5424-54-4

Usage

Uses

Used in Chemical Industry:
2,4-bis[(dimethylamino)methyl]phenol is used as a developer for the production of diazo compounds and dyes, which are essential in various chemical processes and applications.
Used in Research and Laboratory Settings:
2,4-bis[(dimethylamino)methyl]phenol is used as a research chemical in controlled laboratory settings, where its mutagenic properties can be studied and utilized for specific scientific purposes.
Used in Environmental Studies:
Due to its potential harmful effects on aquatic organisms and the environment, 2,4-bis[(dimethylamino)methyl]phenol is used in environmental studies to assess its impact and develop methods to mitigate its toxicity.

InChI:InChI=1/C12H20N2O/c1-13(2)8-10-5-6-12(15)11(7-10)9-14(3)4/h5-7,15H,8-9H2,1-4H3

Upstream product

• 51-80-9 bis-(dimethylamino)methane 
• 108-95-2 phenol 
• 105339-71-7 2-chloro-4,6-bis-dimethylaminomethyl-phenol; dihydrochloride 

Relevant academic research and scientific papers

The activation of aminals and aminol ethers by sulfur dioxide and their reactions with electron rich aromatic compounds

Reactions of bis(dialkylamino)methanes and ethoxydialkylaminomethanes with nucleophilic aromatic heterocycles in the presence of sulfur dioxide result in the formation of the expected Mannich bases in good yields. Reactions of phenols are similarly activated by sulfur dioxide which lead to improved regioselectivity: in particular the reactions of 2,5-dimethylphenol result in the formation of 2-dialkylaminomethyl-3,6-dimethylphenol whereas reaction occurs at the I-position using the classical procedures.

THE EFFECT OF SULPHUR DIOXIDE ON THE MANNICH REACTIONS OF PHENOLS

Regioselectivity in the ortho-dialkylaminomethylation of phenols in greatest, for example in reactions of 2,5-dimethylphenol, when a mixture of the phenol and sulphur dioxide is allowed to stand for several hours before the addition of a bis-(dialkylamino)methane (aminal) or an alkoxydialkylaminomethane (aminol ether).