(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: 2025-01-27 09:38:02
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 | n |
| 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) |
 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
New Products
3-(hexyloxy)-4-(pyridin-3-yl)-1,2,5-thiadiazole 3-Pyridineacetonitrile, α-hydroxy- 2-Propanamine, 1-chloro-, hydrochloride (9CI) 3-Iodophenylacetic acid Cyclohexane, (2-propynyloxy)- (S)-1-Boc-3-methanesulfonyloxy-pyrrolidine Pivalic anhydride,98% Phenylmethanesulfonyl fluoride, 98% Glyoxylic acid solution, 50% in water tert-Butyl glycinate,97% 4-Ethoxybenzoic acid, 99% Sodium 1-octanesulfonate monohydrate 7-Ethyl Tryptophol 2-AMINO-3,5-DIBROMO BENZALDEHYDE [ADBA] L-Glutamic Acid Dimethyl Ester Hcl N, N-Carbonyldiimidazole (CDI) 5-Cyanophthalide 10-Methoxy-5H-dibenz[b,f]azepine 3-Methoxybenzonitrile Dibenzoyl Peroxide 4-Methoxybenzonitrile Titanium Dioxide Chloral PentachlorobenzonitrileRelated products of tetrahydrofuran
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