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

(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE Basic information
Product Name:(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
Synonyms:(R)-(fi)-alpha-methoxy-alpha-trifluoromethylphenylacetylchloride;(R)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride, 98+%;(R)-(-)-MTPA-Cl, Moshers acid chloride;(S)-2-Methoxy-2-phenyl-3,3,3-trifluoropropionic acid chloride;(S)-2-Methoxy-3,3,3-trifluoro-2-phenylpropionic acid chloride;(S)-2-Phenyl-2-methoxy-3,3,3-trifluoropropionic acid chloride;[S,(+)]-α-Methoxy-α-(trifluoromethyl)benzeneacetic acid chloride;(R)-(-)-^a-Methoxy-^a-(trifluoromethyl)phenylacetyl chloride, 98+%
CAS:39637-99-5
MF:C10H8ClF3O2
MW:252.62
EINECS:621-758-4
Product Categories:Analytical Chemistry;e.e. / Absolute Configuration Determination (NMR);Enantiomer Excess & Absolute Configuration Determination
Mol File:39637-99-5.mol
(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE Structure
(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE Chemical Properties
alpha D25 -10.0± 0.1° (neat, l = 1)
Boiling point 213-214 °C(lit.)
density 1.35 g/mL at 25 °C(lit.)
refractive index n20/D 1.469(lit.)
Fp 194 °F
storage temp. Inert atmosphere,Store in freezer, under -20°C
form Liquid
color Clear colorless to light yellow
Specific Gravity1.353
optical activity[α]20/D 137±2°, c = 6.4% in carbon tetrachloride
Water Solubility Sparingly miscible with water.
Sensitive Moisture Sensitive
Merck 14,6280
BRN 3591565
CAS DataBase Reference39637-99-5(CAS DataBase Reference)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-27-36/37/39-45
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
ACROS English
SigmaAldrich English
ALFA English
(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE Usage And Synthesis
Chemical Propertiesclear colorless to light yellow liquid
Uses(R)-(-)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride is used as a chiral acylating reagent, which is used in the resolution of amino acid enantiomers like 2,5-dimethoxy-4-methylamphetamine. It is also suitable for the determination of the optical composition of compounds extracted from biological fluids.
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 (+/-)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID (+/-)-2-CHLORO-1-PHENYLETHANOL Methoxyacetyl chloride 2-PHENYL-1,1,1-TRIFLUOROPROPAN-2-OL (S)-1-Chloro-2-propanol 1-PHENYL-2,2,2-TRIFLUOROETHANOL (R)-1-Chloro-2-propanol (R)-(-)-ALPHA-(TRIFLUOROMETHYL)BENZYL ALCOHOL (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE 1-CHLORO-3-FLUOROISOPROPANOL (S)-2-CHLORO-1-PHENYL-ETHANOL ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE,(+/-)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE 1-CHLORO-2-METHYL-2-PROPANOL Phenylacetyl chloride 3,3,3-TRIFLUOROPROPIONYL CHLORIDE 2-(TRIFLUOROMETHYL)PROPIONALDEHYDE (+/-)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE,ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE

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