Nα-(2,4-Dinitro-5-fluorophenyl)-L-alaninamide (FDAA) - ≥95%(HPLC) , CAS No.95713-52-3

CAS: 95713-52-3 Cat. No.: N139491 Molecular Weight: 272.19 Beilstein Registry Number: 6820069 EC Number: 635-549-0

GRADE & PURITY ≥95%(HPLC)

Synonyms

FDAA | BBL102906 | N-(2,4-Dinitro-5-fluorophenyl)-L-alaninamide | N-(Alpha)-(2,4-Dinitro-5-fluorophenyl)-l-alaninamide | (S)-2-((5-Fluoro-2,4-dinitrophenyl)amino)propanamide | (S)-2-((5-Fluoro-2,4-dinitrophenyl)-amino)propanamide | (S)-2-(5-fluoro-2,4-din

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

For derivatization and resolution of amino acids. Derivatized D- and L-amino acids can be resolved and quantitated by HPLC.

Specifications

Synonyms

FDAA | BBL102906 | N-(2, 4-Dinitro-5-fluorophenyl)-L-alaninamide | N-(Alpha)-(2, 4-Dinitro-5-fluorophenyl)-l-alaninamide | (S)-2-((5-Fluoro-2, 4-dinitrophenyl)amino)propanamide | (S)-2-((5-Fluoro-2, 4-dinitrophenyl)-amino)propanamide | (S)-2-(5-fluoro-2, 4-din

Specifications & Purity

≥95%(HPLC)

Biochemical and Physiological Mechanisms

N-α-(2, 4-Dinitro-5-fluorophenyl)-L-alaninamide (FDAA) is a chiral derivatizing agent and is used routinely to improve the detection of underivatized amino acids in high performance liquid chromatography. Its usage is effective in separating stereoisomer.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%(HPLC)

Names and Identifiers

• Pubchem Sid: 504763882
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763882
• Canonical Smiles: CC(C(=O)N)NC1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])F
• IUPAC Name: (2S)-2-(5-fluoro-2,4-dinitroanilino)propanamide
• InChIKey: NEPLBHLFDJOJGP-BYPYZUCNSA-N
• 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
• Isomeric SMILES: C[C@@H](C(=O)N)NC1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])F
• WGK Germany: 3
• Molecular Weight: 272.19
• Beilstein: 6820069
• Reaxy-Rn: 20154596
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=20154596&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Aniline and substituted anilines

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Aniline and substituted anilines
• Intermediate Tree Nodes: Not available
• Direct Parent: Dinitroanilines
• Alternative Parents: Alpha amino acid amides Alanine and derivatives Nitrobenzenes Phenylalkylamines Nitroaromatic compounds Secondary alkylarylamines Fluorobenzenes Aryl fluorides Primary carboxylic acid amides Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Hydrocarbon derivatives Organic oxides Carbonyl compounds Organic zwitterions Organofluorides Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Dinitroaniline - Alpha-amino acid amide - Alanine or derivatives - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Nitrobenzene - Nitroaromatic compound - Phenylalkylamine - Fluorobenzene - Halobenzene - Secondary aliphatic/aromatic amine - Aryl fluoride - Aryl halide - Amino acid or derivatives - Carboxamide group - Organic nitro compound - C-nitro compound - Primary carboxylic acid amide - Secondary amine - Allyl-type 1,3-dipolar organic compound - Organic oxoazanium - Carboxylic acid derivative - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organic zwitterion - Amine - Organopnictogen compound - Organohalogen compound - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic nitrogen compound - Organofluoride - Organonitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in acetone (10 mg/ml), and water (partly).
• Specific Rotation[α]: 55° (C=1,Acetone)
• Melt Point(°C): 229 °C
• Molecular Weight: 272.190 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 272.056 Da
• Monoisotopic Mass: 272.056 Da
• Topological Polar Surface Area: 147.000 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 382.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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2. Baole Zhang, Wanglong Xu, Chuanlong Yin, Yangming Tang.  (2022)  Characterization of low-level D-amino acid isomeric impurities of Semaglutide using liquid chromatography-high resolution tandem mass spectrometry.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:36462248] [10.1016/j.jpba.2022.115164]

3. Guo Jing, Cui Jiayi, Xun Mingyue, Zhang Wencheng, Xian Mo, Zhang Rubing.  (2025)  Constructing Genetically Engineered Escherichia coli for De Novo Production of L-Threo-3-Hydroxyaspartic Acid.  APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY,      [PMID:40120046] [10.1007/s12010-025-05224-1]

4. Wen-Bo Gao, Shu-Ting Xu, Yong-Jie Yan, Cheng Yang, Xiu-Ping Yan.  (2025)  Kinetic Method Coupled with Thermal-Assisted Paper Spray Ionization Mass Spectrometry for Direct Determination of Enantiomeric Excess of Multiple d/l-Amino Acids in Functional Foods.  JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY,      [PMID:40079893] [10.1021/jasms.5c00050]

5. Qingyun Peng, Wenjia Huang, Xiao Zhang, Xiaoyan Pang, Yunan Liu, Wu Ruan, Qun Li, Li Ding, Huizi Jin, Dehua Yang, Junfeng Wang, Ming-Wei Wang.  (2025)  Structurally Diverse New Metabolites from Three Hadal Trench-Derived Microorganisms.  ACS Omega,      [PMID:39989804] [10.1021/acsomega.4c11083]

6. Xin Tong, Xijian Wu, Xing Zhang, Limin Zhang, Shaohua Huang, Zhen Wu.  (2024)  A Novel Chiral Amino Acid-Based Methodology for Authenticity and Origin Determination of Chinese Wines.  ACS Food Science & Technology,      [PMID:] [10.1021/acsfoodscitech.4c00547]

7. Xitang Qian, Yuxiang Lyu, Siyu Zhou, Yican Qiu, Yan Sun, Yuan Yuan, Minhua Shao.  (2024)  Enhancing Long Stability of Solid-State Batteries Through High-Energy Ball Milling-Induced Decomposition of Sulfide-Based Electrolyte to Sulfur.  ADVANCED MATERIALS,  36  (48): (2412319).  [PMID:39394830] [10.1002/adma.202412319]