6304-18-3

Basic information

• Product Name: 3-propan-2-ylpyridine
• CAS NO: 6304-18-3
• Molecular Formula: C₈H₁₁N
• Molecular Weight: 121.182
• Mol File: 6304-18-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 177.1°Cat760mmHg
• Flash Point: 54.7°C
• Density: 0.912g/cm³
• CAS DataBase Reference: 3-propan-2-ylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-propan-2-ylpyridine(6304-18-3)
• EPA Substance Registry System: 3-propan-2-ylpyridine(6304-18-3)

Safety Data

• Hazardous Substances Data: 6304-18-3(Hazardous Substances Data)

Usage

General Description

3-propan-2-ylpyridine, also known as 2-isopropylpyridine, is a chemical compound with the molecular formula C8H11N. It is a colorless liquid with a strong, pungent odor that is commonly used as a flavoring agent in the food and beverage industry. It is also used as a fragrance in perfumes and cosmetics. 3-propan-2-ylpyridine is commonly found in tobacco smoke and is believed to contribute to cigarette addiction. It is known to have irritating effects on the skin, eyes, and respiratory system, and can be hazardous if ingested or inhaled in large amounts. Additionally, it has been studied for its potential pharmaceutical applications, including as an insect repellent and as a building block for the synthesis of other organic compounds.

Upstream product

• 54-36-4 metyrapone 
• 626-60-8 3-Chloropyridine 
• 1068-55-9 isopropylmagnesium chloride 
• 626-55-1 3-Bromopyridine 
• 1239384-16-7 [2-(2-hydroxyprop-2-yl)phenyl]triisopropylsilane 
• 108-99-6 3-Methylpyridine 
• 74-87-3 methylene chloride 
• 7664-41-7 ammonia 
• 78156-25-9 3-i.propyl-5,5-diethoxypentanal 

Downstream Products

• 70451-69-3 1-methyl-5-(1-methylethyl)-2(1H)-pyridone 
• 70451-68-2 1-methyl-3-(1-methylethyl)-2(1H)-pyridone 
• 1379583-49-9 N-benzyl-3-isopropylpyridinium bromide 
• 38031-78-6 3-tert-butylpyridine 

Relevant articles and documents

Iron-Catalyzed Isopropylation of Electron-Deficient Aryl and Heteroaryl Chlorides

Traditional methods for the preparation of secondary alkyl-substituted aryl and heteroaryl chlorides challenge both selectivity and functional group tolerance. This contribution describes the use of statistical design of experiments to develop an effective procedure for the preparation of isopropyl-substituted (hetero)arenes with minimal isopropyl to n-propyl isomerization. The reaction tolerates electronically diverse aryl chloride coupling partners, with excellent conversion observed for strongly electron-deficient aromatic rings, such as esters and amides. Electron-rich systems, including methyl- and methoxy-substituted aryl chlorides, were found to be less reactive. Furthermore, the reaction was found to be most successful when heteroaryl chlorides were submitted to the cross-coupling protocol. By mapping substituent effects on reaction selectivity, we were able to show that electron-deficient aryl chlorides are essential for efficient coupling, and use electronic structure calculations to predict the likelihood of successful coupling through the estimation of the electron affinity of each aryl chloride. Moderate isolated yields were achieved with selected aryl chlorides, and moderate to good isolated yields were obtained for all the heteroaryl chlorides coupled. Excellent selectivity was observed when a 2,6-dichloroquinoline was used, allowing mono-substitution on a challenging substrate. (Figure presented.).

The photochemistry of metyrapone

Metyrapone undergoes efficient α-cleavage via the n0?* triplet.The fate of the resulting acyl and alkyl radicals has been determined by transient studies as well as through the isolation of the final products, quantum yield measurements and trapping studies.Processes previously documented for carbocyclic analogues of 1, such as disproportionation and coupling of the alkyl radicals and recombination to the starting compound are here accompanied by another major process, viz. coupling with attack of the acyl radical on the pyridine ring, which eventually leads mainly to a polymeric material.