3598-75-2

Basic information

• Product Name: N-benzyl-2,4,4-trimethylpentan-2-amine
• CAS NO: 3598-75-2
• Molecular Formula: C₁₅H₂₅N
• Molecular Weight: 219.3657
• Mol File: 3598-75-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 285.7°C at 760 mmHg
• Flash Point: 105.8°C
• Density: 0.889g/cm³
• Vapor Pressure: 0.00276mmHg at 25°C
• Refractive Index: 1.493
• CAS DataBase Reference: N-benzyl-2,4,4-trimethylpentan-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-2,4,4-trimethylpentan-2-amine(3598-75-2)
• EPA Substance Registry System: N-benzyl-2,4,4-trimethylpentan-2-amine(3598-75-2)

Safety Data

• Hazardous Substances Data: 3598-75-2(Hazardous Substances Data)

Upstream product

• 107-45-9 tert-Octylamine 
• 100-39-0 benzyl bromide 
• 100-46-9 benzylamine 
• 103-49-1 dibenzylamine 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 100-44-7 benzyl chloride 
• 49707-52-0 1-phenyl-N-(2,4,4-trimethylpentan-2-yl)methanimine 

Downstream Products

• 110420-78-5 N-benzyl-N-(1,1,3,3-tetramethyl-butyl)-glycine nitrile 

Relevant articles and documents

Dehydrogenative synthesis of imines from alcohols and amines catalyzed by a ruthenium N-heterocyclic carbene complex

A new method for the direct synthesis of imines from alcohols and amines is described where hydrogen gas is liberated. The reaction is catalyzed by the ruthenium N-heterocyclic carbene complex [RuCl2(IiPr)(p-cymene)] in the presence of the ligand DABCO and molecular sieves. The imination can be applied to a variety of primary alcohols and amines and can be combined with a subsequent addition reaction. A deuterium labeling experiment indicates that the catalytically active species is a ruthenium dihydride. The reaction is believed to proceed by initial dehydrogenation of the alcohol to the aldehyde, which stays coordinated to ruthenium. Nucleophilic attack of the amine affords the hemiaminal, which is released from ruthenium and converted into the imine.

Ruthenium-catalyzed synthesis of secondary alkylamines: Selective alkylation with aliphatic amines

The chemoselective N-alkylation of tert-alkylamines applying aliphatic amines is described for the first time. In the presence of the Shvo catalyst 1, tert-octylamine 4 and 1-adamantylamine 5 are alkylated using primary, secondary, and even tertiary amine

Cesium Hydroxide Promoted Chemoselective N-Alkylation for the Generally Efficient Synthesis of Secondary Amines

(Matrix presented) Selective N-alkylation of primary amines was developed using cesium hydroxide to prepare various secondary amines efficiently. A cesium base not only promoted monoalkylations of primary amines but also suppressed overalkylations. Various amines and alkyl bromides were examined, and the preliminary results demonstrated this methodology was highly chemoselective, favoring mono-N-alkylation over dialkylation. In particular, use of amino acid derivatives afforded the desired secondary amines exclusively.