3077-16-5

Basic information

• Product Name: 4-(P-TOLYL)MORPHOLINE
• Synonyms: 4-(P-TOLYL)MORPHOLINE;4-MORPHOLINOTOLUENE;4-(p-Tolyl)morpholine
• CAS NO: 3077-16-5
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.2429
• Mol File: 3077-16-5.mol
• Article Data: 222

Chemical Properties

• Melting Point: 50 °C
• Boiling Point: 309.18°C (rough estimate)
• Flash Point: 91.2°C
• Appearance: /
• Density: 1.0290 (rough estimate)
• Vapor Pressure: 0.000666mmHg at 25°C
• Refractive Index: 1.5302 (estimate)
• Solubility: soluble in Toluene
• PKA: 5.71±0.40(Predicted)
• CAS DataBase Reference: 4-(P-TOLYL)MORPHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(P-TOLYL)MORPHOLINE(3077-16-5)
• EPA Substance Registry System: 4-(P-TOLYL)MORPHOLINE(3077-16-5)

Safety Data

• Hazardous Substances Data: 3077-16-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 8, p. 293, 1967 DOI: 10.1016/S0040-4039(00)71537-1

InChI:InChI=1/C11H15NO/c1-10-2-4-11(5-3-10)12-6-8-13-9-7-12/h2-5H,6-9H2,1H3

Upstream product

• 110-91-8 morpholine 
• 29540-83-8 p-tolyl triflate 
• 106-38-7 para-bromotoluene 
• 23328-69-0 4-chloromorpholine 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 5720-05-8 4-methylphenylboronic acid 
• 13368-42-8 4-(trimethylsilyl)morpholine 
• 5765-65-1 4-(benzoyloxy)morpholine 
• 15738-23-5 sodium tetrakis(4-tolyl)borate 
• 106-44-5 p-cresol 
• 823-96-1 Trimethylboroxine 
• 10389-51-2 1-morpholino-4-nitrobenzene 
• 1229952-89-9 5-methyl-2-morpholinobenzaldehyde 
• 93249-44-6 2-fluoro-5-methylbenzaldehyde 

Downstream Products

• 1415461-03-8 1-(5-methyl-2-morpholinophenyl)naphthalen-2-ol 
• 602-09-5 1,1'-bi-2-naphthol 
• 28276-93-9 2-(p-toluidino-N-formyl)ethyl formate 

Relevant articles and documents

Polyisobutylene-supported N-heterocyclic carbene palladium catalysts

This paper describes how the nonpolar polymer polyisobutylene (PIB) can be used as a handle to prepare PIB-bound NHC ligands that are soluble in monophasic mixtures of mixed solvents but phase separable when such solvent systems are perturbed to be biphas

Recyclable polymer-supported Pd catalysts for aryl amination reactions

Polymer-supported palladium catalysts were prepared from three commercially available phosphine-functionalised polymers (PS-PR2), Pd 2(dba)3 and P(t-Bu)3. Catalyst stability was investigated using VT 31/su

Effect of Precatalyst Oxidation State in C-N Cross-Couplings with 2-Phosphinoimidazole-Derived Bimetallic Pd(I) and Pd(II) Complexes

We report the catalytic activity of two phosphinoimidazole-derived bimetallic palladium complexes in Pd-catalyzed amination reactions. Our studies demonstrate that the starting oxidation state (Pd(I) or Pd(II)) of the dimeric complex has a significant effect on the efficiency of the catalytic reaction. The corresponding Pd(I) complex shows higher reactivity in Buchwald-Hartwig aminations, while the Pd(II) complex is much more reactive in carbonylative amination reactions. These new dimeric palladium complexes provide good to excellent reactivity and yields in the amination reactions tested.

Electrochemical Cross-Dehydrogenative Aromatization Protocol for the Synthesis of Aromatic Amines

The introduction of amines onto aromatics without metal catalysts and chemical oxidants is synthetically challenging. Herein, we report the first example of an electrochemical cross-dehydrogenative aromatization (ECDA) reaction of saturated cyclohexanones and amines to construct anilines without additional metal catalysts and chemical oxidants. This reaction exhibits a broad scope of cyclohexanones including heterocyclic ketones, affording a variety of aromatic amines with various functionalities, and shows great potential in the synthesis of biologically active compounds.