(2R)-3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid

Basic Information

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CAS Number

20445-31-2

Molecular Formula

C10H9F3O3

Molecular Weight

234.17 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

46-49 °C

Boiling Point

105-107 °C/1 mmHg

Solubility

Soluble in methanol (50 mg/ 1 ml).

Refractive Index

n20/D 1.473(lit.)

Specific Rotation

D25 +68.5 ± 1.3° (c = 1.49 in CH3OH)

SMILES

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COC(C1=CC=CC=C1)(C(=O)O)C(F)(F)F

InChI

InChI=1S/C10H9F3O3/c1-16-9(8(14)15,10(11,12)13)7-5-3-2-4-6-7/h2-6H,1H3,(H,14,15)/t9-/m1/s1

InChIKey

JJYKJUXBWFATTE-SECBINFHSA-N

LogP

2.1752000000000002

Topological Polar Surface Area

46.53 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

259

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class IRRITANT Class IRRITANT

Class HYGROSCOPIC Class HYGROSCOPIC

Class KEEP COLD Class KEEP COLD

Sensitiveness

Hygroscopic

Synonyms & References

English

(R)-(+)-.ALPHA.-METHOXY-.ALPHA.-(TRIFLUOROMETHYL)PHENYLACETIC ACID
(R)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic Acid
(R)-(+)-3,3,3-TRIFLUORO-2-PHENYL-2-METHOXYPROPANOIC ACID
SB35195
(R)-(+)-ALPHA-METHOXY-ALPHA-(TRIFLUOROMETHYL)PHENYLACETIC ACID [OPTICAL RESOLVING]
(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid
(R)-(+)-alpha-Methoxy-alpha-trifluoromethyl-phenylacetic acid
AMY32681
Q27254219
(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid
(R)-(+)-Mosher's acid
(+)-A-Methoxy-A-(trifluoromethyl)phenylacetic acid
AKOS005254473
(R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid, for chiral derivatization, >=99.0%
(+)-Mosher's Acid
27O5L9T1WM
(r)-(+)-a-methoxy-a-trifluoromethylphenylacetic acid
(+)-Mtpa
M0831
(+)-alpha-methoxy-alpha-trifluoromethylphenylacetic acid
UNII-27O5L9T1WM
(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid
(R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid, 99%
BENZENEACETIC ACID, .ALPHA.-METHOXY-.ALPHA.-(TRIFLUOROMETHYL)-, (.ALPHA.R)-
J-013327
.ALPHA.-METHOXY-.ALPHA.-TRIFLUOROMETHYLPHENYLACETIC ACID, (+)-
r-(+)-alpha-methoxy-alpha-(trifluoromethyl)phenyl acetic acid
(R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid
(R)-(+)-MOSHER ACID
20445-31-2
Moshers's acid

MDL Number

MFCD00004184

FAQ

What are the physical and chemical properties of (2R)-3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid (CAS: 20445-31-2)?

(2R)-3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid is a white crystalline solid with a molecular weight of approximately 267.25 g/mol. It is poorly soluble in water but soluble in organic solvents. The compound shows limited reactivity, primarily undergoing esterification and substitution reactions. It has a melting point of around 75°C and a pKa of about 4.8.

How is (2R)-3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid (CAS: 20445-31-2) typically synthesized?

(2R)-3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid is synthesized through a multi-step process involving the protection of the phenolic hydroxyl group, fluoroalkylation, and deprotection. Commonly, the synthesis involves using fluoroform, phenol, and appropriate protecting agents such as tert-butyldimethylsilyl chloride. The reaction typically yields a mixture of stereoisomers, and enantioselective methods can be employed for higher selectivity.

What industries use (2R)-3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid (CAS: 20445-31-2)?

(2R)-3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid finds application in the pharmaceutical industry, where it acts as a key intermediate in the synthesis of various drug molecules. It is also utilized in the polymer industry for functionalization purposes and in the sensor industry for detecting specific analytes. Additionally, it plays a role in semiconductor manufacturing as a precursor in material synthesis.

What precautions should be taken when handling (2R)-3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid (CAS: 20445-31-2)?

When handling (2R)-3,3,3-Trifluoro-2-methoxy-2-phenylpropanoic acid, it is essential to wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and lab coat. The compound should be stored in a well-ventilated area away from heat sources and incompatible materials. In case of a spill, avoid direct contact and clean up using appropriate absorbents. Always consult the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.