39655-41-9

Basic information

• Product Name: 4-[(1Z)-1-phenylprop-1-en-1-yl]morpholine
• CAS NO: 39655-41-9
• Molecular Formula: C₁₃H₁₇NO
• Molecular Weight: 203.2802
• Mol File: 39655-41-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 339.9°C at 760 mmHg
• Flash Point: 100.4°C
• Density: 1.043g/cm³
• Vapor Pressure: 8.91E-05mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: 4-[(1Z)-1-phenylprop-1-en-1-yl]morpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(1Z)-1-phenylprop-1-en-1-yl]morpholine(39655-41-9)
• EPA Substance Registry System: 4-[(1Z)-1-phenylprop-1-en-1-yl]morpholine(39655-41-9)

Safety Data

• Hazardous Substances Data: 39655-41-9(Hazardous Substances Data)

Upstream product

• 110-91-8 morpholine 
• 673-32-5 1-Phenylprop-1-yne 
• 93-55-0 1-phenyl-propan-1-one 

Downstream Products

• 53344-46-0 6-methyl-1,4,5-triphenyl-3-thioxo-spiro[2-aza-bicyclo[3.1.0]hexanium-2,4'-morpholinium] betaine 
• 25888-24-8 1-Phenyl-2-propanon-(1) 
• 40394-84-1 3-Methyl-4-oxo-4-phenyl-butansaeure-ethylester 
• 16206-34-1 3‐methyl‐2,5‐diphenyl‐1H‐pyrrole 
• 87618-41-5 5-Methyl-3,6-diphenyl-5,6-dihydro-4H-[1,2]oxazine 
• 53343-17-2 6-methyl-3-methylsulfanyl-1,4,5-triphenyl-spiro[2-aza-bicyclo[3.1.0]hex-3-enium-2,4'-morpholinium]; iodide 
• 53344-63-1 4-(2,3,4-triphenyl-hexa-2,4-dienethioyl)-morpholine 
• 1731-59-5 4-(2-methyl-1,1-dioxo-3-phenyl-1λ⁶-thietan-3-yl)-morpholine 
• 1731-69-7 1-phenyl-2-(2-phenyl-ethanesulfonyl)-propan-1-one 
• 1731-60-8 4-(2-benzyl-4-methyl-1,1-dioxo-3-phenyl-1λ⁶-thietan-3-yl)-morpholine 
• 53344-36-8 8-methyl-9-morpholin-4-yl-4,6,9-triphenyl-1-oxa-spiro[4.4]nona-3,6-dien-2-one 
• 53344-35-7 8-methyl-9-morpholin-4-yl-3,6,9-triphenyl-1-oxa-spiro[4.4]nona-3,6-dien-2-one 
• 53016-90-3 N-(toluene-4-sulfonyl)-morpholine-4-carboximidic acid benzylamide 
• 53016-91-4 N-(3-benzyl-5-methyl-4-phenyl-3H-thiazol-2-ylidene)-toluene-4-sulfonamide 

Relevant articles and documents

Achieving Aliphatic Amine Addition to Arylalkynes via the Lewis Acid Assisted Triazole-Gold (TA-Au) Catalyst System

Transition metal catalyzed intermolecular hydroamination of the arylalkynes with aliphatic amine is generally problematic due to the good coordination between amine and metal cation. With the combination of 1,2,3-triazole coordinated gold(I) catalyst (TA-Au) and Zn(OTf)2 cocatalyst, this challenging transformation was achieved with good to excellent yields and regioselectivity. Compared to previously reported methods, this approach offered an alternative catalyst system to achieve this fundamental chemical transformation with high efficiency and practical conditions.

Reactions of enamines with selectfluor: A straightforward route to difluorinated carbonyl compounds

Reactions of enamines, preformed from β-dicarbonyl and monocarbonyl compounds, with Selectfluor (1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2] octane bis(tetrafluoroborate) under mild conditions (triethylamine (TEA) or molecular sieves) easily led to the corresponding difluorinated carbonyl compounds in high yields.

New Methods and Reagents in Organic Synthesis. 34. Diphenyl Phosphorazidate (DPPA) as a 1,3-Dipole. A Simple, Efficient Conversion of Alkyl Phenyl Ketones to 2-Phenylalkanoic Acids

Propiophenone (11) was conveniently converted to its enamines 12a-c using boron trifluoride etherate as a catalyst.Reaction of diphenyl phosphorazidate (DPPA) with the enamines 12a-c efficiently afforded the N-phosphorylated amidines 14a-c by the 1,3-dipolar cycloaddition of DPPA to the enamine double bond, followed by the evolution of nitrogen from the intermediate triazoline 13, and 1,2-migration of the phenyl group. 1,3-Dipolar elimination products 15a-c were also formed, though in very low yields.Some chemical properties of the N-phosphorylated amidine 14a, as well as the 1,3-dipolar character of DPPA, were investigated.By the same reaction sequences (enamine formation followed by the 1,3-dipolar cycloaddition of DPPA), some alkyl phenyl ketones 29a-c were conveniently converted to the N-phosphorylated amidines 31a, 31b, and 27 via the enamines 30a-c.However , in the case of acetophenone and its derivatives 33a-c, these reaction sequences proceeded sluggishly.Alkaline hydrolysis of the N-phosphorylated amidines 14a, 31a, 31b and 27 with potassium hydroxide afforded 2-phenylalkanoic acids 25 and 32a-c, respectively, in excellent yields.The overall three-step process of successive treatment of alkyl phenyl ketones (alkylmethyl) with pyrrolidine, DPPA, and potassium hydroxide may provide a new general method for the efficient conversion of alkyl aryl ketones to 2-arylalkanoic acids.Keywords - enamine; diphenyl phosphorazidate; boron trifluoride etherate; 1,3-dipolar cycloaddition; 1,2-migration; N-phosphorylated amidine; alkaline hydrolysis; alkyl aryl ketone; 2-arylalkanoic acid