| Identification | More | [Name]
(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE | [CAS]
20445-33-4 | [Synonyms]
(+)-ALPHA-METHOXY-ALPHA-(TRIFLUOROMETHYL)PHENYLACETYL CHLORIDE
(+)-MOSHER'S ACID CHLORIDE
MOSHER'S ACID CHLORIDE
(+)-MOSHER'S CHLORIDE
(+)-MTPA-CL
(R)-(-)-1-METHOXY-1-(TRIFLUOROMETHYL)PHENYL ACETYL CHLORIDE
(R)-(+)-1-METHOXY-1-(TRIFLUOROMETHYL)PHENYLACETYL CHLORIDE
(R)-(-)-ALPHA-METHOXY-ALPHA-(TRIFLUOROMETHYL)BENZENEACETYLCHLORIDE
R(-)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID CHLORIDE
(R)-(-)-ALPHA-METHOXY-ALPHA-(TRIFLUOROMETHYL)PHENYLACETYL CHLORIDE
(R)-(-)-A-METHOXY-A-(TRIFLUOROMETHYL)PHENYLACETYL CHLORIDE
R(-)-MTPA-CL
(S)-(+)-1-METHOXY-1-(TRIFLUOROMETHYL)PHENYL ACETYL CHLORIDE
(S)-(+)-ALPHA-METHOXY-ALPHA-(TRIFLUOROMETHYL)BENZENEACETYLCHLORIDE
(S)-(-)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
(S)-(+)-ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETYL CHLORIDE
(S)-(+)-A-METHOXY-A-(TRIFLUOROMETHYL)PHENYLACETYL CHLORIDE
(S)-(+)-MTPA-CL
(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetylChloride[forDeterminationoftheopticalpurityofAlcoholsandAmines]
(S)-(+)-α-Methoxy-α-trifluoromethylphenylacetyl chloride | [EINECS(EC#)]
633-847-5 | [Molecular Formula]
C10H8ClF3O2 | [MDL Number]
MFCD00067105 | [Molecular Weight]
252.62 | [MOL File]
20445-33-4.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to light yellow liquid | [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 | [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 Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S27:Take off immediately all contaminated clothing . | [RIDADR ]
UN 3265 8/PG 2
| [WGK Germany ]
3
| [F ]
10-21 | [Hazard Note ]
Corrosive/Freeze | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29189900 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to light yellow liquid | [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. | [Uses]
Resolution of enantiomers primarily of alcohols and amines. | [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.] |
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