14520-53-7

Basic information

• Product Name: 2-prop-2-enoxybenzamide
• Synonyms: 2-prop-2-enoxybenzamide;2-(2-Propenyloxy)benzamide;2-ALLYLOXYBENZAMIDE
• CAS NO: 14520-53-7
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.22
• Mol File: 14520-53-7.mol

Chemical Properties

• Boiling Point: 309.12°C (rough estimate)
• Flash Point: 166°C
• Appearance: /
• Density: 1.1607 (rough estimate)
• Vapor Pressure: 0.000225mmHg at 25°C
• Refractive Index: 1.5168 (estimate)
• CAS DataBase Reference: 2-prop-2-enoxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-prop-2-enoxybenzamide(14520-53-7)
• EPA Substance Registry System: 2-prop-2-enoxybenzamide(14520-53-7)

Safety Data

• Hazardous Substances Data: 14520-53-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H11NO2/c1-2-7-13-9-6-4-3-5-8(9)10(11)12/h2-6H,1,7H2,(H2,11,12)

Upstream product

• 4001-73-4 2-Bromobenzamide 
• 107-18-6 allyl alcohol 
• 445-28-3 2-fluorobenzamide 
• 97960-34-4 2-(prop-2'-enyloxy)benzonitrile 
• 106-95-6 allyl bromide 
• 65-45-2 salicylamide 

Downstream Products

• 119123-61-4 2-Phenyl-1,2,4,10-tetrahydro-9-oxa-4-aza-phenanthren-3-one 
• 65-45-2 salicylamide 
• 63238-61-9 2,2-Bis(trifluormethyl)-2,3,3a,4-tetrahydrobenzpyranopyrrol 
• 97960-34-4 2-(prop-2'-enyloxy)benzonitrile 

Relevant articles and documents

Copper-Catalyzed Self-Condensation of Benzamide: Domino Reactions towards Quinazolinones

We herein report a simple and highly efficient microwave-assisted, copper-catalyzed and ligand-free synthetic method for 2-substituted 4(3H)-quinazolinones as domino reaction. This reaction proceeds via self-condensation of substrate (2-bromo/iodo benzamide) in the presence of a strong base and copper catalyst. The substituted quinazolinones were obtained in one-pot reaction by intramolecular cyclization (condensation) via Ullmann–type intermediate. Both the intermediates and quinazolinones were obtained in good yield and can be further used as building blocks for developing the potential novel drug-like compounds.

The stereochemistry of organometallic compounds. XLIII* rhodium-catalysed reactions of 2-(alkenyloxy)benzylamines and 2-(N-allyl-N-benzylamino)benzylamine

Reactions of 2-(allyloxy)benzylamines with H2/CO in the presence of rhodium catalysts give 1,3-benzoxazines, and 2-(N-allyl-N-benzylamino)benzylamine gives a quinazoline. These reactions have been shown to involve allylic cleavage followed by regioselective carbonylation at the internal carbon atom as demonstrated by crossover experiments. Reactions of longer chain (alkenyloxy)benzylamines under similar conditions give polymeric material.

Carbon-Carbon Bond Formation by Intramolecular 1,4-Dipolar Cycloaddition: Heterocyclic Betaines generated in situ from Amides and N-substituted Amides

Reaction of benzamides and N-substituted benzamides with appropriate o-alkenyl and -alkynyl side-chains and (chlorocarbonyl)phenyl ketene gives transient anhydro-1,3-oxazinium hydroxides which readily undergo intramolecular 1,4-dipolar cycloaddition; loss