20445-31-2

Basic information

• Product Name: (R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid
• Synonyms: (R)-(+)-MTPA,(R)-(+)-Mosher'sacid;(R)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid, 99%(e.e.>99.5%);(+)--Methoxy--(trifluoromethyl)phenylaceticacid(Moshersacid);(r)-(+)-à-methoxy-à-(trifluoromethyl)phenylacetic acid;(R)-(+)-1-Methoxy-1-(trifluoromethyl)phenylacetic acid 99% (99%ee);(R)-(+)-1-Methoxy-1-(trifluoromethyl)phenylacetic acid (99%ee);(R)-(+)-ɑ-Methoxy-ɑ-(trifluoromethyl)phenylacetic acid, 99%;(R)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic Acid [Optical Resolving]
• CAS NO: 20445-31-2
• Molecular Formula: C₁₀H₉F₃O₃
• Molecular Weight: 234.17
• EINECS: 243-829-5
• Product Categories: Analytical Chemistry;e.e. / Absolute Configuration Determination (NMR);Enantiomer Excess & Absolute Configuration Determination
• Mol File: 20445-31-2.mol
• Article Data: 18

Chemical Properties

• Melting Point: 46-49 °C(lit.)
• Boiling Point: 105-107 °C1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: White/Crystalline Low Melting Solid
• Density: 1.344 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.164mmHg at 25°C
• Refractive Index: n20/D 1.473(lit.)
• Storage Temp.: 2-8°C
• Solubility: Soluble in methanol (50 mg/ 1 ml).
• PKA: 1.47±0.10(Predicted)
• Sensitive: Hygroscopic
• Merck: 14,6280
• BRN: 2215440
• CAS DataBase Reference: (R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid(20445-31-2)
• EPA Substance Registry System: (R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid(20445-31-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 3-10
• HazardClass: IRRITANT, HYGROSCOPIC, KEEP COLD
• Hazardous Substances Data: 20445-31-2(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline low melting solid

Uses

Different sources of media describe the Uses of 20445-31-2 differently. You can refer to the following data:
1. (R)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid is widely used reagent for determination of optical purities of alcohols and amines by 1H or 19F NMR.
2. Mosher′s acid chloride is used as a dervatization agent for β-arylethylamines, enantiomeric alcohols, and enantiomeric amines. It is also a reagent used for the determination of enantiomeric purity and absolute configuration of alcohols and amines by NMR.

General Description

Mosher′s acid chloride is generally used as a chiral derivatizing agent. It is easily available in enantiomerically pure form. It can form diastereomers with both alcohols and amines.

InChI:InChI=1/C10H8ClF3O2/c1-16-9(8(11)15,10(12,13)14)7-5-3-2-4-6-7/h2-6H,1H3/t9-/m0/s1

Upstream product

• 39532-38-2 (1R,2S,5R)-menthyl (R)-α-methoxy-α-trifluoromethylphenylacetate 
• 80866-87-1 α-methoxy-α-trifluoromethyl-phenyl-acetonitrile 
• 434-45-7 2,2,2-Trifluoroacetophenone 
• 20445-31-2 MTPA 
• 105678-40-8 (2RS)-2-Methoxy-2-trifluoromethylphenylacetamide 
• 120576-70-7 (R)-MTPA 
• 111688-22-3 (R)-(-)-α-methoxy-α-trifluoromethylphenylacetyl chloride 
• 67-56-1 methanol 
• 145938-92-7 1,1,1-Trichloro-3,3,3-trifluoro-2-phenyl-propan-2-ol 
• 141090-95-1 Trimethyl-(2,2,2-trichloro-1-phenyl-1-trifluoromethyl-ethoxy)-silane 
• 13006-19-4 α-(Chlordifluormethyl)-α-(trifluormethyl)-benzylalkohol 
• 1044204-03-6 (S,R)-4-phenyl-3-(2-methoxy-2-phenyl-2-trifluoromethyl-acetyl)oxazolidin-2-one 
• 26164-18-1 (S)-3,3,3-Trifluoro-2-hydroxy-2-phenyl-propionic acid methyl ester 
• 29246-94-4 (S)-3,3,3-trifluoro-2-hydroxy-2-phenylpropanoic acid 

Downstream Products

• 125950-83-6 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-1-trimethylsilanyl-hexyl ester 
• 64715-79-3 L-phenylalaninol-(R)-MTPA amide 
• 143817-74-7 [(S)-1-Hydroxymethyl-2-(4-{5-[(S)-3-hydroxy-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-propyl]-2-methoxy-phenoxy}-phenyl)-ethyl]-carbamic acid tert-butyl ester 
• 144864-71-1 (S)-(3-Benzyloxy-4-methoxy-phenyl)-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-acetic acid methyl ester 
• 144864-72-2 (R)-(3-Benzyloxy-4-methoxy-phenyl)-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-acetic acid methyl ester 
• 144864-74-4 (S)-[4-Methoxy-3-(3-methoxy-2-methyl-phenoxy)-phenyl]-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-acetic acid methyl ester 
• 144864-75-5 (R)-[4-Methoxy-3-(3-methoxy-2-methyl-phenoxy)-phenyl]-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-acetic acid methyl ester 

Relevant articles and documents

Organocatalytic Enantioselective Vinylogous Aldol Reaction of Allyl Aryl Ketones to Activated Acyclic Ketones

The first catalytic asymmetric vinylogous aldol reaction of activated allyls to activated acyclic ketones is disclosed. A variety of activated acyclic ketones, such as trifluoromethyl ketones, α-ketoesters, and α-keto phosphonates, were found to be involved forming diverse γ-selective aldol adducts with high enantioselectivities (up to >99% ee). The method provides an effective, general strategy to access valuable chiral electron-withdrawing group-substituted tertiary hydroxyl-based carboxylic acids.

Thioacids and thioacid salts for determining the enantiomeric excess of chiral compounds containing an electrophilic carbon center

The invention provides novel chiral compounds including 2-methoxy-2-trifluoromethylphenylacetic thioacid useful to react with and analyze other chiral compounds that have an electrophilic chiral carbon center.

Synthetic application of 3,3-dichloro-1, 1, 1-trifluoroacetone (DCTFA) and 3,3,3-trichloro-1, 1, 1-trifluoroacetone (TCTFA) for trifluorolactic acid derivatives

Synthetic application of 3,3-dichloro-1,1,1-trifluoroacetone (DCTFA) and 3,3,3-trichloro-1,1,1-trifluoroacetone (TCTFA) for industrially important trifluorolactic acid derivatives is described. Trifluorolactic acid was obtained by hydrolysis of DCTFA unde