373-44-4

Basic information

• Product Name: 1,8-Diaminooctane
• Synonyms: 1,8-OCTANEDIAMINE;1,8-DIAMINOOCTANE;RARECHEM AL BW 0084;OCTAMETHYLENDIAMINE;OCTAMETHYLENEDIAMINE;1,4-Octanediamine;1,8-Octamethylenediamine;1,8-Octylenediamine
• CAS NO: 373-44-4
• Molecular Formula: C₈H₂₀N₂
• Molecular Weight: 144.26
• EINECS: 206-764-3
• Product Categories: alpha,omega-Alkanediamines;alpha,omega-Bifunctional Alkanes;Monofunctional & alpha,omega-Bifunctional Alkanes;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Polyamines
• Mol File: 373-44-4.mol
• Article Data: 28

Chemical Properties

• Melting Point: 50-52 °C(lit.)
• Boiling Point: 225-226 °C(lit.)
• Flash Point: 329 °F
• Appearance: White to yellow/Solidified Crystalline Mass
• Density: 0.98 g/mL at 20 °C
• Vapor Pressure: 0.0378mmHg at 25°C
• Refractive Index: 1.4618 (estimate)
• Storage Temp.: 2-8°C
• Solubility: 575g/l
• PKA: 11.00, 10.1(at 20℃)
• Explosive Limit: 1.1-6.8%(V)
• Water Solubility: 575 g/L (20 ºC)
• Sensitive: Hygroscopic
• BRN: 1735426
• CAS DataBase Reference: 1,8-Diaminooctane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Diaminooctane(373-44-4)
• EPA Substance Registry System: 1,8-Diaminooctane(373-44-4)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39-45-37/39
• RIDADR: UN 3259 8/PG 3
• WGK Germany: 3
• RTECS: RG8841500
• F: 3-9-23
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 373-44-4(Hazardous Substances Data)

Usage

Description

1,8-Diaminooctane, also known as alkane-alpha,omega-diamine, is an organic compound characterized by the presence of two amino groups separated by eight methylene groups. It is derived from a hydride of an octane and is typically found as a white to yellowish solidified crystalline mass. This versatile compound is widely used in various industries due to its unique chemical properties and reactivity.

Uses

1,8-Diaminooctane is used as a crucial raw material and intermediate in the field of organic synthesis, contributing to the development of new compounds and materials. Its ability to form covalent bonds with a wide range of molecules makes it a valuable component in the synthesis of various organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 1,8-Diaminooctane is utilized as a building block for the synthesis of various drugs and drug candidates. Its unique structure allows for the creation of complex molecular architectures, which can be tailored to target specific biological pathways or receptors, leading to the development of novel therapeutic agents.
Used in Agrochemical Industry:
1,8-Diaminooctane is also employed in the agrochemical industry as a key intermediate for the synthesis of pesticides, herbicides, and other crop protection agents. Its reactivity and structural diversity enable the development of effective and targeted agrochemicals that can protect crops from pests and diseases while minimizing environmental impact.
Used in Dye Industry:
In the dye industry, 1,8-Diaminooctane serves as an essential intermediate for the production of various types of dyes. Its ability to form stable complexes with other molecules allows for the creation of dyes with specific color properties and improved stability, making it a valuable component in the development of new dye formulations.

Flammability and Explosibility

Nonflammable

Safety Profile

Moderately toxic by ingestion. Asevere skin and eye irritant. When heated todecomposition it emits toxic vapors of NOx.

Purification Methods

Distil the diamine under vacuum in an inert atmosphere (N2 or Ar), cool and store the distillate in an inert atmosphere in the dark. The dihydrochloride has m 273-274o. [Nae & Le Helv Chim Acta 15 55 1955, Beilstein 4 III 612.]

InChI:InChI=1/C8H20N2/c9-7-5-3-1-2-4-6-8-10/h1-10H2/p+2

Upstream product

• 10124-86-4 1,8-diisocyanatooctane 
• 1740-54-1 sebacamide 
• 91346-99-5 2,9-diaminodecanedioic acid 
• 925-83-7 sebacic acid dihydrazide 
• 629-41-4 1,8-Octanediol 
• 111-11-5 methyl octanate 
• 638-54-0 1,8-octanedial 
• 28711-59-3 decanedioyl azide 
• 109-73-9 N-butylamine 
• 3710-30-3 1,7-Octadiene 
• 66095-31-6 2,2,2-Trifluoro-N-[8-(2,2,2-trifluoro-acetylamino)-octyl]-acetamide 
• 70110-28-0 N,N'-octane-1,8-diyl-bis-phthalimide 
• 629-40-3 octanedinitrile 
• 111-19-3 sebacoyl chloride 

