646-25-3

Basic information

• Product Name: 1,10-DIAMINODECANE
• Synonyms: Decamethylenediamine~1,10-Decanediamine;1,10-DIAMINODECANE (DA10, DECAMETHYLENED;1,10-Diaminodecane,>98%;Decane-1,10-diamine;1,10-Decanediamine, Decamethylenediamine;1,10-Diaminodecane,97%;FENTAMINE HP-102;1,10-DiaMinodecane, 97% 25GR
• CAS NO: 646-25-3
• Molecular Formula: C₁₀H₂₄N₂
• Molecular Weight: 172.31
• EINECS: 211-471-9
• Product Categories: Aromatic Esters;alpha,omega-Alkanediamines;alpha,omega-Bifunctional Alkanes;Monofunctional & alpha,omega-Bifunctional Alkanes
• Mol File: 646-25-3.mol

Chemical Properties

• Melting Point: 62 °C
• Boiling Point: 140 °C12 mm Hg(lit.)
• Flash Point: 127.1°C
• Appearance: White to light yellow/Chunks or Powder
• Density: 0.857
• Vapor Pressure: 0.00657mmHg at 25°C
• Refractive Index: 1.6210 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 10.97±0.10(Predicted)
• Water Solubility: 5.9g/L at 20℃
• BRN: 1738591
• CAS DataBase Reference: 1,10-DIAMINODECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,10-DIAMINODECANE(646-25-3)
• EPA Substance Registry System: 1,10-DIAMINODECANE(646-25-3)

Safety Data

• Hazard Codes: C
• Statements: 34-37
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3259 8/PG 3
• WGK Germany: 3
• RTECS: HD7175000
• F: 10-34
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 646-25-3(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow chunks or powder

Uses

1,10-Diaminodecane is used in manufacturing method of polyimide powder.

InChI:InChI=1/C10H24N2/c11-9-7-5-3-1-2-4-6-8-10-12/h1-12H2/p+2

Upstream product

• 112-47-0 1,10-Decanediol 
• 1871-96-1 sebaconitrile 
• 1740-54-1 sebacamide 
• 693-23-2 1,12-dodecanedioic acid 
• 7647-01-0 hydrogenchloride 
• 30391-54-9 N,N'-decane-1,10-diyl-bis-phthalimide 
• 7664-41-7 ammonia 
• 67-62-9 O-Methylhydroxylamin 
• 64-17-5 ethanol 
• 71-41-0 pentan-1-ol 
• 111-20-6 1,10-decanedioic acid 
• 1217362-05-4 (10-azidodecyl)carbamic acid tert-butyl ester 
• 905973-38-8 1-azido-10-aminodecane 
• 17607-18-0 1,10-diazidodecane 

Downstream Products

• 110273-69-3 4-[N'-(10-amino-decyl)-thioureido]-2-hydroxy-benzoic acid 
• 111-23-9 N,N'''-1,10-decanediylbisguanidine 
• 13880-41-6 N,N′-(decane-1,10-diyl)dibenzamide 
• 19056-26-9 N,N'-bis-(2-methyl-[4]quinolyl)-decanediyldiamine 
• 54207-60-2 diethyl decane-1,10-dicarbamate 
• 85642-05-3 (1E,10E)-2,2’-[decane-1,10-diylbis(nitrilomethylidyne)]diphenol 
• 79130-37-3 N¹,N¹⁰-di(p-toluenesulfonyl)-1,10-diamidecane 
• 1420-40-2 N,N,N,N',N',N'-hexamethyldecanediammonium iodide 
• 34670-58-1 1,10-Bis-diphenoxyphosphinylamino-decan 
• 27890-82-0 C₂₆H₃₀F₆N₂O₄ 
• 101609-71-6 1,10-Bis--decan 
• 1938-62-1 N,N,N',N'-tetramethyl-1,10-diaminodecane 
• 27890-83-1 C₂₆H₃₆N₂O₄ 
• 39763-02-5 N,N'-Decamethylendimaleinimid 

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).

A cobalt phosphide catalyst for the hydrogenation of nitriles

The study of metal phosphide catalysts for organic synthesis is rare. We present, for the first time, a well-defined nano-cobalt phosphide (nano-Co2P) that can serve as a new class of catalysts for the hydrogenation of nitriles to primary amines. While earth-abundant metal catalysts for nitrile hydrogenation generally suffer from air-instability (pyrophoricity), low activity and the need for harsh reaction conditions, nano-Co2P shows both air-stability and remarkably high activity for the hydrogenation of valeronitrile with an excellent turnover number exceeding 58000, which is over 20- to 500-fold greater than that of those previously reported. Moreover, nano-Co2P efficiently promotes the hydrogenation of a wide range of nitriles, which include di- and tetra-nitriles, to the corresponding primary amines even under just 1 bar of H2 pressure, far milder than the conventional reaction conditions. Detailed spectroscopic studies reveal that the high performance of nano-Co2P is attributed to its air-stable metallic nature and the increase of the d-electron density of Co near the Fermi level by the phosphidation of Co, which thus leads to the accelerated activation of both nitrile and H2. Such a phosphidation provides a promising method for the design of an advanced catalyst with high activity and stability in highly efficient and environmentally benign hydrogenations. This journal is

Sustainable hydrogenation of aliphatic acyclic primary amides to primary amines with recyclable heterogeneous ruthenium-tungsten catalysts

The hydrogenation of amides is a straightforward method to produce (possibly bio-based) amines. However current amide hydrogenation catalysts have only been validated in a rather limited range of toxic solvents and the hydrogenation of aliphatic (acyclic) primary amides has rarely been investigated. Here, we report the use of a new and relatively cheap ruthenium-tungsten bimetallic catalyst in the green and benign solvent cyclopentyl methyl ether (CPME). Besides the effect of the Lewis acid promotor, NH3 partial pressure is identified as the key parameter leading to high primary amine yields. In our model reaction with hexanamide, yields of up to 83% hexylamine could be achieved. Beside the NH3 partial pressure, we investigated the effect of the catalyst support, PGM-Lewis acid ratio, H2 pressure, temperature, solvent tolerance and product stability. Finally, the catalyst was characterized and proven to be very stable and highly suitable for the hydrogenation of a broad range of amides.

