13865-46-8

Basic information

• Product Name: 1-methylundecylamine
• Synonyms: 1-methylundecylamine;2-Dodecanamine
• CAS NO: 13865-46-8
• Molecular Formula: C₁₂H₂₇N
• Molecular Weight: 185.34948
• EINECS: 237-612-4
• Mol File: 13865-46-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 249.7°Cat760mmHg
• Flash Point: 103.8°C
• Appearance: /
• Density: 0.803g/cm³
• Vapor Pressure: 0.0226mmHg at 25°C
• Refractive Index: 1.442
• CAS DataBase Reference: 1-methylundecylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methylundecylamine(13865-46-8)
• EPA Substance Registry System: 1-methylundecylamine(13865-46-8)

Safety Data

• Hazardous Substances Data: 13865-46-8(Hazardous Substances Data)

Usage

Type of compound

Aliphatic amine

Structure

Long carbon chain with a methyl group attached

Common uses

Corrosion inhibitor in industrial and transportation applications

Presence in consumer products

Lubricants, metalworking fluids, and cleaning agents

Physical appearance

Colorless to light yellow liquid

Odor

Strong amine odor

Solubility

Soluble in water and organic solvents

Acute toxicity

Low

InChI:InChI=1/C12H27N/c1-3-4-5-6-7-8-9-10-11-12(2)13/h12H,3-11,13H2,1-2H3

Upstream product

• 64-18-6 formic acid 
• 6175-49-1 dodecan-2-one 
• 51903-32-3 n-dodec-2-yloxime 
• 10203-28-8 rac-2-dodecanol 
• 59590-10-2 2-chlorododecan-1-amine 
• 112-41-4 1-dodecene 

Relevant articles and documents

The Synthesis of Primary Amines through Reductive Amination Employing an Iron Catalyst

The reductive amination of ketones and aldehydes by ammonia is a highly attractive method for the synthesis of primary amines. The use of catalysts, especially reusable catalysts, based on earth-abundant metals is similarly appealing. Here, the iron-catalyzed synthesis of primary amines through reductive amination was realized. A broad scope and a very good tolerance of functional groups were observed. Ketones, including purely aliphatic ones, aryl–alkyl, dialkyl, and heterocyclic, as well as aldehydes could be converted smoothly into their corresponding primary amines. In addition, the amination of pharmaceuticals, bioactive compounds, and natural products was demonstrated. Many functional groups, such as hydroxy, methoxy, dioxol, sulfonyl, and boronate ester substituents, were tolerated. The catalyst is easy to handle, selective, and reusable and ammonia dissolved in water could be employed as the nitrogen source. The key is the use of a specific Fe complex for the catalyst synthesis and an N-doped SiC material as catalyst support.

PROCESS FOR THE DIRECT AMINATION OF SECONDARY ALCOHOLS WITH AMMONIA TO GIVE PRIMARY AMINES

The invention relates to a process for preparing primary amines which comprises the process steps A) provision of a solution of a secondary alcohol in a fluid, nongaseous phase,B) contacting of the phase with free ammonia and/or at least one ammonia-releasing compound and a homogeneous catalyst and optionallyC) isolation of the primary amine formed in process step B), characterized in that the volume ratio of the volume of the liquid phase to the volume of the gas phase in process step B is greater than or equal to 0.25, and/or in that the ammonia is used in process step B) in a molar ratio based on the hydroxyl groups in the secondary alcohol of at least 5:1.