7025-91-4

Basic information

• Product Name: 4-M-TOLYLMORPHOLINE
• Synonyms: 4-M-TOLYLMORPHOLINE
• CAS NO: 7025-91-4
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.24
• Mol File: 7025-91-4.mol
• Article Data: 67

Chemical Properties

• Melting Point: 38-39 °C
• Boiling Point: 309°C at 760 mmHg
• Flash Point: 91.2°C
• Appearance: /
• Density: 1.048g/cm³
• Vapor Pressure: 0.000656mmHg at 25°C
• Refractive Index: 1.538
• PKA: 5.34±0.40(Predicted)
• CAS DataBase Reference: 4-M-TOLYLMORPHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-M-TOLYLMORPHOLINE(7025-91-4)
• EPA Substance Registry System: 4-M-TOLYLMORPHOLINE(7025-91-4)

Safety Data

• Hazardous Substances Data: 7025-91-4(Hazardous Substances Data)

Usage

General Description

4-M-tolylmorpholine, also known as 4-Methylmorpholine, is a chemical compound that belongs to the class of morpholine derivatives. It is an organic compound with the molecular formula C7H15NO and a molecular weight of 129.20 g/mol. This chemical is commonly used as a solvent in various industrial applications, for example, in the manufacturing of pharmaceuticals, dyes, rubber, and pesticides. It is known for its high boiling point, which makes it suitable for use in processes that require high temperatures. Additionally, 4-M-tolylmorpholine is used as a corrosion inhibitor and as a stabilizer in the production of polymers. However, it is important to handle this chemical with care as it is known to be harmful if ingested or inhaled, causing irritation to the respiratory system and eyes.

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

Upstream product

• 1708-29-8 2,5-dihydrofuran 
• 108-44-1 1-amino-3-methylbenzene 
• 110-91-8 morpholine 
• 17933-03-8 m-tolylboronic acid 
• 108-41-8 1-chloro-3-methylbenzene 
• 591-17-3 meta-bromotoluene 
• 106-38-7 para-bromotoluene 
• 95-46-5 2-methylphenyl bromide 
• 624-31-7 4-tolyl iodide 
• 95-49-8 2-methylchlorobenzene 
• 352-70-5 m-Fluorotoluene 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 5765-65-1 4-(benzoyloxy)morpholine 
• 615-37-2 ortho-methylphenyl iodide 

Downstream Products

• 28276-92-8 2-(N-m-tolylformamido)ethyl formate 

Relevant articles and documents

Synthesis of N-heterocyclic carbene-Pd(II)-5-phenyloxazole complexes and initial studies of their catalytic activity toward the Buchwald-Hartwig amination of aryl chlorides

Three new N-heterocyclic carbene (NHC)-Pd(II) complexes using 5-phenyloxazole as the ancillary ligand have been obtained in moderate to good yields by a one-pot reaction of the corresponding imidazolium salts, palladium chloride and 5-phenyloxazole under mild conditions. Initial studies showed that one of the complexes is an efficient catalyst for the Buchwald-Hartwig amination of aryl chlorides with various secondary and primary amines under the varied catalyst loading of 0.01-0.05 mol%, thus it will enrich the chemistry of NHCs and give an alternative catalyst for the coupling of challenging while cost-low aryl chlorides.

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.

Catalyst-free photodecarbonylation ofortho-amino benzaldehyde

It is almost a consensus that decarbonylation of the aldehyde group (-CHO) needs to not only be mediated by transition metal catalysts, but also requires severe reaction conditions (high temperature and long reaction time). In this work, inspired by the “conformational-selectivity-based” design strategy, we broke this consensus and discovered a catalyst-free photodecarbonylation of the aldehyde group. It revealed that decarbonylation can be easily achieved with visible light irradiation by introducing a tertiary amine into theortho-position of the aldehyde group. A diverse array of tertiary amines is tolerated by our photodecarbonylation under mild conditions. Furthermore, the (QM) computations of the mechanism and the experiments on well-designed special substrates revealed that our photodecarbonylation depends on the conformational specificity of the aldehyde group and tertiary amine, and occurs through an unusual [1,4]-H shift and a subsequent [1,3]-H shift.