13205-58-8

Basic information

• Product Name: 2-Nonanamine
• Synonyms: 2-NONYLAMINE;RARECHEM AN KC 0239;(S)-1-Methyloctylamine~(2S)-Nonylamine;2-NONYLAMINE 98%;(2S)-Nonylamine;(S)-1-Methyloctylamine;(S)-(+)-2-AMINONONANE: CHIPROS 99%, EE 99%;(S)-(+)-2-Aminononane, ChiPros 99+%, ee 99+%
• CAS NO: 13205-58-8
• Molecular Formula: C₉H₂₁N
• Molecular Weight: 143.27
• EINECS: -0
• Mol File: 13205-58-8.mol

Chemical Properties

• Boiling Point: 73°C 19mm
• Flash Point: 71°C
• Appearance: /
• Density: 0,782 g/cm3
• Vapor Pressure: 0.526mmHg at 25°C
• Refractive Index: 1.4271
• PKA: 11.10±0.35(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2-Nonanamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Nonanamine(13205-58-8)
• EPA Substance Registry System: 2-Nonanamine(13205-58-8)

Safety Data

• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 2735
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 13205-58-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Nonanamine is used as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of new medications due to its reactive amine group which can form a variety of chemical bonds.
Used in Agrochemical Production:
In the agrochemical industry, 2-Nonanamine serves as an intermediate for creating compounds that are used in pest control and crop protection, leveraging its chemical reactivity to form effective agrochemicals.
Used as an Intermediate in Organic Compounds Synthesis:
2-Nonanamine is utilized as an intermediate in the production of a range of organic compounds, showcasing its importance in organic chemistry and the synthesis of various specialty chemicals.
Used in Lubricant Production:
It is used as a component in the formulation of lubricants, enhancing their performance and providing necessary properties such as reducing friction and providing heat resistance.
Used in Fuel Additives:
2-Nonanamine is used as an additive in fuel products to improve their characteristics, such as combustion efficiency and reducing emissions.
Used in Surfactant Manufacturing:
In the surfactant industry, 2-Nonanamine contributes to the creation of surfactants that are used in a variety of applications, including detergents, cleaning agents, and personal care products, due to its ability to lower surface tension between liquids and solids.
Used in Rubber Chemicals:
It is employed in the preparation of rubber chemicals, which are essential for enhancing the properties of rubber, such as elasticity and resistance to wear.
Used in Corrosion Inhibitors:
2-Nonanamine is used in the development of corrosion inhibitors, which are crucial for protecting metals from degradation in various industrial applications.
It is important to handle 2-Nonanamine with care, as it can be irritating to the skin, eyes, and respiratory system, and exposure should be minimized to prevent adverse health effects.

InChI:InChI=1/C9H21N/c1-3-4-5-6-7-8-9(2)10/h9H,3-8,10H2,1-2H3/t9-/m0/s1

Upstream product

• 821-55-6 2-Nonanone 
• 18197-85-8 α-Nitro-α-methyl-pelargonsaeure-methylester 
• 628-99-9 nonan-2-ol 

Downstream Products

• 745783-85-1 2-isocyanatononane 
• 1011710-71-6 C₁₇H₂₇NO₂ 

Relevant articles and documents

Method for preparing primary amine by catalyzing reductive amination of aldehyde ketone compounds

The invention discloses a method for preparing primary amine by catalyzing reductive amination of aldehyde ketone compounds. The method comprises the following steps: 1) mixing nickel nitrate hexahydrate, citric acid and an organic solvent, carrying out heating and stirring until a colloidal material is obtained, drying the colloidal material, roasting the colloidal material in a protective atmosphere, pickling, washing and drying a roasted product, and performing a partial oxidation reaction on a dried product in an oxygen-nitrogen mixed atmosphere to obtain a catalyst for a reductive amination reaction; and 2) mixing aldehyde or ketone compounds, a methanol solution of ammonia and the reductive amination reaction catalyst, introducing hydrogen, and carrying out a reductive amination reaction. The method has the advantages of high primary amine yield, high selectivity, wide aldehyde ketone substrate range, short reaction time, mild reaction conditions, low cost, greenness, economicalperformance and the like; the used reductive amination reaction catalyst can be recycled more than 10 times, and the catalytic activity of the catalyst is not obviously changed in gram-level reactions; and the method is suitable for large-scale application.

Ambient-Temperature Synthesis of Primary Amines via Reductive Amination of Carbonyl Compounds

Efficient synthesis of primary amines via low-temperature reductive amination of carbonyl compounds using NH3 and H2 as the nitrogen and hydrogen resources is highly desired and challenging in the chemistry community. Herein, we employed naturally occurring phytic acid as a renewable precursor to fabricate titanium phosphate (TiP)-supported Ru nanocatalysts with different reduction degrees of RuO2 (Ru/TiP-x, x represents the reduction temperature) by combining ball milling and molten-salt processes. Very interestingly, the obtained Ru/TiP-100 had good catalytic performance for the reductive amination of carbonyl compounds at ambient temperature, resulting from the synergistic cooperation of the support (TiP) and the Ru/RuO2 with a suitable proportion of Ru0 (52%). Various carbonyl compounds could be efficiently converted into the corresponding primary amines with high yields. More importantly, the conversion of other substrates with reducible groups could also be achieved at ambient temperature. Detailed investigations indicated that the partially reduced Ru and the support (TiP) were indispensable. The high activity and selectivity of Ru/TiP-100 catalyst originates from the relatively high acidity and the suitable electron density of metallic Ru0.

Facile synthesis of controllable graphene-co-shelled reusable Ni/NiO nanoparticles and their application in the synthesis of amines under mild conditions

The primary objective of many researchers in chemical synthesis is the development of recyclable and easily accessible catalysts. These catalysts should preferably be made from Earth-abundant metals and have the ability to be utilised in the synthesis of pharmaceutically important compounds. Amines are classified as privileged compounds, and are used extensively in the fine and bulk chemical industries, as well as in pharmaceutical and materials research. In many laboratories and in industry, transition metal catalysed reductive amination of carbonyl compounds is performed using predominantly ammonia and H2. However, these reactions usually require precious metal-based catalysts or RANEY nickel, and require harsh reaction conditions and yield low selectivity for the desired products. Herein, we describe a simple and environmentally friendly method for the preparation of thin graphene spheres that encapsulate uniform Ni/NiO nanoalloy catalysts (Ni/NiO?C) using nickel citrate as the precursor. The resulting catalysts are stable and reusable and were successfully used for the synthesis of primary, secondary, tertiary, and N-methylamines (more than 62 examples). The reaction couples easily accessible carbonyl compounds (aldehydes and ketones) with ammonia, amines, and H2 under very mild industrially viable and scalable conditions (80 °C and 1 MPa H2 pressure, 4 h), offering cost-effective access to numerous functionalized, structurally diverse linear and branched benzylic, heterocyclic, and aliphatic amines including drugs and steroid derivatives. We have also demonstrated the scale-up of the heterogeneous amination protocol to gram-scale synthesis. Furthermore, the catalyst can be immobilized on a magnetic stirring bar and be conveniently recycled up to five times without any significant loss of catalytic activity and selectivity for the product.

Direct amination of secondary alcohols using ammonia

Hydrogen shuttle: For the first time secondary alcohols and ammonia can be directly converted into primary amines with a selectivity of up to 99% by using a simple ruthenium/phosphine catalyst (see scheme; R1, R2= alkyl, aryl, alkenyl; M=[Ru3(CO)12]; and L=phosphine ligand).