1655-54-5

Basic information

• Product Name: N-(2,4-DINITROPHENYL)-L-PHENYLALANINE
• Synonyms: N-DNP-L-PHENYLALANINE;N-(2,4-DINITROPHENYL)-L-PHENYLALANINE;DNP-L-PHENYLALANINE;DNP-L-Phenylalanine 2,4-Dinitrophenyl-L-phenylalanine;N-2,4-dnp-L-phenylalanine;N-(2,4-dinitrophenyl)-3-phenyl-L-alanine;dnp-phe-oh;(S)-α-[(2,4-Dinitrophenyl)amino]benzenepropanoic acid
• CAS NO: 1655-54-5
• Molecular Formula: C₁₅H₁₃N₃O₆
• Molecular Weight: 331.28
• EINECS: 216-742-5
• Product Categories: Amino Acids;Amino Acids (N-Protected);Biochemistry;DNP-Amino Acids
• Mol File: 1655-54-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 187 °C
• Boiling Point: 588.5 °C at 760 mmHg
• Flash Point: 309.7 °C
• Appearance: /
• Density: 1.497 g/cm³
• Vapor Pressure: 1.08E-14mmHg at 25°C
• Refractive Index: -94.5 ° (C=1, AcOH)
• Storage Temp.: −20°C
• Solubility: almost transparency in Methanol
• PKA: 3.60±0.10(Predicted)
• CAS DataBase Reference: N-(2,4-DINITROPHENYL)-L-PHENYLALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,4-DINITROPHENYL)-L-PHENYLALANINE(1655-54-5)
• EPA Substance Registry System: N-(2,4-DINITROPHENYL)-L-PHENYLALANINE(1655-54-5)

Safety Data

• RIDADR: 1325
• WGK Germany: 3
• HazardClass: 4.1
• PackingGroup: II
• Hazardous Substances Data: 1655-54-5(Hazardous Substances Data)

Usage

General Description

N-(2,4-Dinitrophenyl)-L-phenylalanine is a chemical compound used as a chiral derivatizing agent in chromatography and spectrophotometric analysis. It is commonly employed in the determination of amino acids in biological samples. The compound consists of a phenylalanine molecule with a dinitrophenyl group attached to it, allowing for the separation and identification of enantiomers in a sample. Its unique structure and reactivity make it a valuable tool in the analysis of chiral compounds and amino acids, contributing to the advancement of research in biochemistry and pharmaceuticals.

InChI:InChI=1/C15H13N3O6/c19-15(20)13(8-10-4-2-1-3-5-10)16-12-7-6-11(17(21)22)9-14(12)18(23)24/h1-7,9,13,16H,8H2,(H,19,20)/t13-/m0/s1

Upstream product

• 2566-30-5 N-Methyl-L-phenylalanine 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 584-48-5 2,4-dinitrobromobenzene 
• 63-91-2 L-phenylalanine 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 99-65-0 meta-dinitrobenzene 
• 150-30-1 Phenylalanine 

Downstream Products

• 1379603-02-7 2-benzyl-5-nitro-1H-benzimidazole 3-oxide 
• 101101-94-4 (S)-3-benzyl-7-nitro-3,4-dihydro-1H-quinoxalin-2-one 
• 10420-69-6 N-2,4-dinitrophenyl-L-phenylalanine methyl ester 

Relevant articles and documents

Conformational analysis of colchicinoids containing an electron-deficient aromatic ring on the B ring

-

Simple and efficient preparation of (R)- and (S)-enantiomers of α-carbon deuterium-labelled α-amino acids

A procedure for the synthesis of (R)- and (S)-enantiomers of α-carbon deuterium-labelled α-amino acids, exemplified for (R)- and (S)-[2-2H1]-Leu is described. Starting from the respective (S)- or (R)-enantiomer or from the racemic mixture of an α-amino acid the selective proton exchange at the α-carbon is carried out by racemization via a Schiff base in monodeuterated acetic acid as solvent which serves as deuterium source. After N-protection the racemic mixture is liquid chromatographically separated into the individual (R)- and (S)-enantiomers on preparative scale employing a chiral anion exchanger based on carbamoylated quinine as chiral selector. After deprotection the enantiomerically pure products can be obtained in good yields.