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

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

Uses

Used in Polymer and Plastics Industry:
2,6-bis(tert-butyl)-4-(4-morpholinylmethyl)phenol is used as an antioxidant and stabilizer for the production of polymers and plastics. It helps prevent the oxidation of these materials, thereby extending their shelf life and maintaining their quality.
Used in Food Packaging:
2,6-bis(tert-butyl)-4-(4-morpholinylmethyl)phenol is used as a preservative in food packaging to prevent the oxidation of food products, ensuring their freshness and extending their shelf life.
Used in Cosmetics:
In the cosmetics industry, 2,6-bis(tert-butyl)-4-(4-morpholinylmethyl)phenol is used as an antioxidant to prevent the oxidation of cosmetic products, maintaining their quality and effectiveness.
Used in Pharmaceuticals:
2,6-bis(tert-butyl)-4-(4-morpholinylmethyl)phenol is used in the pharmaceutical industry as an antioxidant and stabilizer for various products, ensuring their quality and effectiveness.
Used in Medical Field:
2,6-bis(tert-butyl)-4-(4-morpholinylmethyl)phenol has been studied for its potential applications in the medical field, including as an anti-inflammatory and anti-cancer agent. Its effectiveness in these areas is still under investigation.

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

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

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.

Copper-Catalyzed Deoxygenative C-2 Amination of Quinoline N-Oxides

An unprecedented reaction between quinoline N-oxides with O-benzoylhydroxylamines was developed by using CuCl as catalyst, generating deoxygenative products of 2-aminoquinolines in good yields. 1,2-Dichloroethane (DCE) as solvent was also served as reduci

(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 Diamination of Unactivated Alkenes with Electron-Rich Amino Sources

The catalytic intermolecular diamination of unactivated alkenes with electron-rich amino sources is a challenge. Herein, by employing a directing-group strategy, a copper-catalyzed diamination of unactivated alkenes was realized. Symmetrical diamines were efficiently produced in a highly diastereoselective manner with readily available dialkylamines as amino sources, while a one-pot and two-step operation was necessary to produce the unsymmetrical diamines. These reactions were proposed to proceed through aziridinium intermediates.

Copper-Catalyzed Aminoarylation of Alkenes via Aminyl Radical Addition and Aryl Migration

We describe a new strategy for aminoarylation of alkenes by copper-catalyzed smiles rearrangement using O-benzoylhydroxylamines as the amine reagent. This method affords various β-amino amide derivatives possessing a quaternary carbon center with wide functional group tolerance and high regioselectivity. The mechanistic studies indicate that the transformation can involve aminyl radical intermediates under acid-free condition.

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.

Directed Copper-Catalyzed Intermolecular Aminative Difunctionalization of Unactivated Alkenes

A diverse collection of copper-catalyzed intermolecular aminative difunctionalizations of unactivated alkenes with N-halodialkylamines as the terminal dialkylamino source is reported. A bidentate auxiliary tethered on the alkene substrates is crucial, which can promote the migratory insertion of nonactivated alkenes into the aminyl radical-metal complex and stabilize the resultant high-valent copper intermediate to allow for further transformations. By employing this strategy, the intermolecular aminohalogenation reactions and a three-component aminoazidation reaction of unactivated alkenes with dialkylamino source were successively achieved in a remarkable regio- and stereoselective manner. These reactions were performed under neutral conditions and maintained excellent functional group tolerance toward a wide range of N-halodialkylamines and unactivated alkenes. Further mechanistic studies and DFT calculations supported a concerted migratory insertion of the C-C double bond into the aminyl radical-metal complex to form a Cu(III) intermediate.

Catalyst- and Reagent-Free Electrochemical Azole C?H Amination

Catalyst- and chemical oxidant-free electrochemical azole C?H aminations were accomplished via cross-dehydrogenative C?H/N?H functionalization. The catalyst-free electrochemical C?H amination proved feasible on azoles with high levels of efficacy and selectivity, avoiding the use of stoichiometric oxidants under ambient conditions. Likewise, the C(sp3)?H nitrogenation proved viable under otherwise identical conditions. The dehydrogenative C?H amination featured ample scope, including cyclic and acyclic aliphatic amines as well as anilines, and employed sustainable electricity as the sole oxidant.

Copper(II)-mediated intermolecular amination of inert C(sp3)[sbnd]H bonds with simple alkylamines to construct α,α-disubstituted β-amino acid derivatives

Disclosed herein is a copper(II)-mediated chelation-assisted intermolecular amination of inert C(sp3)[sbnd]H bonds using simple alkylamines as the amino source. A straightforward and step-economic alternative to α,α-disubstituted β-amino acid derivatives is provided consequently. This reaction features good functional group tolerance and relatively broad substrate scope. Furthermore, a coupling product between morpholine and radical inhibitor 2,6-di-tert-butyl-p-cresol (BHT) was isolated, indicating that a single electron transfer (SET) process might be involved in this transformation.