60611-59-8

Basic information

• Product Name: 5-benzylpyridine-2-carboxylic acid
• CAS NO: 60611-59-8
• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213.2319
• Mol File: 60611-59-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 402.9°C at 760 mmHg
• Flash Point: 197.5°C
• Density: 1.221g/cm³
• Vapor Pressure: 3.24E-07mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 5-benzylpyridine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-benzylpyridine-2-carboxylic acid(60611-59-8)
• EPA Substance Registry System: 5-benzylpyridine-2-carboxylic acid(60611-59-8)

Safety Data

• Hazardous Substances Data: 60611-59-8(Hazardous Substances Data)

Upstream product

• 82465-57-4 5-Benzoyl-2-pyridincarboxamid 
• 10400-19-8 3-pyridinecarbonyl chloride 
• 71-43-2 benzene 
• 29682-15-3 methyl 5-bromopicolinate 
• 60611-82-7 methyl 5-benzylpicolinate 
• 624-28-2 2,5-dibromopyridine 
• 957065-99-5 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxylic acid methyl ester 
• 104-55-2 3-phenyl-propenal 
• 104-53-0 3-phenyl-propionaldehyde 
• 7540-67-2 O-acetyl-L-homoserine 

Downstream Products

• 60611-68-9 5-(4-Nitrobenzyl)-2-pyridincarbonsaeure 
• 60611-91-8 ethyl 5-benzylpicolinate 

Relevant articles and documents

Biosynthesis of Mycotoxin Fusaric Acid and Application of a PLP-Dependent Enzyme for Chemoenzymatic Synthesis of Substituted l -Pipecolic Acids

Fusaric acid (FA) is a well-known mycotoxin that plays an important role in plant pathology. The biosynthetic gene cluster for FA has been identified, but the biosynthetic pathway remains unclarified. Here, we elucidated the biosynthesis of FA, which features a two-enzyme catalytic cascade, a pyridoxal 5′-phosphate (PLP)-dependent enzyme (Fub7), and a flavin mononucleotide (FMN)-dependent oxidase (Fub9) in synthesizing the picolinic acid scaffold. FA biosynthesis also involves an off-line collaboration between a highly reducing polyketide synthase (HRPKS, Fub1) and a nonribosomal peptide synthetase (NRPS)-like carboxylic acid reductase (Fub8) in making an aliphatic α,β-unsaturated aldehyde. By harnessing the stereoselective C-C bond-forming activity of Fub7, we established a chemoenzymatic route for stereoconvergent synthesis of a series of 5-alkyl-, 5,5-dialkyl-, and 5,5,6-trialkyl-l-pipecolic acids of high diastereomeric ratio.

A New Simple Synthesis of Fusaric Acid and Other 5-Alkyl-2-pyridinecarboxylic Acids

Carboxamido groups are introduced into the 6-position of 3-acylpyridines with high regioselectivity via Minisci reaction with formamides, Fe(II) sulfate and tert-butyl hydroperoxide.The isolation procedure is considerably improved by the addition of citric acid for complexation of the Fe ions.Fusaric acid and other 5-alkyl-2-pyridine carboxylic acids are obtained by a following Wolff-Kishner reaction in 20-75percent overall yield.