(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
Synonym(s):(S)-(+)-MTPA-Cl;Mosher’s acid chloride
- CAS NO.：20445-33-4
- Empirical Formula: C10H8ClF3O2
- Molecular Weight: 252.62
- MDL number: MFCD00067105
- EINECS: 633-847-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 15:53:33
What is (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE?
Chemical properties
clear colorless to light yellow liquid
The Uses of (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
Resolution of enantiomers primarily of alcohols and amines.
The Uses of (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
(S)-(+)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride is used in the preparation of natural products and pheromones. It is also employed as a derivatization enantiomeric purity reagent used for the determination of enantiomeric purity of alcohol and amines by gas chromatography.
The Uses of (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
Used in the synthesis of natural products and pheromones.
What are the applications of Application
(S)-(+)-α-Methoxy-α-trifluoromethylphenylacetyl chloride is used in the synthesis of natural products
General Description
(S)-(+)-α-Methoxy-α-trifluoromethylphenylacetyl chloride 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
The most likely impurity is the free acid due to hydrolysis and should be checked by IR. If free from acid, then distil, taking care to keep moisture out of the apparatus. Otherwise add SOCl2 and reflux for 5hours and distil it. Note that shorter reflux times result in a higher boiling fraction (b 130-155o/1mm) which has been identified as the anhydride. [Dale et al. J Org Chem 34 2543 1969, for enantiomeric purity see Dale & Mosher J Am Chem Soc 97 512 1973.]
Properties of (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
| Boiling point: | 213-214 °C(lit.) |
| alpha | D24 +129.0± 0.2° (c = 5.17 in CCl4) |
| Density | 1.35 g/mL at 25 °C(lit.) |
| refractive index | n |
| Flash point: | 194 °F |
| storage temp. | -20°C |
| form | Liquid |
| color | Clear colorless to light yellow |
| Specific Gravity | 1.353 |
| optical activity | [α]20/D +137±2°, c = 6.4% in carbon tetrachloride |
| Water Solubility | Slightly miscible with water. |
| Sensitive | Moisture Sensitive |
| Merck | 14,6280 |
| BRN | 3591564 |
| CAS DataBase Reference | 20445-33-4(CAS DataBase Reference) |
Safety information for (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
| Signal word | Danger |
| Pictogram(s) |
 Corrosion Corrosives GHS05 |
| GHS Hazard Statements |
H314:Skin corrosion/irritation |
| Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P363:Wash contaminated clothing before reuse. P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. 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 (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
New Products
Tert-butyl bis(2-chloroethyl)carbamate 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid 1,1’-CARBONYLDIIMIDAZOLE DIETHYL AMINOMALONATE HYDROCHLORIDE R-2-BENZYLOXY PROPIONIC ACID 1,1’-CARBONYLDI (1,2-4 TRIAZOLE) N-METHYL INDAZOLE-3-CARBOXYLIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5-BROMO-2CYANO PYRIDINE 5,6-Dimethoxyindanone 5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 2-aminopropyl benzoate hydrochloride 1-(4-(aminomethyl)benzyl)urea hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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