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335975

Sigma-Aldrich

(+)-1-(9-Fluorenyl)ethyl chloroformate solution

18 mM in acetone, for chiral derivatization

Synonym(s):

(+)-FLEC solution

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About This Item

Empirical Formula (Hill Notation):
C16H13ClO2
CAS Number:
107474-79-3
Molecular Weight:
272.73
MDL number:
MFCD00043429
UNSPSC Code:
12352005
PubChem Substance ID:
24860354
NACRES:
NA.22

grade

for chiral derivatization

Quality Level

100

vapor density

2 (vs air)

vapor pressure

180 mmHg ( 20 °C)

form

liquid

concentration

18 mM in acetone

refractive index

n20/D 1.3602

density

0.79 g/mL at 25 °C

storage temp.

2-8°C

InChI

1S/C16H13ClO2/c1-10(19-16(17)18)15-13-8-4-2-6-11(13)12-7-3-5-9-14(12)15/h2-10,15H,1H3

InChI key

SFRVOKMRHPQYGE-UHFFFAOYSA-N

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General description

(+)-1-(9-Fluorenyl)ethyl chloroformate is a highly fluorescent compound1 commonly used as a chiral derivatizing agent for the separation of racemates prior to reversed-phase HPLC analysis.

Application

  • Chiral analysis of β-methylamino alanine (BMAA) enantiomers: Details the use of (+)-1-(9-fluorenyl)-ethyl chloroformate (FLEC) for derivatization followed by LC-MS/MS analysis, improving the understanding of amino acids′ stereochemistry (Zurita et al., 2019).
  • Enantioselective micellar electrokinetic chromatography of dl‐amino acids: Utilizes (+)-1-(9-fluorenyl)ethyl chloroformate derivatization combined with UV-induced fluorescence detection to analyze amino acids, enhancing analytical methodologies (Prior et al., 2018).

Signal Word

Danger

Hazard Statements

H225,H318,H336

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 2 - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

EUH066

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.4 °F

Flash Point(C)

-17 °C

Certificates of Analysis (COA)

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Reversed-phase high-performance liquid chromatographic analysis of atenolol enantiomers in plasma after chiral derivatization with (+)-1-(9-fluorenyl) ethyl chloroformate.
Rosseel MT, et al.
Journal of Chromatography. B, Biomedical Applications, 568(1), 239-245 (1991)
T Teerlink et al.
Clinica chimica acta; international journal of clinical chemistry, 183(3), 309-315 (1989-08-31)
A method to measure total hydroxyproline in human urine was developed. Primary amino acids were derivatized with ortho-phthaldialdehyde, followed by derivatization of imino acids with 9-fluorenylmethyl chloroformate. The fluorescent 9-fluorenylmethyl chloroformate derivatives were separated by reversed phase high-performance liquid chromatography.
Radu-Cristian Moldovan et al.
Journal of chromatography. A, 1564, 199-206 (2018-06-19)
A targeted CE-MS approach was developed for the chiral analysis of biologically relevant amino acids in artificial cerebrospinal fluid (aCSF). In order to achieve chiral resolution, the five amino acids (Ser, Asn, Asp, Gln and Glu) were derivatized with (+)-1-(9-fluorenyl)ethyl
E Okuma et al.
Journal of chromatography. B, Biomedical applications, 660(2), 243-250 (1994-10-14)
After the derivatization of D- and L-amino acids with (+)-1-(9-fluorenyl)ethyl chloroformate, nineteen amino acids were separated into their D- and L-enantiomers and from other physiological amino compounds by reversed-phase ion-pair high-performance liquid chromatography. The separation was performed by three separate
N Todoroki et al.
Journal of chromatography. B, Biomedical sciences and applications, 728(1), 41-47 (1999-06-24)
The natural occurrence of N-methyl-D-aspartate (NMDA) is limited to the foot muscle of Scapharca broughtonii; it is a well known compound for its neuroexitatory activity. This paper describes a high-performance liquid chromatographic (HPLC) method for the determination of NMDA in
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