2767-91-1

Basic information

• Product Name: 4-MORPHOLINOPYRIDINE
• Synonyms: 4-MORPHOLINOPYRIDINE;4-(4-PYRIDYL)MORPHOLINE;4-MORPHOLINOPYRIDINE 97%;4-(pyridin-4-yl)Morpholine;4-(4-Morpholinyl)pyridine, 97%
• CAS NO: 2767-91-1
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 164.2
• Product Categories: C9 to C46;Heterocyclic Building Blocks;Pyridines
• Mol File: 2767-91-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 102-108 °C(lit.)
• Boiling Point: 301.3°C at 760 mmHg
• Flash Point: 136°C
• Appearance: Yellow to orange/Powder
• Density: 1.124g/cm³
• Vapor Pressure: 0.00106mmHg at 25°C
• Refractive Index: 1.545
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 7.97±0.26(Predicted)
• CAS DataBase Reference: 4-MORPHOLINOPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-MORPHOLINOPYRIDINE(2767-91-1)
• EPA Substance Registry System: 4-MORPHOLINOPYRIDINE(2767-91-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2767-91-1(Hazardous Substances Data)

Usage

Description

4-Morpholinopyridine (MORP) is an organic compound that can be synthesized by the reduction of its 1-oxide. It is known for undergoing morpholine ring contraction when reacting with trimethylsilylmethyllithium (TMSCH2Li). This unique property makes it a versatile compound with potential applications in various fields.

Uses

Used in Chemical Synthesis:
4-Morpholinopyridine is used as a key intermediate in the synthesis of 1-alkyl-4-morpholinopyridinium halides. These compounds have potential applications in various chemical reactions and processes.
Used in Analytical Chemistry:
In the field of analytical chemistry, 4-Morpholinopyridine serves as a secondary enhancer to improve the chemiluminescence of horseradish peroxidase (HRP) catalyzed oxidation of luminol. This enhancement allows for more accurate and sensitive detection of certain substances, making it a valuable tool in research and diagnostics.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 4-Morpholinopyridine's unique chemical properties and reactivity may also make it a candidate for use in the development of new pharmaceutical compounds. Its potential applications could include the creation of novel drugs or drug delivery systems, targeting specific biological pathways or receptors.

InChI:InChI=1/C9H12N2O/c1-3-10-4-2-9(1)11-5-7-12-8-6-11/h1-4H,5-8H2

Upstream product

• 110-91-8 morpholine 
• 100-48-1 pyridine-4-carbonitrile 
• 119-61-9 benzophenone 
• 74415-02-4 4-(morpholin-4-yl)pyridine N-oxide 
• 1122-96-9 4-methoxypyridine N-oxide 
• 110-86-1 pyridine 
• 707-74-4 (trichloromethyl)mesitylene 
• 141375-66-8 1-(2-Methanesulfonyl-ethyl)-4-morpholin-4-yl-pyridinium 
• 141375-74-8 1-(2-Carbamoyl-ethyl)-4-morpholin-4-yl-pyridinium 
• 141375-58-8 4-Morpholin-4-yl-1-(3-oxo-butyl)-pyridinium 
• 141375-51-1 4-Morpholin-4-yl-1-(3-oxo-propyl)-pyridinium 
• 135041-84-8 4-Morpholin-4-yl-1-[2-(4-nitro-phenyl)-ethyl]-pyridinium; bromide 
• 130671-17-9 1-(2-Cyano-ethyl)-4-morpholin-4-yl-pyridinium; bromide 

Downstream Products

• 17598-10-6 1-morpholin-4-yl-hexan-1-one 
• 1219505-62-0 C₂₁H₂₅N₂O₃⁽¹⁺⁾*Cl^(1-) 
• 74415-02-4 4-(morpholin-4-yl)pyridine N-oxide 
• 1122-96-9 4-methoxypyridine N-oxide 
• 110-86-1 pyridine 
• 119-65-3 isoquinoline 

Relevant articles and documents

Structures, Lewis Acidities, Electrophilicities, and Protecting Group Abilities of Phenylfluorenylium and Tritylium Ions

The isolation, characterization, and the first X-ray structures of a fluorenylium ion and its Lewis adducts with nitrogen- and phosphorus-centered Lewis bases are reported. Kinetics of the reactions of a series of fluorenylium ions with reference π-, σ-, and n-nucleophiles of various sizes and nucleophilicities allowed the interplay between electronic and structural parameters on the electrophilicities of these planarized tertiary carbenium ions to be elucidated. Structure–reactivity correlations and extensive comparisons of their reactivities with those of di- and triarylcarbenium ions are described. Quantitative determination of the electrofugalities of fluorenylium ions revealed to which extent they are complementing tritylium ions as protecting groups and how their tuning is possible. Determination of the equilibrium constants of the Lewis adducts formation between pyridines of calibrated Lewis basicities and phenylfluorenylium and tritylium ions allowed the determination of their Lewis acidities and to showcase the potential of these carbon-centered Lewis acids in catalysis.

Some reactions of pyridinium salts derived from trichloromethylarenes with N- and C-nucleophiles

The reaction of N-(4-pyridyl)pyridinium and 4-chloropyridinium salts obtained from 1-trichloromethyl-2,4,6-trimethylbenzene and pyridine with N-nucleophiles such as piperidine and morpholine and with C-nucleophiles such as N,N-dimethylaniline and indole proceeds through hetarylation and gives the corresponding 4-substituted pyridines. N-(α,α-Dichlorobenzyl)pyridinium and N,N'-(α-chlorobenzylidene)bispyridinium salts obtained from trichloromethylbenzene do not undergo hetarylation.

Photochemical Induced Formation of α-Alkylamino or Alkylaminyl Radicals From Secondary Amines: Reaction with 4-Pyridinecarbonitrile

The direct photolysis at 254 nm of 4-pyridinecarbonitrile in the presence of some aliphatic secondary amines brought to the substitution of the CN group and to the formation of 4-α-alkylaminopyridines, whereas the irradiation in the presence of benzophenone at 350 nm yields 4-alkylaminylpyridines and 4-diphenylketylpyridine.A mechanism is proposed to explain the different course of the reaction under the two different conditions.