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Merck
CN

65361

(R)-(+)-α-Methoxy-α-trifluoromethylphenylacetic acid

derivatization grade (chiral), LiChropur™, ≥99.0%

Synonym(s):

(+)-MTPA, Mosher’s acid

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About This Item

Linear Formula:
C6H5C(OCH3)(CF3)CO2H
CAS Number:
20445-31-2
Molecular Weight:
234.17
UNSPSC Code:
41115716
NACRES:
NA.22
PubChem Substance ID:
329760051
EC Number:
243-829-5
Beilstein/REAXYS Number:
3591560
MDL number:
MFCD00004184
Assay:
≥99.0% (T), ≥99.0%
Form:
solid

Key Documents

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InChI key

JJYKJUXBWFATTE-SECBINFHSA-N

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

SMILES string

CO[C@@](C(O)=O)(c1ccccc1)C(F)(F)F

grade

derivatization grade (chiral)

assay

≥99.0% (T), ≥99.0%

form

solid

optical activity

[α]20/D +73±1°, c = 2% in methanol

optical purity

enantiomeric ratio: ≥99.5:0.5 (GC)

quality

LiChropur™

technique(s)

HPLC: suitable

refractive index

n20/D 1.473 (lit.)

bp

105-107 °C/1 mmHg (lit.)

mp

46-49 °C (lit.)

density

1.344 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

100

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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.

Application

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF7003
BCBM7115V

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A new chiral reagent for the determination of nantiomeric purity and absolute configuration of certain substituted -arylethylamines.
L R Pohl et al.
Journal of medicinal chemistry, 16(5), 475-479 (1973-05-01)
J Gal
Journal of pharmaceutical sciences, 66(2), 169-172 (1977-02-01)
Amphetamine and eight related compounds were reacted with the chiral acylating reagent (-)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride to obtain, in each case, two diastereomeric amide derivatives. GLC conditions were found for the separation of the diastereomers in seven of the nine cases studied.
Michael North
Principles and Applications of Stereochemistry, 112-112 (1998)
N. Kalyanam et al.
Tetrahedron Letters, 415-415 (1979)
D.R. Knapp
Handbook of Analytical Derivatization Reactions, 411-411 (1979)
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