14353-75-4

Basic information

• Product Name: Decanoic acid, phenyl ester
• CAS NO: 14353-75-4
• Molecular Formula: C16H24O2
• Molecular Weight: 248.365
• Mol File: 14353-75-4.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Decanoic acid, phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Decanoic acid, phenyl ester(14353-75-4)
• EPA Substance Registry System: Decanoic acid, phenyl ester(14353-75-4)

Safety Data

• Hazardous Substances Data: 14353-75-4(Hazardous Substances Data)

Upstream product

• 108-95-2 phenol 
• 112-13-0 n-decanoyl chloride 
• 112-31-2 caprinaldehyde 
• 334-48-5 1-decanoic acid 
• 112-05-0 nonanoic acid 
• 98-80-6 phenylboronic acid 

Downstream Products

• 111-84-2 nonane 
• 34557-54-5 methane 
• 91583-66-3 phenoxotris(triphenylphosphine)cobalt(I) 
• 112-12-9 methyl nonyl ketone 
• 6048-82-4 decanophenone 
• 66606-02-8 p-methyldecanophenone 
• 25360-32-1 carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II) 
• 61817-37-6 RuH(η5-OC6H5)(PPh3) 
• 77635-20-2 5-decylsalicylaldehyde 
• 2985-57-1 4-decylphenol 
• 14353-76-5 1-(2-hydroxy-phenyl)-decan-1-one 
• 14353-77-6 1-(4-hydroxy-phenyl)-decan-1-one 
• 15473-32-2 decananilide 
• 1162025-31-1 bis(2-hydroxy-5-n-decylphenyl)methane 

Relevant articles and documents

Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters

The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]

Transition-Metal-Free Esterification of Amides via Selective N-C Cleavage under Mild Conditions

A general, transition-metal-free, and operationally simple method for esterification of amides by a highly selective cleavage of N-C(O) bonds under exceedingly mild conditions is reported. The reaction is characterized by broad substrate scope and excellent functional group tolerance. The potential of this mild esterification is highlighted by late-stage diversification of natural products and pharmaceuticals. Conceptually, the metal-free acyl functionalization of amides represents a significant step forward as a practical alternative to ligand exchange in acylmetal intermediates.

Organocatalytic oxidation of aldehydes to mixed anhydrides

TEMPO catalyzes the direct oxidation of aldehydes to mixed anhydrides in the presence of a carboxylic acid. The anhydrides can be converted in situ to esters, secondary, tertiary or Weinreb amides in high yield. Oxidation of the aldehyde directly to 2-propyl esters is also possible using only catalytic amounts of acid. The oxidation reactions are rapid and take place under mild conditions.