35665-25-9

Basic information

• Product Name: N-BENZYLCYCLOPROPANECARBOXAMIDE)
• Synonyms: cyclopropanecarboxamide, N-(phenylmethyl)-
• CAS NO: 35665-25-9
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.22702
• Mol File: 35665-25-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: 140-141 °C
• Boiling Point: 380.2°C at 760 mmHg
• Flash Point: 224.9°C
• Appearance: /
• Density: 1.137g/cm³
• Vapor Pressure: 5.56E-06mmHg at 25°C
• Refractive Index: 1.578
• PKA: 16.23±0.20(Predicted)
• CAS DataBase Reference: N-BENZYLCYCLOPROPANECARBOXAMIDE)(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYLCYCLOPROPANECARBOXAMIDE)(35665-25-9)
• EPA Substance Registry System: N-BENZYLCYCLOPROPANECARBOXAMIDE)(35665-25-9)

Safety Data

• Hazardous Substances Data: 35665-25-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H13NO/c13-11(10-6-7-10)12-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,12,13)

Upstream product

• 26065-79-2 s-p-tolyl cyclopropanecarbothioate 
• 100-46-9 benzylamine 
• 26065-77-0 cyclopropanecarboxylic 4-chlorophenyl thioester 
• 26410-33-3 S-p-bromophenyl cyclopropanecarboxylate 
• 26065-78-1 S-phenyl cyclopropanecarbothioate 
• 140-11-4 Benzyl acetate 
• 5500-21-0 cyclopropropanecarbonitrile 
• 694-02-0 cyclopropane carboxylic acid fluoroanhydride 
• 1759-53-1 cyclopropanecarboxylic acid 
• 26050-99-7 p-nitrophenyl cyclopropanecarboxylate 
• 4023-34-1 cyclopropanecarboxylic acid chloride 

Downstream Products

• 116373-23-0 N-benzyl-N-(cyclopropylmethyl)amine 
• 1384953-97-2 C₁₅H₂₅NSi 
• 5291-77-0 1-benzyl-2-pyrrolidone 

Relevant articles and documents

Acyl fluorides from carboxylic acids, aldehydes, or alcohols under oxidative fluorination

We describe a novel reagent system to obtain acyl fluorides directly from three different functional group precursors: carboxylic acids, aldehydes, or alcohols. The transformation is achieved via a combination of trichloroisocyanuric acid and cesium fluoride, which facilitates the synthesis of various acyl fluorides in high yield (up to 99%). It can be applied to the late-stage functionalization of natural products and drug molecules that contain a carboxylic acid, an aldehyde, or an alcohol group.

Synthesis of amides from acid chlorides and amines in the bio-based solvent Cyrene

Cyrene as a bio-alternative dipolar aprotic solvent: a waste minimizing and molar efficient protocol for the synthesis of amides from acid chlorides and primary amines in the bio-available solvent Cyrene is disclosed. This protocol removed the use of toxic solvents, such as dimethylformamide and dichloromethane. A simple aqueous work-up procedure for the removal of the high boiling solvent Cyrene resulted in up to a 55-fold increase in molar efficiency (Mol E.%) versus standard operating procedures. In order to rapidly compare the molar efficiency of this process against other methodologies an Excel based Mol. E% calculator was developed that automates many of the calculations. An investigation into the hydration of Cyrene found that it readily hydrates to form a geminal diol in the presence of water and that this process is exothermic.

Fe(ClO 4) 3 ·h 2 O-Catalyzed Ritter Reaction: A Convenient Synthesis of Amides from Esters and Nitriles

An efficient and inexpensive synthesis of N-substituted amides from the Ritter reaction of nitriles with esters catalyzed by Fe(ClO 4) 3 ·H 2 O is described. Fe(ClO 4) 3 ·H 2 O is an economically efficient catalyst for the Ritter reaction under solvent-free conditions. Reactions of a range of esters (benzyl, sec-alkyl, and tert-butyl esters) with nitriles (primary, secondary, tertiary, and aryl nitriles) were performed to provide the corresponding amides in high to excellent yields.