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Merck
CN

65363

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

derivatization grade (chiral), 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:
39637-99-5
Molecular Weight:
252.62
UNSPSC Code:
23151817
NACRES:
NA.22
PubChem Substance ID:
329760054
MDL number:
MFCD00044400
Beilstein/REAXYS Number:
3591563

Key Documents

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Product Name

(R)-(−)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride, derivatization grade (chiral), LiChropur™, ≥99.0%

InChI key

PAORVUMOXXAMPL-VIFPVBQESA-N

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

SMILES string

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

grade

derivatization grade (chiral)

product line

ChiraSelect™

assay

≥99.0% (AT)
≥99.0%

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

Quality Level

100

optical activity

[α]20/D −132±2°, c = 6 in chloroform

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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

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.

Other Notes

Discover LiChropur reagents ideal for HPLC or LC-MS analysis
Please note that R(-)-MTPA-Cl is derived from S(-)-MTPA

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

192.2 °F - closed cup

flash_point_c

89 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ1214
BCBT0277
BCBS5401V
BCBS2767V
BCBM2379V

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Michael North
Principles and Applications of Stereochemistry, 112-112 (1998)
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)
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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