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65361

Supelco

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

for chiral derivatization, 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
Beilstein:
3591560
EC Number:
243-829-5
MDL number:
MFCD00004184
UNSPSC Code:
12000000
PubChem Substance ID:
329760051
NACRES:
NA.22

grade

for chiral derivatization

Quality Level

100

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.

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.

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Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

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)
D.R. Knapp
Handbook of Analytical Derivatization Reactions, 411-411 (1979)
N. Kalyanam et al.
Tetrahedron Letters, 415-415 (1979)
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)
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