxyphenylacetic acid Folic acid 4-Methoxyphenylacetic acid Glycine 3,5-dimethoxyphenylacetic acid 4-Hydroxyphenylacetic acid phosphoric acid p-Carboxylphenylacetic acid Phenylacetic acid Citric acid

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