14159-61-6

Basic information

• Product Name: 3-ISOBUTYLPYRIDINE
• Synonyms: 3-(2-methylpropyl)-pyridin;beta-Isobutylpyridine;Pyridine, 3-(2-methylpropyl)-;3-ISOBUTYLPYRIDINE;3-(2-METHYLPROPYL)PYRIDINE;3-Isobutylpyrizine
• CAS NO: 14159-61-6
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 135.21
• EINECS: 238-003-6
• Mol File: 14159-61-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 198.6 °C at 760 mmHg
• Flash Point: 67.2 °C
• Appearance: /
• Density: 0.909
• Vapor Pressure: 0.503mmHg at 25°C
• Refractive Index: 1.491
• CAS DataBase Reference: 3-ISOBUTYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ISOBUTYLPYRIDINE(14159-61-6)
• EPA Substance Registry System: 3-ISOBUTYLPYRIDINE(14159-61-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• TSCA: Yes
• Hazardous Substances Data: 14159-61-6(Hazardous Substances Data)

Usage

Description

3-Isobutylpyridine, also known as 3-(2-methylpropyl)pyridine, is an organic compound that belongs to the pyridine family. It is characterized by a pyridine ring with an isobutyl group attached to the third carbon position. 3-ISOBUTYLPYRIDINE can be synthesized through various methods, such as the reaction of p-picoline with NaNH2 and alkyl chloride or bromide. 3-Isobutylpyridine is known for its unique chemical properties and potential applications in different industries.

Uses

Used in Pharmaceutical Industry:
3-Isobutylpyridine is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and properties make it a valuable building block for the development of new drugs with specific therapeutic effects.
Used in Chemical Synthesis:
3-Isobutylpyridine serves as a versatile intermediate in the synthesis of a wide range of organic compounds, including agrochemicals, dyes, and other specialty chemicals. Its reactivity and functional group compatibility make it a useful component in the development of novel chemical products.
Used in Flavor and Fragrance Industry:
Due to its distinct chemical structure, 3-Isobutylpyridine can be used as a component in the creation of unique flavors and fragrances. Its ability to impart specific olfactory properties can be harnessed in the development of new products in the flavor and fragrance industry.
Used in Research and Development:
3-Isobutylpyridine is also utilized in research and development settings, where it can be employed as a model compound to study various chemical reactions and mechanisms. Its unique properties make it an interesting subject for scientific investigation and the development of new synthetic methodologies.

InChI:InChI=1/C9H13N/c1-8(2)6-9-4-3-5-10-7-9/h3-5,7-8H,6H2,1-2H3

Upstream product

• 108-99-6 3-Methylpyridine 
• 78-84-2 isobutyraldehyde 
• 110-86-1 pyridine 
• 626-55-1 3-Bromopyridine 
• 78-77-3 Isobutyl bromide 
• 626-60-8 3-Chloropyridine 
• 5674-02-2 2-methylpropylmagnesium chloride 
• 75-26-3 isopropyl bromide 
• 29173-25-9 1,4-bis(trimethylsilyl)-1-aza-2,5-cyclohexadiene 

Relevant articles and documents

Photocatalyzed Site-Selective C(sp3)-H Functionalization of Alkylpyridines at Non-Benzylic Positions

Tetrabutylammonium decatungstate (TBADT)-photocatalyzed C-H functionalization of alkylpyridines was investigated. Unlike alkylbenzene counterparts, alkylation of α-C-H bonds did not proceed for the reaction of 2- and 4-alkylpyridines and reluctantly proceeded for 3-alkylpyridines, which allow site-selective C(sp3)-H functionalization at nonbenzylic positions. The observed nonbenzylic site selectivities are rationalized by the polar inductive effects of pyridyl groups in the SH2 transition states. Consecutive γ-functionalization and α-bromofunctionalization were successfully carried out in selected cases.

Zn-Mediated Hydrodeoxygenation of Tertiary Alkyl Oxalates

Herein we describe a general, mild, and scalable method for hydrodeoxygenation of readily accessible tertiary alkyl oxalates by Zn/silane under Ni-catalyzed conditions. The reduction method is suitable for an array of structural motifs derived from tertiary alcohols that bear diverse functional groups, including the synthesis of a key intermediate en route to estrone.

Straightforward synthesis of all stenusine and norstenusine stereoisomers

All the stereoisomers of stenusine (1) and norstenusine (21) have been efficiently synthesized by the asymmetric hydrogenation of pyridines. The (2R,3S)- and (2R,3R)-isomers of 1, that are difficult to prepare, have been synthesized for the first time using a chemoenzymatic approach in eight steps with an 8 % total yield. All the target compounds were obtained in good stereochemical purity by using very simple and inexpensive reagents and auxiliaries. All the stereoisomers of the defensive alkaloids stenusine and norstenusine produced by Stenus beetles have been synthesized in a straightforward manner. The chiral (S) side chain is derived from (S)-2-methyl-1-butanol. For the difficult preparation of (R)-3-(2-methylbutyl) pyridine, a highly efficient chemoenzymatic approach was developed.