926-75-0

Basic information

• Product Name: Di(3,5,5-triMethylhexyl)aMine
• Synonyms: Di(3,5,5-triMethylhexyl)aMine;3,3',5,5,5',5'-HexaMethyl-dihexylaMine;3,5,5-TriMethyl-N-(3,5,5-triMethylhexyl)-1-hexanaMine
• CAS NO: 926-75-0
• Molecular Formula: C₁₈H₃₉N
• Molecular Weight: 269.50896
• Product Categories: Aliphatics
• Mol File: 926-75-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator
• CAS DataBase Reference: Di(3,5,5-triMethylhexyl)aMine(CAS DataBase Reference)
• NIST Chemistry Reference: Di(3,5,5-triMethylhexyl)aMine(926-75-0)
• EPA Substance Registry System: Di(3,5,5-triMethylhexyl)aMine(926-75-0)

Safety Data

• Hazardous Substances Data: 926-75-0(Hazardous Substances Data)

Usage

Chemical Properties

Di(3,5,5-triMethylhexyl)aMine is Light Yellow Oil

Uses

Di(3,5,5-triMethylhexyl)aMine is used in the preparation of N-nitrosoamines series.

Synthetic route

3,5,5-trimethylhexanoic acid (3302-10-1) → 3,5,5-trimethylhexylamine (3378-63-0) + 3,5,5-trimethylhexanamide (90726-43-5) + bis(3,5,5-trimethylhexyl)amine (926-75-0)

Conditions	Yield
Stage #1: 3,5,5-trimethylhexanoic acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry; Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry;	A 60% B 21% C 14%

(3,5,5-trimethyl-hexyl)-(3,5,5-trimethyl-hexylidene)-amine (3378-76-5) → bis(3,5,5-trimethylhexyl)amine (926-75-0)

Conditions	Yield
With hydrogen

3,5,5-trimethylhexylamine (3378-63-0) → bis(3,5,5-trimethylhexyl)amine (926-75-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. Na2S2O8, AgNO3, NaOH 2: H2 View Scheme

bis(3,5,5-trimethylhexyl)amine (926-75-0) + N-(2,4-dimethylphenyl)isocyanate (51163-29-2) → 3-(2,4-Dimethyl-phenyl)-1,1-bis-(3,5,5-trimethyl-hexyl)-urea (86781-59-1)

Conditions	Yield
In hexane Ambient temperature;	68%

bis(3,5,5-trimethylhexyl)amine (926-75-0) → (3,5,5-trimethyl-hexyl)-(3,5,5-trimethyl-hexylidene)-amine (3378-76-5)

Conditions	Yield
With pyridine-2-carboxylic acid, Ag(II) chelate; water

Upstream product

• 3302-10-1 3,5,5-trimethylhexanoic acid 
• 3378-63-0 3,5,5-trimethylhexylamine 
• 3378-76-5 (3,5,5-trimethyl-hexyl)-(3,5,5-trimethyl-hexylidene)-amine 

Downstream Products

• 86781-59-1 3-(2,4-Dimethyl-phenyl)-1,1-bis-(3,5,5-trimethyl-hexyl)-urea 

Relevant articles and documents

One-pot reductive amination of carboxylic acids: a sustainable method for primary amine synthesis

The reductive amination of carboxylic acids is a very green, efficient and sustainable method for the production of (bio-based) amines. However, with current technology, this reaction requires two to three reaction steps. Here, we report the first (heterogeneous) catalytic system for the one-pot reductive amination of carboxylic acids to amines, with solely H2 and NH3 as the reactants. This reaction can be performed with relatively cheap ruthenium-tungsten bimetallic catalysts in the green and benign solvent cyclopentyl methyl ether (CPME). Selectivities of up to 99% for the primary amine could be achieved at high conversions. Additionally, the catalyst is recyclable and tolerant for common impurities such as water and cations (e.g. sodium carboxylate).