METHOD FOR PREPARING PRIMARY DIAMINES BY KOLBE ELECTROLYSIS COUPLING REACTION

The present invention relates to a method for preparing primary diamines from amino acid compounds. Specifically, this invention is related to the preparation of a primary diamine from an amino acid and/or its salt by Kolbe electrolysis coupling reaction.

High-carbon alkane diamine, and preparation method and application thereof

The invention relates to the field of high-carbon alkane diamine preparation, and discloses high-carbon alkane diamine, and a preparation method and application thereof. The preparation method of thehigh-carbon alkane diamine disclosed by the invention is characterized in that the structure of the high-carbon alkane diamine is as shown in the formula NH2-(CH2)m-NH2; the method comprises the following steps: (1) under amideation reaction conditions, reacting high-carbon alkane diacid which is as shown in the formula COOH-(CH2)n-COOH with an ammonia-containing compound to obtain high-carbon chain diamide which is as shown in the formula CONH2-(CH2)n-CONH2; (2) under an alkaline condition, enabling the high-carbon chain diamide which is as shown in the formula CONH2-(CH2)n-CONH2 to perform rearrangement degradation in the existence of water, sodium hypochlorite and/or sodium hypobromite to obtain the high-carbon alkane diamine which is as shown in the formula NH2-(CH2)m-NH2, wherein n=11to 15, and m=9 to 13. The method provided by the invention is a safe, convenient, simple and feasible preparation method for the high-carbon alkane diamine.

Parallel anti-sense two-step cascade for alcohol amination leading to ω-amino fatty acids and α,ω-diamines

Running two two-step cascades in parallel anti-sense to transform an alcohol to an amine allowed the conversion of ω-hydroxy fatty acids (ω-HFAs) and α,ω-diols to the corresponding ω-amino fatty acids (ω-AmFAs) and α,ω-diamines, respectively. The network required only two enzymes namely an aldehyde reductase (AHR) and a transaminase (TA). Benzylamine served on the one hand as amine donor and on the other hand after deamination to benzaldehyde also as oxidant. All ω-HFAs tested were efficiently transformed to their corresponding ω-AmFAs using purified enzymes as well as a whole-cell system, separately expressing both the enzymes, with conversions ranging from 80-95%. Additionally, a single-cell co-expressing all enzymes successfully produced the ω-AmFAs as well as the α,ω-diamines with >90% yield. This system was extended by employing a lactonase, enabling the transformation of ?-caprolactone to its corresponding ω-AmFA with >80% conversion.

A new way to do an old reaction: highly efficient reduction of organic azides by sodium iodide in the presence of acidic ion exchange resin

Organic azides are readily reduced to the corresponding amines by treatment with sodium iodide in the presence of acidic ion exchange resin. The process, optimal when performed at 40 °C and 200 mbar pressure on a rotatory evaporator, is extremely efficient, clean, and tolerant of a variety of functional groups.

The preparation obtained by homogeneous catalysis mellow amination method of the primary amine

The invention relates to a method for producing primary amines comprising at least one functional group of formula (-CH2-NH2), by alcohol amination of educts which comprise at least one functional group of formula (-CH2-OH), using ammonia, and elimination of water. The homogeneously catalyzed alcohol amination is carried out in the presence of at least one complex catalyst which contains at least one element selected from the groups 8 and 9 of the periodic table and at least one phosphorus donor ligand of general formula (I).

METHOD FOR PRODUCING ALKANOL AMINES BY HOMOGENEOUSLY CATALYZED ALCOHOL AMINATION

PROBLEM TO BE SOLVED: To provide a method for producing alkanol amines by alcohol amination of diols using ammonia under elimination of water. SOLUTION: The invention relates to a method for producing alkanol amines which comprise a primary amino group (-NH2) and a hydroxyl group (-OH), by alcohol amination of diols comprising two hydroxyl groups (-OH) using ammonia under elimination of water. The reaction is homogeneously catalyzed in the presence of at least one complex catalyst which contains at least one element selected from groups 8, 9 and 10 of the periodic table and at least one donor ligand. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPO&INPIT

Cavitands as Reaction Vessels and Blocking Groups for Selective Reactions in Water

The majority of reactions currently performed in the chemical industry take place in organic solvents, compounds that are generally derived from petrochemicals. To promote chemical processes in water, we examined the use of synthetic, deep water-soluble cavitands in the Staudinger reduction of long-chain aliphatic diazides (C8, C10, and C12). The diazide substrates are taken up by the cavitand in D2O in folded, dynamic conformations. The reduction of one azide group to an amine gives a complex in which the substrate is fixed in an unsymmetrical conformation, with the amine terminal exposed and the azide terminal deep and inaccessible within the cavitand. Accordingly, the reduction of the second azide group is inhibited, even with excess phosphine, and good yields of the monofunctionalized products are obtained. In contrast, the reduction of the free diazides in bulk solution yields diamine products.