1646-99-7

Basic information

• Product Name: 2-Methylbutanal 2,4-Dinitrophenylhydrazone
• Synonyms: 2-Methylbutanal 2,4-Dinitrophenylhydrazone
• CAS NO: 1646-99-7
• Molecular Formula: C₁₁H₁₄N₄O₄
• Molecular Weight: 266
• Product Categories: Amines;Aromatics
• Mol File: 1646-99-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2-Methylbutanal 2,4-Dinitrophenylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylbutanal 2,4-Dinitrophenylhydrazone(1646-99-7)
• EPA Substance Registry System: 2-Methylbutanal 2,4-Dinitrophenylhydrazone(1646-99-7)

Safety Data

• Hazardous Substances Data: 1646-99-7(Hazardous Substances Data)

Upstream product

• 1509-34-8 D-allo-isoleucine 
• 319-78-8 D-Isoleucine 
• 1730-97-8 (S)-2-methylbutyraldehyde 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 1565-80-6 (2S)-2-methyl-1-butanol 
• 96-15-1 2-Methylbutylamine 
• 96-17-3 2-Methylbutyraldehyde 
• 33204-49-8 (R)-2-methyl-butyraldehyde-(2,4-dinitro-phenylhydrazone) 
• 1730-96-7 2,4-dinitrophenylhydrazone of (2S)-2-methyl-1-butanal 

Relevant articles and documents

Properties and structure of a novel peptide antibiotic No. 1907

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A modification of a conventional technique for the synthesis of hydrazones of racemic carbonyls: Prevention of spontaneous chiral inversion

Conventionally hydrazones and other derivatives of carbonyls are synthesized under acidic conditions when spontaneous chiral inversion is a common problem if the carbonyl compound is chiral. A new method has been developed involving solid phase microwave-assisted conditions for the synthesis of 2,4-dinitrophenyl hydrazone(s) of chiral carbonyl compounds wherein there occurred no inversion of configuration. The method provided high yields (91-95%) in short reaction times (4-6 min). The method proposed clearly has synthetic advantages over current practices. The hydrazones were characterized by IR, 1H NMR and CHN analysis. The hydrazones represent enantiomeric pairs tagged with a strong chromophore rather than diastereomers. The enantiomeric pairs were separated by HPLC using an α1-acid glycoprotein column and the best resolution of all the analytes was achieved with a mobile phase containing 0.5% 2-propanol in 10 mM citrate phosphate buffer at pH 6.5. The chromatographic peaks clearly showed base line separation with comparable peak areas and thus the results confirmed that there was no spontaneous inversion of configuration during derivatization. The chromatograms corresponding to the products obtained by conventional procedure (from the racemic mixtures of analytes) showed peaks with unequal areas suggesting formation of enantiomers in unequal amounts (i.e., non racemic mixtures) because of spontaneous inversion of the configuration during derivatization.

Absolute Stereochemistry of Neovasinin, a Phytotoxin Produced by the Fungus, Neocosmospora vasinfecta

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