Downstream Products

• 296-30-0 1,10-Diaza-cyclooctadecan 
• 19010-48-1 1,8-Diguanidino-octan 
• 75190-05-5 NN'-di(benzylidene)-1,8-diaminooctane 
• 83492-49-3 N¹,N⁸-di(p-toluenesulfonyl)-1,8-diaminooctane 
• 1477-57-2 N,N'-(octane-1,8-diyl)bis(2,2-dichloroacetamide) 
• 62838-57-7 N,N'-bis-[1-(4-chloro-phenyl)-1,2-dihydro-benzo[d][1,3]thiazin-4-ylidene]-octane-1,8-diamine 
• 62838-58-8 N,N'-bis-(7-chloro-1-p-tolyl-1,2-dihydro-benzo[d][1,3]thiazin-4-ylidene)-octane-1,8-diamine 
• 27906-48-5 C₂₄H₃₂N₂O₄ 
• 62838-55-5 N,N'-bis-(1-p-tolyl-1,2-dihydro-benzo[d][1,3]thiazin-4-ylidene)-octane-1,8-diamine 
• 62838-56-6 N,N'-bis-[1-(4-methoxy-phenyl)-1,2-dihydro-benzo[d][1,3]thiazin-4-ylidene]-octane-1,8-diamine 
• 27914-37-0 C₂₄H₂₆F₆N₂O₄ 
• 82409-00-5 N,N'-bis(t-butoxycarbonyl)-1,8-octanediamine 
• 88829-82-7 tert-butyl N-(8-aminooctyl)carbamate 
• 28537-73-7 1,1'-(octane-1,8-diyl)bis(1H-pyrrole-2,5-dione) 

Relevant articles and documents

Multi-enzymatic cascade reactions with Escherichia coli-based modules for synthesizing various bioplastic monomers from fatty acid methyl esters?

Multi-enzymatic cascade reaction systems were designed to generate biopolymer monomers using Escherichia coli-based cell modules, capable of carrying out one-pot reactions. Three cell-based modules, including a ω-hydroxylation module (Cell-Hm) to convert fatty acid methyl esters (FAMEs) to ω-hydroxy fatty acids (ω-HFAs), an amination module (Cell-Am) to convert terminal alcohol groups of the substrate to amine groups, and a reduction module (Cell-Rm) to convert the carboxyl groups of fatty acids to alcohol groups, were constructed. The product-oriented assembly of these cell modules involving multi-enzymatic cascade reactions generated ω-ADAs (up to 46 mM), α,ω-diols (up to 29 mM), ω-amino alcohols (up to 29 mM) and α,ω-diamines (up to 21 mM) from 100 mM corresponding FAME substrates with varying carbon chain length (C8, C10, and C12). Finally 12-ADA and 1,12-diol were purified with isolated yields of 66.5% and 52.5%, respectively. The multi-enzymatic cascade reactions reported herein present an elegant ‘greener’ alternative for the biosynthesis of various biopolymer monomers from renewable saturated fatty acids.

Method for producing aliphatic diamine (by machine translation)

[Problem] safety, yield, at least one aliphatic diamine having improved simplicity in terms of the method. (1) Formula (2) represented by the formula [a] or the aliphatic diamide, sodium hypochlorite, the presence of a base, a water and alcohol mixture containing alcohol in a solvent comprises the step of - the reaction, the molar ratio of the aliphatic diamide basic, aliphatic diamide (molar ratio)=1.8 - 6.0 in/base, production of aliphatic diamine. [Drawing] no (by machine translation)

Highly efficient nitrobenzene and alkyl/aryl azide reduction in stainless steel jars without catalyst addition

The mechanochemical and selective reduction of aryl nitro and aryl/alkyl azide derivatives, with either formate salts or hydrazine, to the corresponding, synthetically useful amines occurs in excellent yields in a planetary ball mill without the addition of a catalyst. This newly developed and solvent-free protocol is efficient, fast and does not require the addition of a metal hydrogenation catalyst as the stainless steel jar itself fulfils that role. The method has been applied to a broad range of compounds and excellent yields have been obtained. The formylation of alkyl amines has been successfully performed, by means of mechanochemical activation, in the presence of ammonium formate alone.