3935-01-1

Basic information

• Product Name: γ-Morpholinobutyrophenone
• Synonyms: γ-Morpholinobutyrophenone
• CAS NO: 3935-01-1
• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.30616
• Mol File: 3935-01-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 373.5°Cat760mmHg
• Flash Point: 179.7°C
• Appearance: /
• Density: 1.067g/cm³
• Vapor Pressure: 8.93E-06mmHg at 25°C
• Refractive Index: 1.526
• CAS DataBase Reference: γ-Morpholinobutyrophenone(CAS DataBase Reference)
• NIST Chemistry Reference: γ-Morpholinobutyrophenone(3935-01-1)
• EPA Substance Registry System: γ-Morpholinobutyrophenone(3935-01-1)

Safety Data

• Hazardous Substances Data: 3935-01-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 42, p. 850, 1977 DOI: 10.1021/jo00425a019

InChI:InChI=1/C14H19NO2/c16-14(13-5-2-1-3-6-13)7-4-8-15-9-11-17-12-10-15/h1-3,5-6H,4,7-12H2

Upstream product

• 110-91-8 morpholine 
• 65488-05-3 4-iodobutyrophenone 
• 939-52-6 4-chloro-1-phenylbutan-1-one 

Downstream Products

• 3935-02-2 4-Morpholin-4-yl-1-phenyl-butan-1-one; hydrochloride 

Relevant articles and documents

Mild Cu-Catalyzed Oxidation of Benzylic Boronic Esters to Ketones

The oxidation of benzylic boronic esters directly to the ketone is reported. This mild Cu-catalyzed method uses an ambient atmosphere of air as the terminal oxidant and is notably chemoselective. Oxidation of the C-B bond occurs selectively, even in the presence of unprotected alcohols. Initial investigation suggests the reaction proceeds through an alkylboron to Cu transmetalation, peroxide formation, and rearrangement to give the carbonyl.

Aminoketone Enolisation: Influence of Increasing Chain Length on Intramolecular Catalysis

Kinetic results are reported on the rates of ionisation of piperidino- and morpholino-phenones of varying chain length in buffer and dilute hydroxide solution, as measured by their rates of halogenation.For both series of aminoketones two important factors are responsible for a high reactivity relative to acetophenone: the positive charge on the protonated (and N-methylated) derivatives, which has a strong influence in the α-(n=1) and β-(n=2) position, and intramolecular general base catalysis by the neutral amino group, which has a maximum effect for the δ-(n=4) derivative.Results for the more acidic protonated morpholinoketones are almost identical to those of corresponding piperidinoketones and show no evidence of intramolecular general acid catalysis.The reduced basicity of the morpholino group is reflected in lower rate constants for the intramolecular general base-catalysed reaction.