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 
• 624-31-7 4-tolyl iodide 
• 37828-58-3 lithium morpholide 
• 106-43-4 para-chlorotoluene 
• 5765-65-1 4-(benzoyloxy)morpholine 
• 69519-10-4 2-(p-tolyl)-1,3,2-dioxaborolane 
• 380481-66-3 5,5-dimethyl-2-(4-methylphenyl)-1,3,2-dioxaborinane 
• 7460-82-4 diethylene glycol ditosylate 
• 99-97-8 Dimethyl-p-toluidine 
• 5720-05-8 4-methylphenylboronic acid 
• 106-38-7 para-bromotoluene 
• 106-49-0 p-toluidine 
• 111-46-6 diethylene glycol 
• 111-44-4 3-oxa-1,5-dichloropentane 

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

Cu(I)–N-heterocyclic carbene-catalyzed base free C–N bond formation of arylboronic acids with amines and azoles

A new N-heterocyclic carbene (NHC) precursor of imidazolium chloride and its corresponding Cu(I)–NHC complex 1 was synthesized. The complex 1 was found to be a highly effective catalyst for Chan-Evans-Lam coupling of arylboronic acid with amines and azoles (including imidazole, pyrazole and triazole), without addition of base at room temperature. Various substituents on three substrates can be tolerated, giving the desired coupling products in good to excellent yields (62–94%). The method is practical and offers an alternative to the corresponding copper-catalyzed Chan-Evans-Lam process for the construction of C–N bonds.

Product selective reaction controlled by the combination of palladium nanoparticles, continuous microwave irradiation, and a co-existing solid; ligand-free Buchwald-Hartwig aminationvs.aryne amination

We have developed a continuous microwave irradiation-assisted Buchwald-Hartwig amination using our original Pd nanoparticle catalyst with a copper plate as a co-existing metal solid. In this methodology, a microwave-controlled product selectivity was achieved between Buchwald-Hartwig amination and aryne amination performed under strongly basic conditions and at a high reaction temperature, because a polar chemical species such as Ar-Pd-halogen might be activated selectively by microwave radiation. Moreover, our catalyst could be used repeatedly over 10 times, and the amount of Pd leaching could be suppressed to a low level.