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71478

N_α-(2,4-Dinitro-5-fluorophenyl)-L-alaninamide

Name: N<SUB>α</SUB>-(2,4-Dinitro-5-fluorophenyl)-<SC>L</SC>-alaninamide
Brand: SIAL

derivatization grade (chiral), LiChropur^™, ≥99.0%

Synonym(s):

FDAA, Marfey’s reagent

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About This Item

Empirical Formula (Hill Notation):

C₉H₉FN₄O₅

CAS Number:

95713-52-3

Molecular Weight:

272.19

UNSPSC Code:

23151816

NACRES:

NA.22

PubChem Substance ID:

329763313

MDL number:

MFCD00042049

Beilstein/REAXYS Number:

6820069

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Properties

grade

derivatization grade (chiral)

Quality Segment

100

assay

≥99.0% (sum of enantiomers, TLC), ≥99.0%

form

powder

optical activity

[α]20/D +56±2°, c = 1% in acetone

optical purity

enantiomeric ratio: ≥99.5:0.5 (HPLC)

quality

LiChropur^™

technique(s)

HPLC: suitable, LC/MS: suitable, ion chromatography: suitable

storage temp.

2-8°C

SMILES string

C[C@H](Nc1cc(F)c(cc1[N+]([O-])=O)[N+]([O-])=O)C(N)=O

InChI

1S/C9H9FN4O5/c1-4(9(11)15)12-6-2-5(10)7(13(16)17)3-8(6)14(18)19/h2-4,12H,1H3,(H2,11,15)/t4-/m0/s1

InChI key

NEPLBHLFDJOJGP-BYPYZUCNSA-N

Description

General description

N_α-(2,4-Dinitro-5-fluorophenyl)-L-alaninamide (FDAA) is a chiral derivatizing agent (CDA), has high enantioselectivity but low sensitivity as compared to other CDAs. It is generally used to assign the stereochemistry of amino acids in trace amounts.

Application

FDAA was used as derivatizing reagent, in a study performed to understand unusual amino acids using reversed phase high performance liquid chromatography-electrospray ionization mass spectrometry (RPHPLC-ESI-MS).

Other Notes

Derivatization reagent for the assay of unusual chiral α-amino acid analogs

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

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Pictograms

GHS07

Signal Word

Warning

Hazard Codes

H315,H319,H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)