6050-58-4

Basic information

• Product Name: 4-MORPHOLIN-4-YLBUTAN-2-ONE
• Synonyms: 4-Morpholinobutan-2-one
• CAS NO: 6050-58-4
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.21
• Mol File: 6050-58-4.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 247.4°C at 760 mmHg
• Flash Point: 103.4°C
• Appearance: /
• Vapor Pressure: 0.0258mmHg at 25°C
• CAS DataBase Reference: 4-MORPHOLIN-4-YLBUTAN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-MORPHOLIN-4-YLBUTAN-2-ONE(6050-58-4)
• EPA Substance Registry System: 4-MORPHOLIN-4-YLBUTAN-2-ONE(6050-58-4)

Safety Data

• Hazardous Substances Data: 6050-58-4(Hazardous Substances Data)

Usage

General Description

4-MORPHOLIN-4-YLBUTAN-2-ONE is a chemical compound with the molecular formula C8H15NO2. It is a heterocyclic organic compound that contains a morpholine ring and a ketone functional group. 4-MORPHOLIN-4-YLBUTAN-2-ONE is often used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It can be used as a reagent in organic chemistry reactions, and its unique structure makes it valuable for the creation of diverse molecules. 4-MORPHOLIN-4-YLBUTAN-2-ONE has potential applications in the production of various drugs and other important chemical products.

InChI:InChI=1/C8H15NO2/c1-8(10)2-3-9-4-6-11-7-5-9/h2-7H2,1H3/p+1

Upstream product

• 110-91-8 morpholine 
• 598-32-3 2-hydroxy-3-butene 
• 14103-77-6 1,3-dimethylimidazolidine 
• 67-64-1 acetone 
• 78-94-4 methyl vinyl ketone 
• 110-88-3 1,3,5-Trioxan 
• 50-00-0 formaldehyd 
• 10024-89-2 morpholin hydrochloride 

Downstream Products

• 92322-99-1 4-morpholin-4-yl-2-phenyl-butan-2-ol 
• 6312-81-8 1-bromo-4-morpholino-2-butanone hydrobromide 
• 102557-26-6 1-(4-bromo-phenyl)-6-methyl-6-(2-morpholin-4-yl-ethyl)-1,6-dihydro-[1,3,5]triazine-2,4-diamine 
• 102557-50-6 1-(4-chloro-phenyl)-6-methyl-6-(2-morpholin-4-yl-ethyl)-1,6-dihydro-[1,3,5]triazine-2,4-diamine 
• 102896-96-8 1-(4-ethoxy-phenyl)-6-methyl-6-(2-morpholin-4-yl-ethyl)-1,6-dihydro-[1,3,5]triazine-2,4-diamine 
• 113795-58-7 6-methyl-6-(2-morpholin-4-yl-ethyl)-1-p-tolyl-1,6-dihydro-[1,3,5]triazine-2,4-diamine 
• 102887-68-3 1-(4-methoxy-phenyl)-6-methyl-6-(2-morpholin-4-yl-ethyl)-1,6-dihydro-[1,3,5]triazine-2,4-diamine 
• 53310-32-0 3-methyl-5-morpholin-4-yl-1-phenyl-pent-1-yn-3-ol 
• 112949-64-1 1-(4-bromo-3-chloro-phenyl)-6-methyl-6-(2-morpholin-4-yl-ethyl)-1,6-dihydro-[1,3,5]triazine-2,4-diamine 
• 1346016-41-8 (E)-4-(3-(3-methoxyphenyl)but-2-en-1-yl)morpholine hydrochloride 
• 1346016-40-7 (E)-4-(3-(4-methoxyphenyl)but-2-en-1-yl)morpholine hydrochloride 
• 1346016-42-9 2-(4-methoxyphenyl)-4-morpholinobutan-2-ol 
• 1346016-39-4 (E)-4-(3-phenylbut-2-en-1-yl)morpholine hydrochloride 
• 64502-92-7 (2-oxo-4-morpholino)butyltriphenylphosphonium bromide hydrobromide 

Relevant articles and documents

Iron-Catalyzed Anti-Markovnikov Hydroamination and Hydroamidation of Allylic Alcohols

Hydroamination allows for the direct access to synthetically important amines. Controlling the selectivity of the reaction with efficient, widely applicable, and economic catalysts remains challenging, however. This paper reports an iron-catalyzed formal anti-Markovnikov hydroamination and hydroamidation of allylic alcohols, which yields γ-amino and γ-amido alcohols, respectively. Homoallylic alcohol is also feasible. The catalytic system, consisting of a pincer Fe-PNP complex (1-4 mol %), a weak base, and a nonpolar solvent, features exclusive anti-Markovnikov selectivity, broad substrate scope (>70 examples), and good functional group tolerance. The reaction could be performed at gram scale and applied to the synthesis of drug molecules and heterocyclic compounds. When chiral substrates are used, the stereochemistry and enantiomeric excess are retained. Further application of the chemistry is seen in the functionalization of amino acids, natural products, and existing drugs. Mechanistic studies suggest that the reaction proceeds via two cooperating catalytic cycles, with the iron complex catalyzing a dehydrogenation/hydrogenation process while the amine substrate acts as an organocatalyst for the Michael addition step.

Palladium nanocatalysts in glycerol: Tuning the reactivity by effect of the stabilizer

Palladium nanoparticles (PdNPs) prepared in neat glycerol containing TPPTS (tris(3-sulfophenyl)phosphine trisodium salt) or cinchona-based alkaloids (cinchonidine, quinidine) as capping agents, were applied as catalysts in fluoride-free Hiyama couplings and conjugate additions with the aim of evaluating the influence of the stabilizer in the catalytic reactivity. Therefore, PdNPs stabilized by phosphine favored C–C cross-couplings, whereas those containing alkaloids showed enhanced suitability for C–C homo-couplings and conjugate additions. The metal/stabilizer coordination mode, i.e. Pd–P dative bond and π-π interaction between quinoline moiety and palladium surface, is certainly key for the stabilization of different active metallic species and then promoting distinctive catalytic pathways.

A formal anti-Markovnikov hydroamination of allylic alcohols via tandem oxidation/1,4-conjugate addition/1,2-reduction using a Ru catalyst

A formal anti-Markovnikov hydroamination of allylic alcohols using a Ru catalyst via tandem oxidation/1,4-conjugate addition/1,2-reduction was developed. Thus, the reaction of allylic alcohols with amines was performed in the presence of the catalyst generated from RuClH(CO)(PPh3)3 and 2,6-bis(n-butyliminomethyl)pyridine in situ to afford the corresponding γ-amino alcohols efficiently. This journal is