5585-33-1

Basic information

• Product Name: 2-MORPHOLINOANILINE
• Synonyms: 2-MORPHOLINOANILINE;ASISCHEM U14625;BUTTPARK 96\57-90;2-(MORPHOLIN-4-YL)ANILINE;N-(2-AMINOPHENYL)MORPHOLINE;2-morpholin-4-ylaniline hydrochloride;2-(Morpholin-4-yl)aniline 97%;2-Morpholinoaniline 97%
• CAS NO: 5585-33-1
• Molecular Formula: C₁₀H₁₄N₂O
• Molecular Weight: 178.23
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 5585-33-1.mol
• Article Data: 21

Chemical Properties

• Melting Point: 93-95°C
• Boiling Point: 120°C/0.6mmHg(lit.)
• Flash Point: 154.9°C
• Appearance: /
• Density: 1.149g/cm³
• Vapor Pressure: 0.000146mmHg at 25°C
• Refractive Index: 1.589
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 7.26±0.40(Predicted)
• BRN: 163926
• CAS DataBase Reference: 2-MORPHOLINOANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-MORPHOLINOANILINE(5585-33-1)
• EPA Substance Registry System: 2-MORPHOLINOANILINE(5585-33-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39-36/37
• RIDADR: 2811
• WGK Germany: 2
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 5585-33-1(Hazardous Substances Data)

Usage

General Description

2-MORPHOLINOANILINE is an organic compound with the chemical formula C10H14N2O. It is a derivative of aniline, with a morpholine ring attached to the amino group. This chemical is used in several industrial applications, including as an intermediate in the production of dyes and pigments, as well as in the synthesis of pharmaceuticals. 2-MORPHOLINOANILINE is also utilized as a corrosion inhibitor in metalworking fluids and as a reagent in organic synthesis. It is a colorless to pale yellow liquid with a characteristic amine-like odor, and it is considered to be a hazardous chemical that requires careful handling and storage.

InChI:InChI=1/C10H14N2O/c11-9-3-1-2-4-10(9)12-5-7-13-8-6-12/h1-4H,5-8,11H2

Upstream product

• 5320-98-9 N-(2-nitrophenyl)morpholine 
• 88-73-3 2-Chloronitrobenzene 
• 1352801-49-0 2-morpholin-4-yl-N-(pivaloyloxy)benzamide 
• 61650-22-4 N-(pivaloyloxy)benzamide 
• 495-18-1 Benzohydroxamic acid 
• 775316-48-8 N-(2-morpholinophenyl)picolinamide 
• 4165-61-1 aniline-d5 
• 1575754-28-7 N-(phenyl-d5)picolinamide 
• 10354-53-7 N-phenylpicolinamide 
• 62-53-3 aniline 
• 591-50-4 iodobenzene 
• 98-80-6 phenylboronic acid 
• 110-91-8 morpholine 
• 615-36-1 2-bromoaniline 

Downstream Products

• 5321-02-8 2,2'-(2-morpholin-4-yl-phenylazanediyl)-bis-ethanol 
• 5236-95-3 2-Morpholino-N-acetoacetyl-anilin 
• 23257-03-6 2-morpholin-4-yl-N-(4-nitro-benzyl)-aniline 
• 23256-94-2 10-(4-nitro-benzyl)-3,4-dihydro-1H-benzo[4,5]imidazo[2,1-c][1,4]oxazinium; chloride 
• 27224-89-1 2-hydroxy-N-(2-morpholin-4-yl-phenyl)-2-phenyl-acetamide 
• 58785-39-0 (2-morpholin-4-yl-anilino)-butenedioic acid dimethyl ester 
• 58785-52-7 4-(2-morpholin-4-yl-anilino)-pent-3-en-2-one 
• 58785-10-7 (2-morpholin-4-yl-anilinomethylene)-malonic acid diethyl ester 
• 870678-23-2 (E)-3-Amino-1-(4-fluoro-phenyl)-3-(2-morpholin-4-yl-phenylamino)-propenone 
• 5585-36-4 N,N-bis-(2-chloro-ethyl)-2-morpholin-4-yl-aniline 
• 5236-90-8 2,6-dimethyl-4-oxo-4H-pyran-3-carboxylic acid 2-morpholin-4-yl-anilide 
• 27231-15-8 7-morpholin-4-yl-3-phenyl-1,3-dihydro-indol-2-one 
• 131676-81-8 N-(2-morpholinophenyl)butyramidine 
• 131679-35-1 1-(n-butyl)-3-(2-morpholinophenyl)thiourea 

Relevant articles and documents

Copper-Catalyzed Oxalamide-Directed ortho-C-H Amination of Anilines with Alkylamines

A copper-catalyzed oxalamide-directed ortho-C-H amination of anilines has been developed by using 1 atm of air as the sole oxidant. The protocol shows excellent functional group tolerance, and some heterocyclic amines including indole, benzothiophene, benzothiazole, quinoline, isoquinoline, and quinoxaline could be compatible in the reaction. The late-stage diversification of medicinal drugs demonstrates the synthetic utility of this protocol.

Ru(II)-Catalyzed Amination of Aryl Fluorides via η6-Coordination

We developed a Ru/hemilabile-ligand-catalyzed nucleophilic aromatic substitution (SNAr) of aryl fluorides as the limiting reagents. Significant ligand enhancement was demonstrated by the engagement of both electron-rich and neutral arenes in the SNAr amination without using excess arenes. Preliminary mechanistic studies revealed that the nucleophilic substitution proceeds on a η6-complex of the Ru catalyst and the substrate, and the hemilabile ligand facilitates dissociation of products from the metal center.

Copper-Catalyzed Electrophilic Ortho C(sp2)-H Amination of Aryl Amines: Dramatic Reactivity of Bicyclic System

A practical copper-catalyzed, 2-picolinamide-directed ortho C-H amination of anilines with benzoyl-protected hydroxylamines has been disclosed that proceeds smoothly without any external stoichiometric oxidant or additives. Remarkably, besides anilines, b