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65363

Supelco

(R)-(−)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride

for chiral derivatization, LiChropur, ≥99.0%

Synonym(s):

(R)-(−)-MTPA-Cl, Mosher’s acid chloride

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About This Item

Linear Formula:
C6H5C(OCH3)(CF3)COCl
CAS Number:
Molecular Weight:
252.62
Beilstein:
3591563
MDL number:
UNSPSC Code:
12000000
PubChem Substance ID:
NACRES:
NA.22

grade

for chiral derivatization

Quality Level

product line

ChiraSelect

Assay

≥99.0% (AT)
≥99.0%

optical activity

[α]20/D −137±2°, c = 6.4% in carbon tetrachloride

optical purity

enantiomeric ratio: ≥99.5:0.5 (GC)

quality

LiChropur

technique(s)

HPLC: suitable

refractive index

n20/D 1.469
n20/D 1.47 (lit.)

bp

213-214 °C (lit.)

density

1.35 g/mL at 25 °C (lit.)

shipped in

wet ice

storage temp.

−20°C

SMILES string

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

InChI

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

InChI key

PAORVUMOXXAMPL-VIFPVBQESA-N

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General description

(R)-(-)-a-Methoxy-a-(trifluoromethyl)phenylacetyl chloride (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

It was used for derivatizing D-arabinitol and L-arabinitol samples for high performance thin layer chromatography (HPTLC) analysis for studying resolution of the diastereoisomer.
Ready-to-use reagent for the determination of the enantiomeric purity of alcohols and amines after derivatization; doi:10.1038/nprot.2007.354

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Please note that R(-)-MTPA-Cl is derived from S(-)-MTPA

Recommended products

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Legal Information

ChiraSelect is a trademark of Sigma-Aldrich Co. LLC
LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

192.2 °F - closed cup

Flash Point(C)

89 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Characterization of GDP-alpha-D-arabinopyranose, the precursor of D-Arap in Leishmania major lipophosphoglycan.
Schneider, Pascal, Malcolm J. McConville, and M. A. Ferguson.
The Journal of Biological Chemistry, 269.28, 18332-18337 (1994)
Michael North
Principles and Applications of Stereochemistry, 112-112 (1998)
Michael North
Principles and Applications of Stereochemistry, 112-112 (1998)
S. Yamaguchi et al.
Asymmetric Synthesis, 1 (1983)
J.A. Dale et al.
Journal of the American Chemical Society, 95, 512-512 (1973)

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