3447-02-7

Basic information

• Product Name: 2-HEXYLPYRROLIDINE
• Synonyms: 2-HEXYLPYRROLIDINE
• CAS NO: 3447-02-7
• Molecular Formula: C10H21N
• Molecular Weight: 155.28
• Mol File: 3447-02-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 68 °C(Press: 2 Torr)
• Appearance: /
• Density: 0.824±0.06 g/cm3(Predicted)
• PKA: 11.48±0.10(Predicted)
• CAS DataBase Reference: 2-HEXYLPYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HEXYLPYRROLIDINE(3447-02-7)
• EPA Substance Registry System: 2-HEXYLPYRROLIDINE(3447-02-7)

Safety Data

• Hazardous Substances Data: 3447-02-7(Hazardous Substances Data)

Usage

General Description

2-HEXYLPYRROLIDINE is a chemical compound with the molecular formula C10H19N. It is a clear, colorless to pale yellow liquid with a mild odor. 2-HEXYLPYRROLIDINE is commonly used as a synthetic intermediate and solvent in various industrial applications. It is also used as a building block in the production of pharmaceuticals, agrochemicals, and chemical intermediates. Additionally, it can be found in certain consumer products such as personal care items and household cleaners. This chemical has low volatility and low toxicity, making it relatively safe for handling and use in controlled settings.

Upstream product

• 118282-73-8 2-<1-(hex-5-enyl)>-1-pyrroline 
• 116437-48-0 3,4-dihydro-5-hexyl-2H-pyrrole 
• 629-08-3 heptanenitrile 
• 111-71-7 heptanal 

Relevant articles and documents

Synthesis of Highly Enantiomerically Enriched Cyclic Amines by the Catalytic Asymmetric Hydrogenation of Cyclic Imines

The asymmetric hydrogenation of cyclic ketimines with a chiral titanocene catalyst affords amines with excellent enantioselectivity under a variety of conditions.The reaction is general for cyclic imines of ring size 5-7 and exhibits a high degree of functional group compatibility.

Azidomercurations of alkenes: Mercury-promoted Schmidt reactions

Azides bearing a suitably disposed alkene, when treated with either mercuric perchlorate or mercuric trifluoromethanesulfonate, produce bicyclic iminium ions. This new version of the Schmidt reaction proceeds by capture of the mercuronium ion intermediate by the azide to produce an aminodiazonium ion, which suffers a 1,2-shift to give an iminium ion (e.g., 10 → 16 → 17 → 18). Reduction of the iminium ion may then be carried out to produce an amine. Compared to earlier work on the protic acid-promoted intramolecular Schmidt reaction of azido-alkenes, the mercury-promoted Schmidt reaction has several advantages. First, the acid-promoted Schmidt reaction of azido-alkenes requires that the intermediate carbocations be tertiary, allylic, benzylic, or propargylic. The mercury-promoted method has no such limitation; thus even 1,2-disubstituted alkenes may be used. Second, the mercury-promoted method is milder, allowing the presence of acid-sensitive functionality. The protic version, typically employing trifluoromethanesulfonic acid, is limited in its functional group tolerance. Third, whereas carbocation rearrangement is often observed prior to cyclization/rearrangement in the acid-promoted Schmidt reaction, the mercury-promoted method avoids this problem. Fourth, the presence of the mercurio group during the rearrangment may alter the regioselectivity of the 1,2-migration. Finally, the mercury-bearing iminium ions that are the result of the Schmidt reaction were found to be sensitive to protodemercuration, precluding their use in other transformations.