13372-76-4

Basic information

• Product Name: (1E)-N-hydroxydodecan-1-imine
• CAS NO: 13372-76-4
• Molecular Formula: C₁₂H₂₅NO
• Molecular Weight: 199.333
• Mol File: 13372-76-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 259.046°C at 760 mmHg
• Flash Point: 148.816°C
• Density: 0.879g/cm³
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.455
• CAS DataBase Reference: (1E)-N-hydroxydodecan-1-imine(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-N-hydroxydodecan-1-imine(13372-76-4)
• EPA Substance Registry System: (1E)-N-hydroxydodecan-1-imine(13372-76-4)

Safety Data

• Hazardous Substances Data: 13372-76-4(Hazardous Substances Data)

Upstream product

• 112-54-9 Dodecanal 
• 124-22-1 n-Dodecylamine 

Downstream Products

• 124-22-1 n-Dodecylamine 
• 1704-15-0 3-hydroxy-1,3-diphenyl-2-propen-1-one 
• 2437-25-4 undecyl cyanide 
• 1120-16-7 lauric acid amide 
• 122221-18-5 (5R,6R)-6-(Diphenyl-phosphinoyl)-5-hydroxy-6-(3-undecyl-isoxazol-5-yl)-hexanoic acid methyl ester 
• 122221-07-2 5-(Diphenyl-phosphinoylmethyl)-3-undecyl-isoxazole 
• 122221-17-4 N-{1-[(E)-2-Oxo-4-phenyl-but-3-en-(Z)-ylidene]-dodecyl}-acetamide 
• 122221-15-2 5-((E)-Styryl)-3-undecyl-isoxazole 
• 122221-16-3 (1E,4Z)-5-Amino-1-phenyl-hexadeca-1,4-dien-3-one 
• 112-54-9 Dodecanal 

Relevant articles and documents

Cascade Process for Direct Transformation of Aldehydes (RCHO) to Nitriles (RCN) Using Inorganic Reagents NH2OH/Na2CO3/SO2F2 in DMSO

A simple, mild, and practical process for direct conversion of aldehydes to nitriles was developed feathering a wide substrate scope and great functional group tolerability (52 examples, over 90% yield in most cases) using inorganic reagents (NH2OH/Na2CO3/SO2F2) in DMSO. This method allows for transformations of readily available, inexpensive, and abundant aldehydes to highly valuable nitriles in a pot, atom, and step-economical manner without transition metals. This protocol will serve as a robust tool for the installation of cyano-moieties to complicated molecules.

Nanocrystalline CeO2 as a Highly Active and Selective Catalyst for the Dehydration of Aldoximes to Nitriles and One-Pot Synthesis of Amides and Esters

The dehydration of aldoximes into nitriles has been performed in the presence of various metal oxides with different acid-base properties (Al2O3, TiO2, CeO2, MgO). The results showed that a nanocrystalline CeO2 was the most active catalyst. An in situ IR spectroscopy study supports a polar elimination mechanism in the dehydration of aldoxime on metal oxide catalysts, in which Lewis acid sites and basic sites are involved. The Lewis acid sites intervene in the adsorption of the oxime on the catalyst surface while surface base sites are responsible for the C1-H bond cleavage. Thus, the acid-base properties of nanocrystalline CeO2 are responsible for the high catalytic activity and selectivity. A variety of aldoximes including alkyl and cycloalkyl aldoximes have been dehydrated into the corresponding nitriles in good yields (80-97%) using nanosized ceria which moreover resulted in a stable and reusable catalyst. Additionally, it has been showed that a variety of pharmacologically important products such as picolinamide and picolinic acid alkyl ester derivatives can be obtained in good yields from 2-pyridinaldoxime in a one-pot process using the nanoceria as catalyst.

A tungsten-tin mixed hydroxide as an efficient heterogeneous catalyst for dehydration of aldoximes to nitriles

(Chemical Equation Presented) Mix and match: A tungsten-tin mixed hydroxide (W-Sn hydroxide), prepared by the simple coprecipitation method, acts as a reusable heterogeneous catalyst for the dehydration of various aldoximes to the corresponding nitriles (see scheme, top). Furthermore, the W-Sn hydroxide catalyst could be applied to the direct one-pot synthesis of nitriles from hydroxylamine and the corresponding aldehydes (see scheme, bottom).