7082-71-5

Basic information

• Product Name: ISONICOTINIC ANHYDRIDE
• Synonyms: 4-PYRIDINECARBOXYLIC ACID ANHYDRIDE;ISONICOTINIC ANHYDRIDE;ISONICOTINIC ACID ANHYDRIDE;PYRIDINE-4-CARBOXYLIC ACID ANHYDRIDE;IsonicotinicAnhydride90%;Isonicotinic anhydride, HPLC 90%;Isonicotinic anhydride, 90%, remainder picolinic and nicotinic acid-anhydride;Isonicotinic anhydride, remainder picolinic and nicotinic acid-anhydride
• CAS NO: 7082-71-5
• Molecular Formula: C₁₂H₈N₂O₃
• Molecular Weight: 228.2
• EINECS: 230-382-6
• Product Categories: Heterocyclic Compounds;C9 to C46;Heterocyclic Building Blocks;Pyridines;Building Blocks;C12;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 7082-71-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 133 °C
• Boiling Point: 370.01°C (rough estimate)
• Flash Point: 203.1°C
• Appearance: Off-white to beige-brownish/Crystalline Powder
• Density: 1.2958 (rough estimate)
• Vapor Pressure: 5.25E-07mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• CAS DataBase Reference: ISONICOTINIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ISONICOTINIC ANHYDRIDE(7082-71-5)
• EPA Substance Registry System: ISONICOTINIC ANHYDRIDE(7082-71-5)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-14-36/37/38
• Safety Statements: 7/8-45-36/37/39-25-36-26
• WGK Germany: 3
• Hazardous Substances Data: 7082-71-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H8N2O3/c15-11(9-1-5-13-6-2-9)17-12(16)10-3-7-14-8-4-10/h1-8H

Upstream product

• 55-22-1 pyridine-4-carboxylic acid 
• 25108-37-6 potassium pyridine-4-carboxylate 
• 14254-57-0 4-(chlorocarbonyl)pyridine 

Downstream Products

• 6962-20-5 (5aS)-10-isonicotinoyloxy-5c-(3,4,5-trimethoxy-phenyl)-(5ar,8ac)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 
• 14548-46-0 4-Benzoylpyridine 
• 568581-25-9 N-{3-[4-(1H-indazol-5-ylamino)thieno[3,2-d]pyrimidin-2-yl]}isonicotinamide 
• 77507-65-4 (1-Benzenesulfonyl-3-ethyl-1H-indol-2-yl)-pyridin-4-yl-methanone 
• 65112-83-6 1-(phenylsulfonyl)-2-indolyl 4-pyridyl ketone 
• 113707-64-5 bis<1-(phenylsulfonyl)-2-indolyl>-4-pyridylmethanol 
• 25387-27-3 1-methyl-2-indolyl 4-pyridyl ketone 
• 77507-64-3 (1-Benzenesulfonyl-3-methyl-1H-indol-2-yl)-pyridin-4-yl-methanone 
• 1453-82-3 isonicotinamide 
• 100969-24-2 N-(1-methyl-2-oxo-2-[4]pyridyl-ethyl)-benzamide 
• 107624-90-8 2-hydroxy-2-phenyl-1-[4]pyridyl-ethanone 
• 111796-04-4 4-(2,4-diphenyl-oxazol-5-yl)-pyridine 
• 1096622-91-1 7-hydroxy-3-(4-hydroxy-phenyl)-2-pyridin-4-yl-chromen-4-one 

Relevant articles and documents

Facile and direct synthesis of symmetrical acid anhydrides using a newly prepared powerful and efficient mixed reagent

An efficient mixed reagent for direct synthesis of symmetrical carboxylic anhydrides from carboxylic acids has been prepared. Carboxylic acids are converted to anhydrides using triphenylphosphine/ trichloroisocyanuric acid under mild reaction conditions at room temperature. Short reaction time, excellent yields of products, low cost, availability of reagents, simple experimental procedure, and easy work-up of the products are the main advantages of the presented method.

A versatile, practical, and inexpensive reagent, pyridine-3-carboxylic anhydride (3-PCA), for condensation reactions

A highly useful method for the preparation of carboxylic esters and carboxamides from various carboxylic acids was established by using a novel condensing reagent, pyridine-3-carboxylic anhydride (3-PCA), in the presence of 4-(dimethylamino)pyridine as an activator. The reactions of various carboxylic acids with nucleophiles, such as alcohols or amines, afforded the corresponding carboxylic acids or carboxamides in good to high yields under mild conditions by using simple experimental procedure. In addition, it was confirmed that this protocol was applicable to a gram-scale synthesis and the by-products, including pyridine-3-carboxylic acid and pyridine-3-carboxylate (or pyridine-3- carboxamide) produced in situ, were easily removed by using a simple aqueous workup.