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HomeProduct name list(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE

(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: 2023-07-28 17:44:41
(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE Structural

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  n20/D 1.47(lit.)
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)
ghs
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

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