16619-19-5

Basic information

• Product Name: 4-(1-oxo-3-phenylallyl)morpholine
• Synonyms: 4-(1-oxo-3-phenylallyl)morpholine;1-(Morpholino)-3-phenyl-2-propene-1-one;1-Morpholino-3-phenyl-2-propene-1-one;3-Phenyl-1-morpholino-2-propene-1-one;4-(1-Oxo-3-phenyl-2-propenyl)morpholine;4-(3-Phenylacryloyl)morpholine
• CAS NO: 16619-19-5
• Molecular Formula: C₁₃H₁₅NO₂
• Molecular Weight: 217.2637
• EINECS: 240-668-2
• Mol File: 16619-19-5.mol
• Article Data: 50

Chemical Properties

• Melting Point: 93-94 °C
• Boiling Point: 419.3°Cat760mmHg
• Flash Point: 207.4°C
• Appearance: /
• Density: 1.151g/cm³
• Vapor Pressure: 3.07E-07mmHg at 25°C
• Refractive Index: 1.589
• PKA: -1.00±0.20(Predicted)
• CAS DataBase Reference: 4-(1-oxo-3-phenylallyl)morpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1-oxo-3-phenylallyl)morpholine(16619-19-5)
• EPA Substance Registry System: 4-(1-oxo-3-phenylallyl)morpholine(16619-19-5)

Safety Data

• Hazardous Substances Data: 16619-19-5(Hazardous Substances Data)

Usage

General Description

4-(1-oxo-3-phenylallyl)morpholine is a chemical compound with the molecular formula C14H17NO2. It belongs to the class of organic compounds known as morpholines, which are heterocyclic compounds containing a morpholine moiety, which is a six-membered aliphatic heterocycle with a nitrogen atom and an oxygen atom in ring positions 1 and 4. This chemical is also a member of the class of compounds called alpha-keto imines. It is used in various industrial applications, including as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is important to handle this compound with care, as it may have harmful effects on human health and the environment.

InChI:InChI=1/C13H15NO2/c15-13(14-8-10-16-11-9-14)7-6-12-4-2-1-3-5-12/h1-7H,8-11H2/b7-6+

Upstream product

• 101132-14-3 2-morpholin-4-yl-4-phenyl-but-3-enenitrile 
• 40299-87-4 N-(bromoacetyl)morpholine 
• 100-52-7 benzaldehyde 
• 4885-64-7 1-morpholin-4-yl-2-(triphenyl-phosphanylidene)-ethanone 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 110-91-8 morpholine 
• 33603-90-6 (2Z)-2-bromo-3-phenyl-2-propenal 
• 14371-10-9 (E)-3-phenylpropenal 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 95969-89-4 1-(morpholin-4-yl)-3-phenylprop-2-yn-1-one 
• 5765-63-9 4-hydroxymorpholine 
• 16169-88-3 1-phenylprop-2-ynyl acetate 
• 17077-46-2 4-(3-phenyl-propionyl)-morpholine 
• 100-42-5 styrene 

Downstream Products

• 37935-65-2 4-(3-phenyl-3-trimethylsilanyl-propionyl)-morpholine 
• 17077-46-2 4-(3-phenyl-propionyl)-morpholine 
• 134715-42-7 3-(3-Morpholin-4-yl-5-phenyl-4,5-dihydro-pyrazol-1-yl)-3-oxo-N-p-tolyl-propionamide 
• 134715-40-5 3-(3-Morpholin-4-yl-5-phenyl-4,5-dihydro-pyrazol-1-yl)-3-oxo-N-o-tolyl-propionamide 
• 134715-41-6 3-(3-Morpholin-4-yl-5-phenyl-4,5-dihydro-pyrazol-1-yl)-3-oxo-N-m-tolyl-propionamide 
• 134715-30-3 4-<3'-(1'-anilinomalonyl-5'-phenyl)pyrazolinyl>morpholine 
• 134715-46-1 N-(4-Chloro-phenyl)-3-(3-morpholin-4-yl-5-phenyl-4,5-dihydro-pyrazol-1-yl)-3-oxo-propionamide 
• 134715-44-9 N-(2-Chloro-phenyl)-3-(3-morpholin-4-yl-5-phenyl-4,5-dihydro-pyrazol-1-yl)-3-oxo-propionamide 
• 134715-45-0 N-(3-Chloro-phenyl)-3-(3-morpholin-4-yl-5-phenyl-4,5-dihydro-pyrazol-1-yl)-3-oxo-propionamide 
• 134715-43-8 N-(2-Methoxy-phenyl)-3-(3-morpholin-4-yl-5-phenyl-4,5-dihydro-pyrazol-1-yl)-3-oxo-propionamide 
• 19184-21-5 (E)-1-phenylhept-1-en-3-one 
• 38661-84-6 (E)-1,4-diphenylbut-1-en-3-one 
• 147599-28-8 4-((2R,3R)-5-oxo-3-phenyltetrahydrofuran-2-yl)benzonitrile 
• 897392-13-1 morpholin-4-yl-(2-phenyl-3-styryl-cyclopropyl)-methanone 

Relevant articles and documents

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Dialkylaminoacetonitrile Derivatives as Amide Synthons. A One-Pot Preparation of Heteroaryl Amides via a Strategy of Sequential SNAr Substitution and Oxidation

Dialkylamino acetonitrile derivatives were utilized as alternative to cyanohydrin synthons for preparation of the corresponding heteroaryl dialkyl amides via a strategy of sequential base-mediated coupling and oxidation. The most advantageous oxidant, NiO2-H2O, can readily oxidize 2-substituted aminoacetonitriles to the corresponding amides under both basic and neutral conditions by forming cyanohydrins in situ.

Mizoroki-Heck Reaction of Unstrained Aryl Ketones via Ligand-Promoted C-C Bond Olefination

Mizoroki-Heck reaction of unstrained aryl ketone with acrylate/styrene is accomplished via palladium-catalyzed ligand-promoted C-C bond cleavage. Various (hetero)aryl ketones are compatible in the reaction, affording the alkene product in good to excellent yields. Further applications in the late-stage olefination of some drugs, natural products, and fragrance-derived aryl ketones demonstrate the synthetic utility of this protocol. By employing ketone as both the directing group and the leaving group, 1,2-bifunctionalization is achieved via sequential ortho-C-H alkylation/ipso-Heck olefination.

Electron-Catalyzed Aminocarbonylation: Synthesis of α,β-Unsaturated Amides from Alkenyl Iodides, CO, and Amines

Aminocarbonylation of alkenyl iodides with CO and amines proceeded under heating to produce α,β-unsaturated amides in good yields (23 examples, 71% average yield). This catalyst-free method exhibited good functional-group tolerance, and open a straightforward access to functionalized acrylamides, as illustrated by the synthesis of Ilepcimide. A hybrid radical/ionic mechanism involving chain electron transfer is proposed for this transformation.