4992-02-3

Basic information

• Product Name: 2-[(diethylamino)methyl]phenol
• Synonyms: phenol, 2-[(diethylamino)methyl]-
• CAS NO: 4992-02-3
• Molecular Formula: C₁₁H₁₇NO
• Molecular Weight: 179.2588
• Mol File: 4992-02-3.mol

Chemical Properties

• Boiling Point: 255°C at 760 mmHg
• Flash Point: 99.6°C
• Density: 1.01g/cm³
• Vapor Pressure: 0.0105mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: 2-[(diethylamino)methyl]phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(diethylamino)methyl]phenol(4992-02-3)
• EPA Substance Registry System: 2-[(diethylamino)methyl]phenol(4992-02-3)

Safety Data

• Hazardous Substances Data: 4992-02-3(Hazardous Substances Data)

Usage

Chemical structure

Phenolic structure with a diethylamino methyl group attached to the aromatic ring.

Usage

Local anesthetic, antiseptic.

Applications

Topical pain relief creams and ointments, antiseptic mouthwashes, and throat lozenges.

Benefits

Provides temporary relief from minor skin irritations and pains, prevents the growth of bacteria and fungi on the skin and mucous membranes.

Caution

Use with caution and under the guidance of a medical professional to avoid potential adverse effects.

Upstream product

• 50-00-0 formaldehyd 
• 109-89-7 diethylamine 
• 108-95-2 phenol 
• 19311-91-2 N,N-diethylsalicylamide 
• 6161-96-2 2-acetoxymethylphenol 
• 7732-18-5 water 
• 27958-81-2 diethyl(ortho-methoxybenzyl)amine 
• 74-95-3 1,1-dibromomethane 
• 98-80-6 phenylboronic acid 

Downstream Products

• 90-01-7 salicylic alcohol 
• 70538-73-7 (2-Hydroxy-benzyl)-phosphonothioic acid O,O-diethyl ester 
• 103326-69-8 1,7-bis-(2-diethylaminomethyl-phenoxy)-heptane 

Relevant articles and documents

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A modified Mannich reaction has been developed for the synthesis of Mannich bases and benzoxazines via the oxidative hydroxylation of arylboronic acids and subsequent coupling with paraformaldehyde and amines in one pot. This modified Mannich reaction is easily carried out to afford the target products in good to excellent yields and tolerates a variety of functional groups.

Anionic ortho-fries rearrangement, a facile route to arenol-based mannich bases

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Dibromomethane as one-carbon source in organic synthesis: The Mannich base formation from the reaction of phenolic compounds with a preheated mixture of dibromomethane and diethylamine

The salt formed from the reaction of dihalomomethane and diethylamine reacted with phenolic compounds to give the corresponding Mannich bases in modest to good yields. As for the relative rates and yields are in the following order: CH2Br2 > CH2Cl2. The CD2Cl2 is also applicable to prepare the deuterated analogues. At higher temperature, the elimination of diethylamine from Mannich base occurred to give the corresponding o-quinone methide intermediate, which was then trapped by another phenolic compound to give bis(2-hydroxy-1-aryl) methanes.

Nickel/zinc-mediated alkyl carbon-oxygen bond cleavage of alkyl aryl ethers

Alkyl carbon-oxygen bonds of alkyl aryl ethers bearing suitable coordination sites were efficiently cleaved by treatment with nickel(II) chloride and zinc in p-xylene under neutral conditions.

Aminoborohydrides. 3. A Facile Reduction of Tertiary Amides to the Corresponding Amines and Alcohols in high Purity Using Lithium Aminoborohydrides. Sterically Controlled Selective C-N or C-O Bond Cleavage

Lithium aminoborohydrides (LiABH3), obtained by the reaction of n-BuLi with amine-boranes, are powerful reducing agents for the reduction of tertiary amides to the corresponding amines or alcohols.Lithium pyrrolidinoborohydride (LiPyrrBH3) and lithium diisopropylaminoborohydride (LiH3BN(i-Pr)2) reduce both aliphatic and aromatic tertiary amides to give either the corresponding alcohol or amine, depending on the steric requirement of the tertiary amide and the LiABH3 used.The yields of amines and alcohols from this procedure range from very good to essentially quantitative.

REACTIVITY OF NEW PRECURSORS OF QUINONE METHIDES

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