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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
Pricing and availability is not currently available.

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.[1][2]
  • In the estimation of cathinone related drug enantiomers in biological samples like urine and plasma using GC-MS technique.[3][4]

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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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
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
A validated gas chromatography mass spectrometry method for simultaneous determination of cathinone related drug enantiomers in urine and plasma
Alremeithi RH, et al.
Royal Society of Chemistry Advances, 6(84), 80576-80584 (2016)
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
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