(R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid
Synonym(s):(+)-MTPA;Mosher’s acid
- CAS NO.：20445-31-2
- Empirical Formula: C10H9F3O3
- Molecular Weight: 234.17
- MDL number: MFCD00004184
- EINECS: 243-829-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-23 13:52:06
What is (R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid?
Chemical properties
white crystalline low melting solid
The Uses of (R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid
(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.
The Uses of (R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid
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.]
Properties of (R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid
| 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 | n |
| 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) |
Safety information for (R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid
| Signal word | Warning |
| Pictogram(s) |
 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-Methoxy-alpha-trifluoromethylphenylacetic acid
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