3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid

Base Information

• Chemical Name: 3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid
• CAS No.: 81655-41-6
• Molecular Formula: C₁₀H₉F₃O₃
• Molecular Weight: 234.175
• Hs Code.: 29189900
• European Community (EC) Number: 623-560-3,625-074-7
• NSC Number: 370475
• UNII: E015GCC0MA
• DSSTox Substance ID: DTXSID90897007
• Nikkaji Number: J529.425H
• Wikipedia: Mosher%27s_acid,Mosher's_acid
• Wikidata: Q408407
• Mol file: 81655-41-6.mol

Synonyms:alpha-methoxy-alpha-(trifluoromethyl)phenylacetic acid;Mosher's acid;Mosher's acid, (R)-isomer;Mosher's acid, (S)-isomer

Chemical Property of 3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid

Chemical Property:

• Vapor Pressure: 0.000868mmHg at 25°C
• Melting Point: 41-46oC(lit.)
• Refractive Index: n20/D 1.476(lit.)
• Boiling Point: 287.2°Cat760mmHg
• Flash Point: 134.2°C
• PSA: 46.53000
• Density: 1.349g/cm³
• LogP: 2.17520
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 234.05037863
• Heavy Atom Count: 16
• Complexity: 259

Purity/Quality:

97% ^*data from raw suppliers

3,3,3-Trifluoro-2-methoxy-2-phenylpropanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(C1=CC=CC=C1)(C(=O)O)C(F)(F)F

Technology Process of 3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid

There total 32 articles about 3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

(S,R)-4-phenyl-3-(2-methoxy-2-phenyl-2-trifluoromethyl-acetyl)oxazolidin-2-one (1044204-03-6) → C18H18F3NO3 (1044204-62-7) + (S)-Mosher acid (17257-71-5,20445-31-2,56135-03-6,81655-41-6) + (4R)-phenyl-2-oxazolidinone (90319-52-1,7480-32-2)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 20 ℃; for 12h;

DOI:10.1016/j.tetasy.2008.04.032

Reference yield: 78.0%

(S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanol (52356-17-9) → (S)-Mosher acid (17257-71-5,20445-31-2,56135-03-6,81655-41-6)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; In phosphate buffer; acetonitrile; at 55 ℃; for 4h;

DOI:10.1016/S0957-4166(03)00023-5

Reference yield:

MTPA (20445-31-2,56135-03-6,81655-41-6,17257-71-5) → R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid (20445-31-2) + (S)-Mosher acid (17257-71-5,20445-31-2,56135-03-6,81655-41-6)

Guidance literature:

MTPA; With (1S,2R)-1-amino-2-indanol; In ethanol; ethyl acetate; at 30 ℃; for 12h;

With hydrogenchloride; Further stages.;

upstream raw materials:

methanol

α-(Chlordifluormethyl)-α-(trifluormethyl)-benzylalkohol

Trimethyl-(2,2,2-trichloro-1-phenyl-1-trifluoromethyl-ethoxy)-silane

α-methoxy-α-trifluoromethyl-phenyl-acetonitrile

Downstream raw materials:

(2S)-2,3-dimethylbutyl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

(S)-Mosher acid

pentafluorophenyl trifluoromethyl-methoxy-phenylacetate