4385-04-0

Basic information

• Product Name: N,N-DIMETHYLHEXYLAMINE
• Synonyms: N-(N-HEXYL)DIMETHYLAMINE;N,N-DIMETHYLHEXYLAMINE;1-(DIMETHYLAMINO)HEXANE;1-Hexanamine, N,N-dimethyl-;Hexanamine, N,N-dimethyl;N,N-Dimethyl-1-hexanamine;N,N-Dimethyl-n-hexylamine;N,N-Dimethylhexylamine,99%
• CAS NO: 4385-04-0
• Molecular Formula: C₈H₁₉N
• Molecular Weight: 129.24
• EINECS: 224-491-8
• Product Categories: Amines;C8;Nitrogen Compounds
• Mol File: 4385-04-0.mol
• Article Data: 43

Chemical Properties

• Melting Point: -76.53°C (estimate)
• Boiling Point: 146-150 °C(lit.)
• Flash Point: 92 °F
• Appearance: Clear colorless/Liquid
• Density: 0.744 g/mL at 25 °C(lit.)
• Vapor Pressure: 4.49mmHg at 25°C
• Refractive Index: n20/D 1.414(lit.)
• Storage Temp.: Flammables area
• Solubility: Miscible with methanol.
• PKA: 9.99±0.28(Predicted)
• Stability: Stable. Flammable. Incompatible with strong acids, strong oxidizing agents.
• BRN: 1732757
• CAS DataBase Reference: N,N-DIMETHYLHEXYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIMETHYLHEXYLAMINE(4385-04-0)
• EPA Substance Registry System: N,N-DIMETHYLHEXYLAMINE(4385-04-0)

Safety Data

• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2733 3/PG 3
• WGK Germany: 3
• F: 9
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 4385-04-0(Hazardous Substances Data)

Usage

Chemical Properties

colourless liquid

Uses

Different sources of media describe the Uses of 4385-04-0 differently. You can refer to the following data:
1. N,N-Dimethylhexylamine is used as an ion-pairing agent to study the poor retention of uridine diphosphate-linked intermediates on reverse phase media. It is also used in the determination of five monophosphate nucleotides in baby foods. It acts as an additive and encapsulated into the nanoparticle with salinomycin (sali), which has selective toxicity to cancer stem cells.
2. N,N-Dimethylhexylamine was used as ion-pairing agent to study the problem of poor retention of uridine diphosphate-linked intermediates on reverse phase media. It was also used in the determining the five monophosphate nucleotides (cytidine 5′-monophosphate, uridine 5′-monophosphate, adenosine 5′-monophosphate, inosine 5′-monophosphate and guanosine 5′-monophosphate) in baby foods.

Synthesis Reference(s)

Synthesis, p. 996, 1981 DOI: 10.1055/s-1981-29677

General Description

The free Salinomycin (Sali), that has selective toxicity to cancer stem cells (CSCs), was encapsulated into the nanoparticle along with the additive N,N-dimethylhexylamine.

InChI:InChI=1/C8H19N/c1-4-5-6-7-8-9(2)3/h4-8H2,1-3H3/p+1

Upstream product

• 120087-76-5 hexyl-trimethyl-ammonium; hydroxide 
• 5830-30-8 N,N-dimethylhexanamide 
• 35161-70-7 N-methylhexanamine 
• 579-75-9 2-Methoxybenzoic acid 
• 109-67-1 1-penten 
• 201230-82-2 carbon monoxide 
• 124-40-3 dimethyl amine 
• 111-25-1 1-bromo-hexane 
• 67530-30-7 N,N-dimethyl O-(2,4,6-trimethylphenyl-sulfonyl) hydroxylamine 
• 646-04-8 (E)-pent-2-ene 
• 64-18-6 formic acid 
• 111-26-2 hexan-1-amine 
• 50-00-0 formaldehyd 
• 66-25-1 hexanal 

Downstream Products

• 132753-65-2 [2-(2-chloro-phenoxy)-ethyl]-hexyl-dimethyl-ammonium; bromide 
• 37615-53-5 N,N-dihexyl-N-methylamine 
• 111-27-3 hexan-1-ol 
• 15066-77-0 n-Hexyltrimethylammonium iodide 

Relevant articles and documents

Green and chemo selective amine methylation using methanol by an organometallic ruthenium complex

Herein a green and convenient catalytic N-methylation of aniline and n-hexylamine using methanol as a dual methylation agent and solvent has been investigated. A new ruthenium carbonyl complex was synthesized and applied as a homogeneous catalyst in methylation reaction. The solid-state structure of the complex was determined by X-ray crystallographic analysis which indicate xantphos ligand bonded to ruthenium (II) as a tridentate pincer ligand by two P donor and one O atom. The catalytic system showed excellent conversion and selectivity toward N-methylaniline, and N,N-hexyldimethylamine at 140°C.

Efficient hydrogenation of aliphatic amides to amines over vanadium-modified rhodium supported catalyst

This work presents a highly efficient catalytic hydrogenation system developed for the selective transformation of tertiary N,N-dimethyldodecanamide and secondary azepan-2-one amides to the corresponding amines. Industrial hydrogenation catalysts Pd/Al2O3, Pt/Al2O3 and Rh/Al2O3 were modified with vanadium (V) or molybdenum (Mo) species as oxophilic centres. The modified catalysts were prepared by deposition of V or Mo precursor on supported catalysts via impregnation method. The catalysts were characterized by ICP-OES, XRD, XPS, H2-TPR, FTIR, CO-chemisorption, TEM, SEM-EDX and TGA. Modified Rh-V/Al2O3 catalyst displayed the best performance affording high yield and selectivity >95 % to the desired tertiary and secondary amines at moderate reaction conditions of T H2 0 sites and oxophilic Vδ+ sites in the bimetallic Rh-V/Al2O3 catalyst were determined to be beneficial for the selective dissociation of C[dbnd]O bond of the carboxamides into the desired amines.

Dimethylamination of Primary Alcohols Using a Homogeneous Iridium Catalyst: A Synthetic Method for N, N-Dimethylamine Derivatives

A new catalytic system for N,N-dimethylamination of primary alcohols using aqueous dimethylamine in the absence of additional organic solvents has been developed. The reaction proceeds via borrowing hydrogen processes, which are atom-efficient and environmentally benign. An iridium catalyst bearing an N-heterocyclic carbene (NHC) ligand exhibited high performance, without showing any deactivation under aqueous conditions. In addition, valuable N,N-dimethylamine derivatives, including biologically active and pharmaceutical molecules, were synthesized. The practical application of this methodology was demonstrated by a gram-scale reaction.