2773-50-4

Basic information

• Product Name: 2,6-bis(tert-butyl)-4-(4-morpholinylmethyl)phenol
• Synonyms: 2,6-bis(tert-butyl)-4-(4-morpholinylmethyl)phenol;2,6-Di-tert-butyl-4-(morpholin-4-ylmethyl)phenol;2,6-Di-tert-butyl-4-(morpholinomethyl)phenol;4-(Morpholinomethyl)-2,6-di-tert-butylphenol
• CAS NO: 2773-50-4
• Molecular Formula: C₁₉H₃₁NO₂
• Molecular Weight: 305.45494
• EINECS: 220-467-6
• Mol File: 2773-50-4.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 363.1°Cat760mmHg
• Flash Point: 173.4°C
• Appearance: /
• Density: 1.022g/cm³
• Vapor Pressure: 8.86E-06mmHg at 25°C
• Refractive Index: 1.524
• CAS DataBase Reference: 2,6-bis(tert-butyl)-4-(4-morpholinylmethyl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-bis(tert-butyl)-4-(4-morpholinylmethyl)phenol(2773-50-4)
• EPA Substance Registry System: 2,6-bis(tert-butyl)-4-(4-morpholinylmethyl)phenol(2773-50-4)

Safety Data

• Hazardous Substances Data: 2773-50-4(Hazardous Substances Data)

Usage

General Description

2,6-bis(tert-butyl)-4-(4-morpholinylmethyl)phenol is a chemical compound commonly used as an antioxidant and stabilizer in the production of polymers, plastics, and other industrial products. It is also known by the trade name BHT-MM. Its chemical structure is characterized by the presence of two tert-butyl groups and a morpholinylmethyl group attached to a phenol ring. 2,6-bis(tert-butyl)-4-(4-morpholinylmethyl)phenol functions by preventing the oxidation of materials and extending their shelf life. It is considered to have low toxicity and is commonly used in food packaging, cosmetics, and pharmaceuticals. Additionally, it has been studied for its potential applications in the medical field, including as an anti-inflammatory and anti-cancer agent.

InChI:InChI=1/C19H31NO2/c1-18(2,3)15-11-14(13-20-7-9-22-10-8-20)12-16(17(15)21)19(4,5)6/h11-12,21H,7-10,13H2,1-6H3

Upstream product

• 5765-65-1 4-(benzoyloxy)morpholine 
• 128-37-0 2,6-di-tert-butyl-4-methyl-phenol 
• 23328-69-0 4-chloromorpholine 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 99-34-3 3,5-dinitrobenzoic acid 
• 110-91-8 morpholine 
• 14387-17-8 3,5-di-tert-butyl-4-hydroxybenzyl acetate 
• 50-00-0 formaldehyd 
• 128-39-2 2,6-di-tert-butylphenol 

Relevant articles and documents

Copper-catalyzed 1,2-amino oxygenation of 1,3-dienes: A chemo-, regio-, and site-selective three-component reaction with o-acylhydroxylamines and carboxylic acids

A three-component reaction for 1,2-amino oxygenation of 1,3-dienes has been achieved using O-acyl hydroxylamines and carboxylic acids. The reaction occurs through copper-catalyzed amination of olefins followed by nucleophilic addition of carboxylic acids, offering high levels of chemo-, regio-, and site-selectivity. The method is effective for both terminal and internal 1,3-dienes, including those bearing multiple, unsymmetrical substituents. The amino oxygenation conditions also exhibited remarkable selectivity toward 1,3-dienes over alkenes, good tolerance of sensitive functional groups, and reliable scalability.

(Diacetoxy)iodobenzene-Mediated Oxidative C-H Amination of Imidazopyridines at Ambient Temperature

(Diacetoxy)iodobenzene (PIDA)-mediated direct oxidative C-H amination for the synthesis of 3-amino substituted imidazopyridines has been achieved under metal-free conditions at room temperature in short reaction times. This methodology is also applicable for the regioselective amination of indolizines. Experimental results suggest that the reaction likely proceeds through a radical pathway.

Copper-Catalyzed Aminoheteroarylation of Unactivated Alkenes through Distal Heteroaryl Migration

We report a copper-catalyzed aminoheteroarylation of unactivated alkenes to access valuable heteroarylethylamine motif. The developed reaction features a copper-catalyzed intermolecular electrophilic amination of the alkenes followed by a migratory heteroarylation. The method applies to alcohol-, amide-, and ether-containing alkenes, overcoming the common requirement of a hydroxyl motif in previous migratory difunctionalization reactions. This reaction is effective for the introduction of diverse aliphatic amines and has good functional group tolerance, which is particularly useful for rich functionalized heteroarenes. This migration-involved reaction was found well suited as a powerful ring-expansion approach for the construction of medium-sized rings that are in great demand in medicinal chemistry.

Haloamines as Bifunctional Reagents for Oxidative Aminohalogenation of Maleimides

An unprecedented copper-catalyzed oxidative aminohalogenation of electron-deficient maleimides with secondary amines and NXS (X = Cl, Br, I) was developed, in which the N-X bonds generated in situ were used as difunctionalized reagents. The distinctive features of this multicomponent reaction include a simple green catalytic system, a spectral substrate range, and the late-stage modification of drug molecules. Most importantly, this umpolung radical cascade strategy exploits the in situ formation of N-iodoamines that enable efficient alkene aminoiodination.