14397-53-6

Basic information

• Product Name: N,N,N',N'-TetraisopropylethanediaMide
• Synonyms: N,N,N',N'-TetraisopropylethanediaMide
• CAS NO: 14397-53-6
• Molecular Formula: C14H28N2O2
• Molecular Weight: 256.38432
• Mol File: 14397-53-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 105 °C
• Boiling Point: 314.4±25.0 °C(Predicted)
• Appearance: /
• Density: 0.949±0.06 g/cm3(Predicted)
• PKA: -0.96±0.70(Predicted)
• CAS DataBase Reference: N,N,N',N'-TetraisopropylethanediaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N,N',N'-TetraisopropylethanediaMide(14397-53-6)
• EPA Substance Registry System: N,N,N',N'-TetraisopropylethanediaMide(14397-53-6)

Safety Data

• Hazardous Substances Data: 14397-53-6(Hazardous Substances Data)

Upstream product

• 100-48-1 pyridine-4-carbonitrile 
• 104189-31-3 2-[bis(1-methylethyl)amino]-2-oxoacetic acid 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 95-92-1 oxalic acid diethyl ester 
• 201230-82-2 carbon monoxide 
• 108-18-9 diisopropylamine 
• 110193-57-2 methyl 2-(diisopropylamino)-2-oxoacetate 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 96323-99-8 N,N,N',N'-Tetraisopropyl-oxalamide; compound with 4-methyl-phenol 
• 96323-94-3 N,N,N',N'-Tetraisopropyl-oxalamide; compound with o-xylene 
• 96323-96-5 N,N,N',N'-Tetraisopropyl-oxalamide; compound with p-xylene 
• 96323-95-4 N,N,N',N'-Tetraisopropyl-oxalamide; compound with m-xylene 
• 96323-93-2 N,N,N',N'-Tetraisopropyl-oxalamide; compound with toluene 
• 96324-03-7 N,N,N',N'-Tetraisopropyl-oxalamide; compound with benzene-1,3-diol 
• 96345-72-1 N,N,N',N'-Tetraisopropyl-oxalamide; compound with benzene 

Relevant articles and documents

On the two-ligand catalytic asymmetric deprotonation of N-Boc pyrrolidine: Probing the effect of the stoichiometric ligand

(Chemical Equation Presented) To map out the stoichiometric ligand requirements in the two-ligand catalytic asymmetric deprotonation of N-Boc pyrrolidine, 24 different ligands have been evaluated; the highest enantioselectivity (90:10 er) was obtained by using s-BuLi in the presence of 0.3 equiv of (-)-sparteine and 1.3 equiv of a cyclohexanediamine-derived ligand.

A FACILE, CONVENIENT AND SELECTIVE HOMOLYTIC CARBAMOYLATION OF HETEROAROMATIC BASES

The oxidative decarboxylation of monoamides of oxalic acid provides carbamoyl radicals, which are useful for the selective carbamoylation of protonated heteroaromatic bases; this reaction represents the first general and selective method for the N-alkyl or N-arylcarbamoylation of heteroaromatic bases.Compared to alkoxycarbonylation, this reaction is much more effective and selective, owing to more favourable polar and enthalpic effects.The importance of the steric effects is also emphasized.