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248509

Sigma-Aldrich

(S)-(−)-N-(Trifluoroacetyl)pyrrolidine-2-carbonyl chloride solution

0.1 M in methylene chloride

Synonym(s):

(S)-(−)-N-(Trifluoroacetyl)prolyl chloride solution, TPC

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About This Item

Empirical Formula (Hill Notation):
C7H7ClF3NO2
CAS Number:
36724-68-2
Molecular Weight:
229.58
Beilstein:
480791
MDL number:
MFCD00010418
UNSPSC Code:
12352005
PubChem Substance ID:
24854932
NACRES:
NA.22

optical purity

ee: 95% (GLC)

concentration

0.1 M in methylene chloride

refractive index

n20/D 1.424

density

1.308 g/mL at 25 °C

functional group

acyl chloride
fluoro

storage temp.

2-8°C

SMILES string

FC(F)(F)C(=O)N1CCC[C@H]1C(Cl)=O

InChI

1S/C7H7ClF3NO2/c8-5(13)4-2-1-3-12(4)6(14)7(9,10)11/h4H,1-3H2/t4-/m0/s1

InChI key

NUOYJPPISCCYDH-BYPYZUCNSA-N

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Application

(S)-(−)-N-(Trifluoroacetyl)pyrrolidine-2-carbonyl chloride can be used as a chiral derivatization reagent:
  • In the chiral separation of psychoactive, cathinone- and amphetamine-related drugs using GC-MS technique.
  • In the estimation of cathinone related drug enantiomers in biological samples like urine and plasma using GC-MS technique.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H336,H351

Hazard Classifications

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

Target Organs

Central nervous system

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN9046
MKCN5801
MKCM0286
MKCL0669
MKCK2288

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Indirect chiral separation of new recreational drugs by gas chromatography-mass spectrometry using trifluoroacetyl-L-prolyl chloride as chiral derivatization reagent
Weiss JA, et al.
Chirality, 27(3), 211-215 (2015)
Luis M Valor et al.
PloS one, 12(8), e0183264-e0183264 (2017-08-18)
Plasma cells (PC) represent the heterogeneous final stage of the B cells (BC) differentiation process. To characterize the transition of BC into PC, transcriptomes from human naïve BC were compared to those of three functionally-different subsets of human in vivo-generated
Stefan Mohr et al.
Journal of chromatography. A, 1269, 352-359 (2012-10-13)
Since cathinone derivatives gained high popularity on the recreational drugs market within the past 5 years the development of analytical methods for the achiral and chiral determination of this substance class is of great interest. Not at least because it
Y Du et al.
European review for medical and pharmacological sciences, 23(15), 6570-6578 (2019-08-06)
Papillary thyroid carcinoma (PTC) is the most common type of thyroid malignancy with physiological microRNA (miR) pathomorphological changes. MiR-548c-3p participates in multiple processes of tumor development and progression. However, the role of miR-548c-3p in PTC and the underlying mechanisms remain
Qiao Feng Tao et al.
Journal of biochemical and biophysical methods, 54(1-3), 103-113 (2003-01-25)
Several important chiral phenethylamine agents such as mexiletine, fenfluramine, amphetamine, methamphetamine and N-n-propylamphetamine show stereoselective disposition in humans and large differences in therapeutic relevance and toxicity. To analyze the enantiomers of chiral amine drugs, stereoselective methods were developed to separate
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