(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE CAS 20445-33-4

Introduction：Basic information about (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE CAS 20445-33-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

(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 Chemical Properties

• alpha: D24 +129.0± 0.2° (c = 5.17 in CCl4)
• Boiling point: 213-214 °C(lit.)
• 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 Gravity: 1.353
• color: Clear colorless to light yellow
• Optical Rotation: [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
• InChI: 1S/C10H8ClF3O2/c1-16-9(8(11)15,10(12,13)14)7-5-3-2-4-6-7/h2-6H,1H3/t9-/m1/s1
• InChIKey: PAORVUMOXXAMPL-SECBINFHSA-N
• SMILES: CO[C@@](C(Cl)=O)(c1ccccc1)C(F)(F)F
• CAS DataBase Reference: 20445-33-4(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
• F: 10-21
• Hazard Note: Corrosive/Freeze
• HazardClass: 8
• PackingGroup: II
• HS Code: 29189900
• Storage Class: 8A - Combustible corrosive hazardous materials
• Hazard Classifications: Skin Corr. 1B

(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE Usage And Synthesis

Chemical Properties

clear colorless to light yellow liquid

Uses

Resolution 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.

Uses

Used 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 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.]