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

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

Synonym(s):(R)-(−)-MTPA-Cl;Mosher’s acid chloride

  • CAS NO.:39637-99-5
  • Empirical Formula: C10H8ClF3O2
  • Molecular Weight: 252.62
  • MDL number: MFCD00044400
  • EINECS: 621-758-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-04-23 13:52:06
(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

(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 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  D25 -10.0± 0.1° (neat, l = 1)
Density  1.35 g/mL at 25 °C(lit.)
refractive index  n20/D 1.469(lit.)
Flash point: 194 °F
storage temp.  Inert atmosphere,Store in freezer, under -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  Sparingly miscible with water.
Sensitive  Moisture Sensitive
Merck  14,6280
BRN  3591565
CAS DataBase Reference 39637-99-5(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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