15185-01-0

Basic information

• Product Name: N-BUTYLPYRROLIDINE
• Synonyms: 1-TERT-BUTYL-PYRROLIDINE;Pyrrolidine, 1-(1,1-diMethylethyl)-
• CAS NO: 15185-01-0
• Molecular Formula: C₈H₁₇N
• Molecular Weight: 127.22728
• Mol File: 15185-01-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 140.8 °C at 760 mmHg
• Flash Point: 32.7 °C
• Appearance: /
• Density: 0.871 g/cm³
• Vapor Pressure: 6.02mmHg at 25°C
• Refractive Index: 1.462
• CAS DataBase Reference: N-BUTYLPYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BUTYLPYRROLIDINE(15185-01-0)
• EPA Substance Registry System: N-BUTYLPYRROLIDINE(15185-01-0)

Safety Data

• Hazardous Substances Data: 15185-01-0(Hazardous Substances Data)

Usage

General Description

N-BUTYLPYRROLIDINE, also known as N-butyl-2-pyrrolidinone, is a chemical compound with the molecular formula C9H17NO. It is a clear, colorless liquid with a faint amine odor, and is commonly used as a solvent in various industries, including pharmaceuticals, agrochemicals, and coatings. N-butylpyrrolidine is also used as a corrosion inhibitor and as a reaction medium in organic synthesis. It is considered to be relatively low in toxicity, with a low potential for acute toxicity by inhalation, ingestion, or skin contact. However, it should still be handled with caution and proper safety measures, as prolonged exposure to high concentrations may cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C8H17N/c1-8(2,3)9-6-4-5-7-9/h4-7H2,1-3H3

Upstream product

• 75-64-9 tert-butylamine 
• 110-56-5 1,4-dichlorobutane 
• 110-52-1 1,4-dibromo-butane 

Downstream Products

• 292857-23-9 (-)-(4S,5R,2'S)-4-(1'-tert-butylpyrrolidin-2'-yl)-5-menthyloxy-4,5-dihydrofuran-2(3H)-one 
• 292857-34-2 (-)-(4S,5R,2'R)-4-(1'-tert-butylpyrrolidin-2'-yl)-5-menthyloxy-4,5-dihydrofuran-2(3H)-one 
• 607-68-1 2,4-dichloroquinazoline 

Relevant articles and documents

Hydrogen abstraction from cyclic amines by the cumyloxyl and benzyloxyl radicals. the role of stereoelectronic effects and of substrate/radical hydrogen bonding

A kinetic study on the hydrogen abstraction reactions from cyclic amines and diamines (pyrrolidines, piperidines, morpholines, and piperazines) by the cumyloxyl (CumO?) and benzyloxyl (BnO?) radicals was carried out. The reactions with CumO? were described in all cases as direct hydrogen abstractions. The differences in the hydrogen abstraction rate constant (kH) were explained in terms of the different number of abstractable hydrogen atoms, the operation of stereoelectronic effects, and, with the morpholines, on the basis of polar effects. Significantly higher kH values were measured for the reactions of the amines with BnO?. This behavior was explained on the basis of a mechanism that proceeds through the rate-determining formation of a hydrogen bonded pre-reaction complex between the radical α-C-H and the nitrogen lone pair followed by hydrogen abstraction within the complex. A decrease in kH was observed going from secondary to tertiary amines and, with tertiary amines, on increasing steric hindrance at nitrogen, pointing toward the important role of steric and electronic effects on pre-reaction complex formation. These results expand previous findings contributing to a detailed mechanistic description of the reactions of alkoxyl radicals with amines, showing that structural effects in both the substrate and the radical can play a dramatic role and providing new information on the role of substrate/radical interactions on these processes.