(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE

(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE Basic information
Product Name:(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
Synonyms:(+)-ALPHA-METHOXY-ALPHA-(TRIFLUOROMETHYL)PHENYLACETYL CHLORIDE;(S)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride, 98+%;(S)-(+)-MTPA-Cl, Moshers acid chloride;(S)-(+)-^a-Methoxy-^a-(trifluoromethyl)phenylacetyl chloride, 98+%;(S)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride,99%;(R)-(-)-A-METHOXY-A-(TRIFLUOROMETHYL)PHENYLACETYL CHLORIDE;(R)-(-)-ALPHA-METHOXY-ALPHA-(TRIFLUOROMETHYL)BENZENEACETYLCHLORIDE;R(-)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID CHLORIDE
CAS:20445-33-4
MF:C10H8ClF3O2
MW:252.62
EINECS:633-847-5
Product Categories:Analytical Chemistry;e.e. / Absolute Configuration Determination (NMR);Enantiomer Excess & Absolute Configuration Determination
Mol File:20445-33-4.mol
(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE Structure
(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE Chemical Properties
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 n20/D 1.47(lit.)
Fp 194 °F
storage temp. -20°C
form Liquid
Specific Gravity1.353
color Clear colorless to light yellow
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 Reference20445-33-4(CAS DataBase Reference)
Safety Information
Hazard Codes C
Risk Statements 34-43
Safety Statements 26-36/37/39-45-27
RIDADR UN 3265 8/PG 2
WGK Germany 3
10-21
Hazard Note Corrosive/Freeze
HazardClass 8
PackingGroup II
HS Code 29189900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE Usage And Synthesis
Chemical Propertiesclear colorless to light yellow liquid
UsesResolution of enantiomers primarily of alcohols and amines.
Uses(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.
UsesUsed in the synthesis of natural products and pheromones.
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 MethodsThe 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.]
(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE Preparation Products And Raw materials
3-CHLORO-1,1,1-TRIFLUOROPROPANE (+/-)-2-CHLORO-1-PHENYLETHANOL Methoxyacetyl chloride 2-PHENYL-1,1,1-TRIFLUOROPROPAN-2-OL (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE 1-PHENYL-2,2,2-TRIFLUOROETHANOL (S)-(+)-ALPHA-(TRIFLUOROMETHYL)BENZYL ALCOHOL (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE 1-CHLORO-3-FLUOROISOPROPANOL (R)-2-CHLORO-1-PHENYLETHANOL (+/-)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE,ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE 4-FLUORO-3-(TRIFLUOROMETHYL)ANISOLE 1-CHLORO-2-METHYL-2-PROPANOL Phenylacetyl chloride 3,3,3-TRIFLUOROPROPIONYL CHLORIDE 2-(TRIFLUOROMETHYL)PROPIONALDEHYDE (S)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE,(+/-)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE

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