4088-37-3

Basic information

• Product Name: 1-Octanamine,N,N-diethyl-
• Synonyms: Octylamine,N,N-diethyl- (6CI,7CI,8CI);Octylamine, diethyl- (4CI);Diethyloctylamine;N,N-Diethyloctylamine;N-Octyldiethylamine;NSC 103
• CAS NO: 4088-37-3
• Molecular Formula: C₁₂H₂₇N
• Molecular Weight: 185.3495
• EINECS: 230-939-3
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 4088-37-3.mol

Chemical Properties

• Melting Point: 57 °C(lit.)
• Boiling Point: 222.2 °C at 760 mmHg
• Flash Point: 77.4 °C
• Appearance: /
• Density: 0.792 g/cm³
• Vapor Density: 5.4 (vs air)
• Vapor Pressure: 0.103mmHg at 25°C
• Refractive Index: 1.437
• PKA: 10.65±0.25(Predicted)
• CAS DataBase Reference: 1-Octanamine,N,N-diethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Octanamine,N,N-diethyl-(4088-37-3)
• EPA Substance Registry System: 1-Octanamine,N,N-diethyl-(4088-37-3)

Safety Data

• Hazard Codes: T
• Statements: 25-37/38-41
• Safety Statements: 26-39-45
• RIDADR: UN 2922 8/PG 3
• WGK Germany: 3
• RTECS: RG8075000
• F: 10-23
• Hazardous Substances Data: 4088-37-3(Hazardous Substances Data)

Usage

Uses

Used in Chemical Industry:
1-Octanamine,N,N-diethylis used as a chemical intermediate for the synthesis of various compounds, such as surfactants, emulsifiers, and other specialty chemicals. Its amine functionality allows it to participate in a wide range of chemical reactions, making it a versatile building block in the chemical industry.
Used in Pharmaceutical Industry:
1-Octanamine,N,N-diethylis used as a starting material for the production of certain pharmaceuticals. Its unique structure and reactivity enable it to be incorporated into drug molecules, potentially leading to the development of new therapeutic agents.
Used in Agrochemical Industry:
1-Octanamine,N,N-diethylis used as a component in the formulation of agrochemicals, such as pesticides and herbicides. Its ability to form complexes with other molecules can enhance the effectiveness of these products, improving crop protection and yield.
Used in Material Science:
1-Octanamine,N,N-diethylis used in the development of new materials, such as polymers and coatings, due to its potential to improve properties like adhesion, durability, and chemical resistance. Its presence in these materials can lead to innovative applications in various industries.

InChI:InChI=1/C12H27N/c1-4-7-8-9-10-11-12-13(5-2)6-3/h4-12H2,1-3H3

Upstream product

• 13149-99-0 1-octyl benzenesulfonate 
• 816-43-3 lithium diethylamide 
• 629-27-6 1-Iodooctane 
• 109-89-7 diethylamine 
• 111-83-1 1-bromo-octane 
• 71-43-2 benzene 
• 111-87-5 octanol 
• 64-17-5 ethanol 
• 75-05-8 acetonitrile 
• 121-44-8 triethylamine 

Downstream Products

• 353-66-2 dimethyldifluorosilane 
• 25628-15-3 triethyl-octylammoniumperfluorobutylsulfonate 
• 54335-08-9 Benzyl-diethyl-octyl-ammonium; chloride 

Relevant articles and documents

Reaction of lithium diethylamide with an alkyl bromide and alkyl benzenesulfonate: Origins of alkylation, elimination, and sulfonation

A combination of NMR, kinetic, and computational methods are used to examine reactions of lithium diethylamide in tetrahydrofuran (THF) with n-dodecyl bromide and n-octyl benzenesulfonate. The alkyl bromide undergoes competitive SN2 substitution and E2 elimination in proportions independent of all concentrations except for a minor medium effect. Rate studies show that both reactions occur via trisolvated-monomer-based transition structures. The alkyl benzenesulfonate undergoes competitive SN2 substitution (minor) and N-sulfonation (major) with N-sulfonation promoted at low THF concentrations. The SN2 substitution is shown to proceed via a disolvated monomer suggested computationally to involve a cyclic transition structure. The dominant N-sulfonation follows a disolvated-dimer-based transition structure suggested computationally to be a bicyclo[3.1.1] form. The differing THF and lithium diethylamide orders for the two reactions explain the observed concentration-dependent chemoselectivities.

Atom transfer carbonylation using ionic liquids as reaction media

Photo-induced ATC reactions of RI, CO, and amines to produce amides, were examined using ionic liquids, such as [bmim]PF6 and [bmim]NTf2, as reaction media in the presence of a catalytic amount of a Pd-carbene complex. When the primary alkyl iodide was used, the yield of the amide was lowered due to competing SN2 reactions between RI and amines, whereas the reaction of the tertiary alkyl iodides was dependent on the structure of the substrates. ATC reactions of a wide variety of secondary RI proceeded smoothly when ionic liquids were used as reaction media. The Pd-catalyst and ionic liquid could also be recycled.

Joint Synthesis of Tertiary Unsymmetrical and Symmetrical Aliphatic Amines

Tertiary unsymmetrical and symmetrical aliphatic amines were prepared by reaction of higher (C8-C16) and lower (C2-C4) aliphatic alcohols with nitriles containing the same number of carbon atoms as the lower aliphatic alcohols. Reaction conditions ensuring nearly quantitative yields of tertiary amines were determined.