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

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

Specific Gravity

1.353

color 

Clear colorless to light yellow

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

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-27-36/37/39-45

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

F 

10-21

Hazard Note 

Corrosive/Freeze

HazardClass 

8

PackingGroup 

II

HS Code 

29189900

MSDS

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

Chemical Properties

clear 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 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.]

(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE(39637-99-5)Related Product Information

• 3,3,3-TRIFLUOROPROPIONYL CHLORIDE
• Phenylacetyl chloride
• (+/-)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE,ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
• (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
• 3-CHLORO-1,1,1-TRIFLUOROPROPANE
• (R)-1-Chloro-2-propanol
• 1-CHLORO-2-METHYL-2-PROPANOL
• Methoxyacetyl chloride
• 1-PHENYL-2,2,2-TRIFLUOROETHANOL
• 1-Pentanol
• (+/-)-2-CHLORO-1-PHENYLETHANOL
• (S)-1-Chloro-2-propanol
• 1-CHLORO-3-FLUOROISOPROPANOL
• (S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
• (+/-)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID
• Acetyl chloride
• 3,3,3-Trifluoropropionic acid
• 2-PHENYL-1,1,1-TRIFLUOROPROPAN-2-OL