501-81-5

Basic information

• Product Name: 3-Pyridylacetic acid
• Synonyms: RARECHEM AL BO 0218;TIMTEC-BB SBB005848;PYRIDYL-3-ACETIC ACID;PYRIDINE-3-ACETIC ACID;PYRIDIN-3-YL-ACETIC ACID;2-(3-PYRIDYL)ACETIC ACID;3-PYRIDYLACETIC ACID;3-PYRIDINEACETIC ACID
• CAS NO: 501-81-5
• Molecular Formula: C₇H₇NO₂
• Molecular Weight: 137.14
• EINECS: 207-928-7
• Product Categories: Organic acids;Pyridines;Heterocycle-Pyridine series
• Mol File: 501-81-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 144-146°C
• Boiling Point: 301.6 °C at 760 mmHg
• Flash Point: 136.2 °C
• Appearance: /
• Density: 1.245 g/cm³
• Vapor Pressure: 0.000463mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 3.59±0.10(Predicted)
• CAS DataBase Reference: 3-Pyridylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pyridylacetic acid(501-81-5)
• EPA Substance Registry System: 3-Pyridylacetic acid(501-81-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36
• Hazardous Substances Data: 501-81-5(Hazardous Substances Data)

Usage

Chemical Properties

Off-white to light yellow solid

Definition

ChEBI: A monocarboxylic acid that is acetic acid substituted by a (pyridin-3-yl) group. It is a metabolite of nicotine and other tobacco alkaloids.

InChI:InChI=1/C7H7NO2.ClH/c9-7(10)4-6-2-1-3-8-5-6;/h1-3,5H,4H2,(H,9,10);1H

Upstream product

• 7300-28-9 3-allyl pyridine 
• 39998-25-9 methyl pyridine-3-acetate 
• 39931-77-6 pyridin-3-yl-acetic acid ethyl ester 
• 490-75-5 Homoquinolinic acid 
• 5423-64-3 (pyridin-3-yl)thioacetmorpholide 
• 6443-85-2 3-pyridinylacetonitrile 
• 166411-29-6 [3]pyridyl-acetic acid isopropyl ester 
• 69713-27-5 (pyridin-3-yl)acetic acid tert-butyl ester 
• 54401-85-3 pyridin-4-yl-acetic acid ethyl ester 
• 166411-28-5 [3]pyridyl-acetic acid propyl ester 
• 626-55-1 3-Bromopyridine 
• 350-03-8 methyl-3-pyridylketone 
• 81335-71-9 methyl 3-(chloroformyl)pyridine-2-carboxylate 
• 807361-96-2 (2-methoxycarbonyl-[3]pyridyl)-acetic acid methyl ester 

Downstream Products

• 6302-03-0 1-(pyridin-3-yl)-2-propanone 
• 141694-17-9 α-(3-pyridyl)-cinnamic acid 
• 108-99-6 3-Methylpyridine 
• 844-01-9 7-methoxy-4-methyl-3-pyridin-3-yl-2H-chromen-2-one 
• 67210-69-9 7-hydroxy-4-phenyl-3-pyridin-3-yl-chromen-2-one 
• 67210-67-7 5,7-Diacetoxy-3-(3-pyridyl)-cumarin 
• 39998-25-9 methyl pyridine-3-acetate 
• 116376-77-3 2,6-Diisopropyl-4-((E)-2-pyridin-3-yl-vinyl)-phenol 
• 127035-56-7 2,6-Dimethyl-4-((E)-2-pyridin-3-yl-vinyl)-phenol 
• 116376-74-0 2-tert-Butyl-4-((E)-2-pyridin-3-yl-vinyl)-phenol 
• 116376-73-9 2-tert-Butyl-6-methyl-4-((E)-2-pyridin-3-yl-vinyl)-phenol 
• 127035-55-6 2,6-Diethyl-4-((E)-2-pyridin-3-yl-vinyl)-phenol 
• 130553-76-3 N-Methyl-2-pyridin-3-yl-N-((1S,2R)-2-pyrrolidin-1-yl-cyclohexyl)-acetamide 
• 85666-05-3 4-[(E)-2-(pyridin-3-yl)ethenyl]phenol 

Relevant articles and documents

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Pd(OH)2/C, a Practical and Efficient Catalyst for the Carboxylation of Benzylic Bromides with Carbon Monoxide

A simple, efficient, cheap, and broadly applicable system for the carboxylation of benzylic bromides with carbon monoxide and water is reported. Upon simple reaction with only 2.5 wt % of Pearlman's catalyst and 10 mol % of tetrabutylammonium bromide in tetrahydrofuran at 110 °C for 4 h, a range of benzylic bromides can be smoothly converted to the corresponding arylacetic acids in good to excellent yields after simple extraction and acid-base wash. The reaction was found to be broadly applicable, scalable, and could be successfully extended to the use of ex situ-generated carbon monoxide and applied to the synthesis of the nonsteroidal anti-inflammatory drug diclofenac.

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