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65361

Supelco

(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:
Molecular Weight:
234.17
Beilstein/REAXYS Number:
3591560
EC Number:
MDL number:
UNSPSC Code:
41115716
PubChem Substance ID:
NACRES:
NA.22

grade

derivatization grade (chiral)

Quality Level

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

SMILES string

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

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

InChI key

JJYKJUXBWFATTE-SECBINFHSA-N

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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.[1]

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.[2][3][4][5]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Recommended products

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

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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D.R. Knapp
Handbook of Analytical Derivatization Reactions, 411-411 (1979)
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)

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