644-98-4

Basic information

• Product Name: 2-ISOPROPYL PYRIDINE
• Synonyms: 2-ISOPROPYL PYRIDINE;Isopropylpyridine;Pyridine, 2-(1-methylethyl)-;2-propan-2-ylpyridine;2-(1-Methylethyl)-Pyridine
• CAS NO: 644-98-4
• Molecular Formula: C₈H₁₁N
• Molecular Weight: 121.18
• EINECS: 211-426-3
• Product Categories: Heterocycle-Pyridine series
• Mol File: 644-98-4.mol
• Article Data: 25

Chemical Properties

• Melting Point: -141°C
• Boiling Point: 160℃
• Flash Point: 23℃
• Appearance: /
• Density: 1.45
• Vapor Pressure: 3.2mmHg at 25°C
• Refractive Index: 1.5230
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: pK1:5.83(＋1) (25°C)
• CAS DataBase Reference: 2-ISOPROPYL PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ISOPROPYL PYRIDINE(644-98-4)
• EPA Substance Registry System: 2-ISOPROPYL PYRIDINE(644-98-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 644-98-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 54, p. 8771, 1998 DOI: 10.1016/S0040-4020(98)00507-9

InChI:InChI=1/C8H11N/c1-7(2)8-5-3-4-6-9-8/h3-7H,1-2H3

Upstream product

• 110-86-1 pyridine 
• 75-30-9 2-iodo-propane 
• 107-08-4 1-iodo-propane 
• 100-71-0 2-Ethylpyridine 
• 6992-92-3 N-i-propylpyridinium iodide 
• 585-48-8 2,6-di-tert-butyl-pyridine 
• 76065-75-3 2-i-C₃H₇-C₅H₄NH⁽¹⁺⁾ 
• 61447-68-5 6-methyl-5-oxoheptanal 
• 121196-19-8 2-methyl-6-(1,3-dioxolan-2-yl)hexan-3-one N,N-dimethylhydrazone 
• 74-88-4 methyl iodide 
• 68888-19-7 6-(hydroxymethyl-ethyl)pyridine 
• 10034-85-2 hydrogen iodide 
• 109-06-8 α-picoline 
• 74-87-3 methylene chloride 

Downstream Products

• 34995-30-7 2-methyl-2-(2-pyridyl)-1-propanol 
• 98-98-6 2-Picolinic acid 
• 97017-79-3 dimethyl-{2-[3-(1-methyl-1-pyridin-2-yl-ethyl)-inden-2-yl]-ethyl}-amine 
• 7399-50-0 2-(1-ethylpropyl)-pyridine 
• 6304-23-0 2-sec-butylpyridine 
• 153646-84-5 (6-isopropyl-2-pyridyl)methanol 

Relevant articles and documents

On the metallation of 2-isopropylpyridine

2-Isopropylpyridine has been successfully metallated and functionalized by using potassium diisopropylamide (KDA). Subsequent functionalization has been achieved with a wide range of electrophiles and good to excellent yields have been obtained. The action of other potassium or sodium bases has also been investigated.

A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics

The kinetics of quinuclidine displacement of BH3 from a wide range of Lewis base borane adducts have been measured. Parameterization of these rates has enabled the development of a nucleofugality scale (NFB), shown to quantify and predict the leaving group ability of a range of other Lewis bases. Additivity observed across a number of series R′3-nRnX (X = P, N; R′ = aryl, alkyl) has allowed the formulation of related substituent parameters (nfPB, nfAB), providing a means of calculating NFB values for a range of Lewis bases that extends far beyond those experimentally derived. The utility of the nucleofugality parameter is explored by the correlation of the substituent parameter nfPB with the hydrolyses rates of a series of alkyl and aryl MIDA boronates under neutral conditions. This has allowed the identification of MIDA boronates with heteroatoms proximal to the reacting center, showing unusual kinetic lability or stability to hydrolysis.

Copper-catalyzed cross-coupling of aryl-, primary alkyl-, and secondary alkylboranes with heteroaryl bromides

A method for the Cu-catalyzed cross-coupling of both aryl and alkylboranes with aryl bromides is described. The method employs an inexpensive Cu-catalyst and functions for a variety of heterocyclic as well as electron deficient aryl bromides. In addition, aryl iodides of varying substitution patterns and electronic properties work well.