(S)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid Chemical Properties

Melting point:

46-49 °C(lit.)

Boiling point:

95-97 °C0.05 mm Hg(lit.)

alpha 

D24 -71.8± 0.6° (c = 3.28 in CH3OH)

Density 

1.303 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.474(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

Readily soluble in hexane, ether, THF, CH2Cl2, benzene.

form 

Viscous Liquid or Low Melting Solid

pka

1.47±0.10(Predicted)

Specific Gravity

1.303

color 

Clear colorless or white

optical activity

[α]20/D 73±1°, c = 2% in methanol

Sensitive 

Hygroscopic

Merck 

14,6280

BRN 

3591561

CAS DataBase Reference

17257-71-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

F 

3-10

Hazard Note 

Irritant/Keep Cold

HazardClass 

IRRITANT, HYGROSCOPIC, KEEP COLD

HS Code 

29189900

MSDS

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• Language:English Provider:ACROS
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(S)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid Usage And Synthesis

Chemical Properties

clear colorless viscous liquid

Uses

(S)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid is used as a chiral derivatizing agent, it reacts with an alcohol or amine of unknown stereochemistry to form an ester or amide. The absolute configuration of the ester or amide is then determined by proton and/or 19F NMR spectroscopy.

General Description

(S)-(-)-α-Methoxy-α-(trifluoromethyl)phenylacetic acid is commonly used as a derivatizing agent in Mosher ester analysis and Mosher amide analysis, which are NMR-based methods for determining the absolute configuration of the chiral carbon center in secondary alcohols and amines, respectively.

Purification Methods

A likely impurity is phenylethylamine from the resolution. Dissolve the acid in Et2O/*benzene (3:1), wash with 0.5N H2SO4, then water, dry over magnesium sulfate, filter, evaporate and distil it. [Dale et al. J Org Chem 34 2543 1969, J Am Chem Soc 75 512 1973.]

(S)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid(17257-71-5)Related Product Information

• Citric acid
• 2-Methylphenylacetic acid
• 2,2-Diphenylacetic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• (R)-(-)-alpha-Methoxyphenylacetic acid
• (Trifluoromethoxy)benzene
• α-Lipoic Acid
• Folic acid
• 2-Hydroxyphenylacetic acid
• Phenethyl phenylacetate
• METHOXYTRIMETHYLSILANE
• Ascoric Acid
• 3,3,3-TRIFLUOROLACTIC ACID
• (S)-(+)-2-HYDROXY-2-PHENYLPROPIONIC ACID
• (S)-(+)-alpha-Methoxyphenylacetic acid
• (S)-(+)-2-METHOXY-2-PHENYLETHANOL
• 2-Phenyl-1,2-propanediol
• 1-PHENYL-2,2,2-TRIFLUOROETHANOL