52777-93-2

Usage

Uses

Used in Oilfield Applications:
2-[(DIMETHYLAMINO)METHYL]-4,6-DIMETHYLBENZENOL is used as a corrosion inhibitor for protecting oilfield equipment from corrosion, ensuring the longevity and efficiency of the equipment.
Used in Organic Synthesis:
2-[(DIMETHYLAMINO)METHYL]-4,6-DIMETHYLBENZENOL is used as a component in organic synthesis for the production of various chemical compounds.
Used in Manufacturing of Pesticides:
2-[(DIMETHYLAMINO)METHYL]-4,6-DIMETHYLBENZENOL is used as a raw material in the manufacturing of pesticides, contributing to the development of effective pest control solutions.
Used in Manufacturing of Dyes:
2-[(DIMETHYLAMINO)METHYL]-4,6-DIMETHYLBENZENOL is used as a component in the production of dyes, enabling the creation of a wide range of colorants for various applications.
Used in Pharmaceutical Industry:
2-[(DIMETHYLAMINO)METHYL]-4,6-DIMETHYLBENZENOL is used as a raw material in the pharmaceutical industry for the development of various medications.
It is important to handle 2-[(DIMETHYLAMINO)METHYL]-4,6-DIMETHYLBENZENOL with caution, as it may cause irritation to the skin and eyes, and can be harmful if inhaled or ingested.

InChI:InChI=1/C11H17NO/c1-8-5-9(2)11(13)10(6-8)7-12(3)4/h5-6,13H,7H2,1-4H3

Upstream product

• 50-00-0 formaldehyd 
• 124-40-3 dimethyl amine 
• 105-67-9 2,4-Xylenol 
• 51-80-9 bis-(dimethylamino)methane 

Downstream Products

• 52777-94-3 2-Hydroxy-N,N,3,5-tetramethylthiobenzamid 
• 527-60-6 Mesitol 
• 81926-23-0 2-(N,N-dimethylamino-N-oxymethyl)-4,6-dimethylophenol 
• 50366-79-5 2-benzenesulfonylmethyl-4,6-dimethyl-phenol 
• 1394845-00-1 [(2-((dimethylamino)methyl)-4,6-dimethylphenoxy)Ti(isopropoxy)₃] 
• 299956-51-7 [V(NC₆H₅)(N(C₂H₅)2)(OC₆H₂(CH₂N(CH₃)2)(CH₃)2)2] 
• 299956-48-2 [V(NC₆H₄CH₃)(OCH(CH₃)2)(OC₆H₂(CH₂N(CH₃)2)(CH₃)2)2] 
• 50366-81-9 2-(4-Chloro-benzenesulfonylmethyl)-4,6-dimethyl-phenol 
• 50366-80-8 2,4-dimethyl-6-(toluene-4-sulfonylmethyl)-phenol 
• 63261-32-5 (2-hydroxy-3,5-dimethyl-benzyl)-trimethyl-ammonium; iodide 
• 95062-63-8 6,8-dimethyl-2,2-diphenyl-1,3-benzoxathiine 

Relevant academic research and scientific papers

Resurgence of Organomanganese(I) Chemistry. Bidentate Manganese(I) Phosphine-Phenol(ate) Complexes

As part of the United Nations 2019 celebration of the periodic table of elements, we are privileged to present our studies with the element manganese in this Forum Article series. Catalysis with organomanganese(I) complexes has recently emerged as an important area with the discovery that pincer manganese(I) complexes that can activate substrates through metal-ligand cooperative mechanisms are active (de)hydrogenation catalysts. However, this rapidly growing field faces several challenges, and we identify these in this Forum Article. Some of our efforts in addressing these challenges include using alternative precursors to Mn(CO)5Br to prepare manganese(I) dicarbonyl complexes, the latter of which is usually a component of active catalysts. Specifically, the synthesis of a new bidentate phosphine-phenol ligand along with its corresponding coordination chemistry of five new manganese(I) complexes is described. The complexes having two phenol-phenolate moieties interact with the secondary coordination sphere to enable facile loss of the bromido ligand and even one of the CO ligands to afford manganese(I) dicarbonyl centers.

Convenient synthesis of 2-Amino-4H-chromenes from photochemically generated o-quinone methides and malononitrile

2-Amino-4H-chromenes were synthesized in moderate to good yields by the reaction of o-quinone methides photochemically generated from o-(dimethylaminomethyl)phenols with malononitrile. This method was applicable to the synthesis of fluorinated chromenes that were difficult to obtain by other methods. In addition, o-(hydroxymethyl)phenols could be used for the reaction in the presence of tertiary amine bases.

New bis(aryloxy)-Ti(iv) complexes and their use for the selective dimerization of ethylene to 1-butene

New titanium complexes of general formula [(ArO)nTi(Oi-Pr) (4-n)] were synthesized and used as pre-catalysts for the selective dimerization of ethylene to 1-butene. The complexes were prepared in cyclohexane using [Ti(Oi-Pr)4] and one or two equivalents of the corresponding phenols (ArOH) at room temperature. In this work, both monodentate and chelating phenols were evaluated. For alkyl-substituted phenols, it was demonstrated that large steric hindrance at both ortho and ortho′ positions selectively yielded the mono-substituted complexes [(ArO)Ti(Oi-Pr)3]. Substitution at only one of the ortho positions allowed both the mono- and the di-substituted Ti complexes to be isolated. When a heteroatom was introduced on the phenol backbone, di-substitution systematically occurred except with phenols presenting a hemilabile -CH2NR2 group at the ortho position. Upon activation with 3 equiv. of AlEt3 at 20 bar and 60 °C, all the complexes selectively dimerized ethylene to 1-butene (>86% of butenes among which 99% of 1-butene). An increase of the steric bulk at the ortho position of the ligand or the introduction of a functional group led to decreased activity compared to [Ti(Oi-Pr)4].

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.

Heterocyclic Spirocyclohexadienones from Substituted Phenols

Mannich bases were prepared from substituted phenols with aliphatic amines and formaldehyde.Amine exchange with N-methyl-2-naphthylamine followed by a Hofmann Martius rearrangement gave rise to o,o'-amino-hydroxy-diphenylmethane derivatives.Under cyclization conditions some of these compounds produced spirocyclohexadienones, which are the ipso analogs to the hypothetic intermediates postulated in the aminomethylation mechanism of phenols. - Keywords: Mannich Reaction; Phenol Dienone Tautomerism; Hofmann Martius Rearrangement