(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl chloride

• ChemBase ID: 10383
• Molecular Formular: C10H8ClF3O2
• Molecular Mass: 252.6175296
• Monoisotopic Mass: 252.01649184
• SMILES: c1cccc(c1)C(C(=O)Cl)(C(F)(F)F)OC
• Canonical SMILES: COC(C(F)(F)F)(c1ccccc1)C(=O)Cl
• InChI: InChI=1S/C10H8ClF3O2/c1-16-9(8(11)15,10(12,13)14)7-5-3-2-4-6-7/h2-6H,1H3
• InChIKey: PAORVUMOXXAMPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl chloride; 3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl chloride; (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl chloride
• IUPAC Traditional name: (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl chloride; 3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl chloride; (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl chloride
• Synonyms: (R)-(-)-MTPA-Cl; (R)-(-)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride; (±)-α-Methoxy-α-trifluoromethylphenylacetyl chloride; 3,3,3-Trifluoro-2-methoxy-2-phenylpropionyl chloride; (±)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride; (±)-α-Methoxy-α-trifluoromethylphenylacetyl chloride; (S)-(+)-MTPA-Cl; Mosher’s acid chloride; (S)-(+)-α-Methoxy-α-trifluoromethylphenylacetyl chloride; α-Methoxy-α-trifluoromethylphenylacetyl chloride; (+/-)-2-Methoxy-2-phenyl-3,3,3-trifluoropropanoyl chloride; (+/-)-1-Methoxy-1-(trifluoromethyl)phenylacetyl chloride 99%; (R)-(-)-α-甲氧基-α-(三氟甲基)苯乙酰氯; (+/-)-a-甲氧基-a-(三氟甲基)苯乙酰氯; Mosher 酸氯化物; (S)-(+)-α-甲氧基-α-三氟甲基苯乙酰氯; α-甲氧基-α-三氟甲基苯乙酰氯

Database IDs

• CAS Number: 40793-68-8; 20445-33-4; 39637-99-5; 64312-89-6
• MDL Number: MFCD00078209; MFCD00067105; MFCD00044400
• Beilstein Number: 3591562; 3591568
• PubChem SID: 24884942; 24883974; 24863007; 24883973; 160973690
• PubChem CID: 604961

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.1033459
• LogD (pH = 7.4): 3.1033459
• Log P: 3.1033459
• Molar Refractivity: 52.7283 cm^3
• Polarizability: 19.83953 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 213-214 °C(lit.); 213-214°C; 213-214°C
• Flash Point: 188.6 °F; 192.2 °F; 87 °C; 89 °C; 89°C(192°F)
• Density: 1.327; 1.327 g/mL at 25 °C(lit.); 1.35 g/mL at 25 °C(lit.)
• Refractive Index: 1.471; n20/D 1.469; n20/D 1.469(lit.); n20/D 1.47(lit.); n20/D 1.471(lit.)
• Optical Rotation: [α]20/D +137±2°, c = 6.4% in carbon tetrachloride; [α]20/D -137±2°, c = 6.4% in carbon tetrachloride

Safety Information

• Storage Warning: Corrosive/Store under inert gas/Hygroscopic/Keep Cold; Moisture Sensitive; MOISTURE SENSITIVE, KEEP COLD, CORROSIVE
• European Hazard Symbols: Corrosive (C)
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34; 34-43
• Safety Statements: 20-26-36/37/39-45; 26-27-36/37/39-45; 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H317; H314-H318-H227
• GHS Precautionary statements: P210-P260-P303+P361+P353-P305+P351+P338-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 2
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥99.0%; ≥99.0% (AT); 97%; 98%; 99%
• Grade: Flukabrand™ ChiraSelect reagent; for chiral derivatization
• Optical Purity: ee: ≥99% (GLC); ee: 98% (GLC); enantiomeric ratio: ≥99.5:0.5 (GC)
• Shipped in: wet ice
• Linear Formula: C6H5C(CF3)(OCH3)COCl; C6H5C(OCH3)(CF3)COCl

DETAILS

Apollo Scientific Ltd - PC5847

Racemic mixture

Sigma Aldrich - 369675

Application
Used in the synthesis of natural products1,2 and pheromones.3
Other Notes
doi:10.1038/nprot.2007.354
Packaging
50, 250 mg in glass bottle

Sigma Aldrich - 369667

Other Notes
doi:10.1038/nprot.2007.354

Sigma Aldrich - 667773

Packaging
1 g in glass bottle

Sigma Aldrich - 423408

Legal Information
Flukabrand is a trademark of Sigma-Aldrich GmbH

Sigma Aldrich - 65363

Other Notes
Please note that R(-)-MTPA-Cl is derived from S(-)-MTPA
Packaging
100, 500 mg in glass bottle
Application
Ready-to-use reagent for the determination of the enantiomeric purity of alcohols and amines after derivatization1,2; doi:10.1038/nprot.2007.3543

Sigma Aldrich - 65365

Application
Determination of absolute configuration of stereogenic carbinol carbons; doi:10.1038/nprot.2007.3541