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(R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid

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(R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid Basic information

Product Name:
(R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid
Synonyms:
  • (R)-(+)-MTPA,(R)-(+)-Mosher'sacid
  • (R)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid, 99%(e.e.>99.5%)
  • (+)--Methoxy--(trifluoromethyl)phenylaceticacid(Moshersacid)
  • (r)-(+)-à-methoxy-à-(trifluoromethyl)phenylacetic acid
  • (R)-(+)-1-Methoxy-1-(trifluoromethyl)phenylacetic acid 99% (99%ee)
  • (R)-(+)-1-Methoxy-1-(trifluoromethyl)phenylacetic acid (99%ee)
  • (R)-(+)-ɑ-Methoxy-ɑ-(trifluoromethyl)phenylacetic acid, 99%
  • (R)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic Acid [Optical Resolving]
CAS:
20445-31-2
MF:
C10H9F3O3
MW:
234.17
EINECS:
243-829-5
Product Categories:
  • Analytical Chemistry
  • e.e. / Absolute Configuration Determination (NMR)
  • Enantiomer Excess & Absolute Configuration Determination
Mol File:
20445-31-2.mol
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(R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid Chemical Properties

Melting point:
46-49 °C(lit.)
Boiling point:
105-107 °C1 mm Hg(lit.)
alpha 
D25 +68.5 ± 1.3° (c = 1.49 in CH3OH)
Density 
1.344 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.473(lit.)
Flash point:
>230 °F
storage temp. 
2-8°C
solubility 
Soluble in methanol (50 mg/ 1 ml).
form 
Crystalline Low Melting Solid
pka
1.47±0.10(Predicted)
Specific Gravity
1.344
color 
White
optical activity
[α]20/D +73±1°, c = 2% in methanol
Sensitive 
Hygroscopic
Merck 
14,6280
BRN 
2215440
CAS DataBase Reference
20445-31-2(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
3-10
Hazard Note 
Irritant/Keep Cold
HazardClass 
IRRITANT, HYGROSCOPIC, KEEP COLD
HS Code 
29189900

MSDS

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(R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid Usage And Synthesis

Chemical Properties

white crystalline low melting solid

Uses

(R)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid is widely used reagent for determination of optical purities of alcohols and amines by 1H or 19F NMR.

Uses

Mosher′s acid chloride is used as a dervatization agent for β-arylethylamines, enantiomeric alcohols, and enantiomeric amines. It is also a reagent used for the determination of enantiomeric purity and absolute configuration of alcohols and amines by NMR.

General Description

Mosher′s acid chloride is generally used as a chiral derivatizing agent. It is easily available in enantiomerically pure form. It can form diastereomers with both alcohols and amines.

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.]

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