91-04-3

Usage

Uses

Used in Chemical Synthesis:
2,6-Bis(hydroxymethyl)-p-cresol is used as a bridging ligand for the synthesis of binuclear oxovanadium(V) compounds. This application is significant because when the compound is exposed to white light and aerial oxygen, it forms an oligomeric compound, which can have potential applications in various chemical and material science fields.
Used in Photochemical Applications:
In the context of photochemical processes, 2,6-Bis(hydroxymethyl)-p-cresol plays a crucial role as it facilitates the formation of oligomeric compounds under the influence of white light and aerial oxygen. This property can be harnessed for the development of new materials with unique photochemical properties.
Used in Material Science:
The ability of 2,6-Bis(hydroxymethyl)-p-cresol to form oligomeric compounds upon exposure to light and oxygen suggests its potential use in material science for creating new types of materials with specific properties, such as those with enhanced stability or reactivity.
While the provided materials do not specify different industries for the uses of 2,6-Bis(hydroxymethyl)-p-cresol, the applications mentioned above can be relevant across various fields such as pharmaceuticals, environmental science, and nanotechnology, depending on the specific properties and outcomes of the synthesized compounds.

InChI:InChI=1/C9H12O3/c1-6-2-3-9(12)8(5-11)7(6)4-10/h2-3,10-12H,4-5H2,1H3

Upstream product

• 50-00-0 formaldehyd 
• 106-44-5 p-cresol 
• 409317-20-0 2-hydroxy-5-methyl-3-thiocyanatomethyl-benzyl alcohol 
• 67-64-1 acetone 
• 95-48-7 ortho-cresol 
• 126742-55-0 2-Hydroxy-5-methyl-1.3-bis-thiocyanatomethyl-benzol 

Downstream Products

• 6327-85-1 2,6-bis(hydroxymethyl)-4-methyl-anisole 
• 1620-68-4 2,6-bis(2-hydroxy-5-methylbenzyl)-4-methylphenol 
• 66232-87-9 GRI 406402 
• 100028-84-0 2,6-bis-(5-bromo-2-hydroxybenzyl)-4-methylphenol 
• 61150-78-5 2,6-bis-(butylsulfanyl-methyl)-4-methyl-phenol 
• 90-68-6 2,6-bis[[3-(1,1-dimethylethyl)-2-hydroxy-5-methylphenyl]methyl]-4-methyl-phenol 
• 101547-17-5 2,6-bis-(3-bromo-2-hydroxy-5-methyl-benzyl)-4-methyl-phenol 
• 116281-64-2 2,6-bis-[2-hydroxy-5-(1-methyl-1-phenyl-ethyl)-benzyl]-4-methyl-phenol 
• 19480-52-5 4-Hydroxy-1-methyl-3.5-bis-[6-hydroxy-3-methyl-5-(6-hydroxy-3-methyl-benzyl)-benzyl]-benzol 
• 117986-43-3 2,6-bis-(5-chloro-2-hydroxy-3-methyl-benzyl)-4-methyl-phenol 
• 19708-10-2 2,6-bis-(3,5-dibromo-4-hydroxy-benzyl)-4-methyl-phenol 
• 50379-01-6 2,6-Bis-(2-hydroxy-3,5-di-tert-pentyl-benzyl)-4-methyl-phenol 
• 527-60-6 Mesitol 
• 409317-20-0 2-hydroxy-5-methyl-3-thiocyanatomethyl-benzyl alcohol 

Relevant academic research and scientific papers

The preparation of dicompartmental multifunctional group ligands

A convenient method for the preparation of the phenol-based ligands 1,6-bis(2-thiophenyl)-2,5-bis(2-hydroxy-3-hydroxymethyl-5-methylbenzyl)-2, 5-diazahexane and 1,6-bis(5-methyl-2-thiophenyl)-2,5-bis(2-hydroxy-3- hydroxymethyl-5-methyl-benzyl)-2,5-diazahexane possessing two dissimilar compartments having multifunctional groups is reported. To synthesize these ligands, an equivalent of 1,6-bis(2-thiophene)-2,5-diazahexane or 1,6-bis(5-methyl-2-thiophene)-2,5-diazahexane and two equivalents of 2,2-dimethyl-6-methyl-8-(chloromethyl)benzo-1,3-dioxin were reacted in the presence of Na2CO3 in 1,4-dioxane, followed by acid hydrolysis of an acetonide-protecting group. Characterization data for the new compounds is reported. Copyright Taylor & Francis Group, LLC.

DINUCLEATING LIGAND OR DINUCLEAR METAL COMPLEX

To provide a dinuclear metal complex that can be synthesized simply and easily and has a proper anticancer action.SOLUTION: The present disclosure provides a dinucleating ligand represented by the following formula (I) and a dinuclear metal complex thereof (where each X may be the same or different to represent H, Cl, OMe, or, Me, Y is H, a phenyl group, a substituted carbamoyl group or the like).SELECTED DRAWING: None

DINUCLEATING LIGAND OR DINUCLEAR METAL COMPLEX

To provide a dinuclear metal complex that can be synthesized simply and easily and has a proper anticancer action.SOLUTION: The present disclosure provides a dinucleating ligand represented by the following formula (I) and a dinuclear metal complex thereof (where X is H or a substituted carbamoyl group, R1, R2, R3, and R4 independently represent H or a C1-8 linear or branched alkyl group).SELECTED DRAWING: None

Process preparation method of 4-substituted-2, 6-dimethylphenol

The present invention discloses a process preparation method of 4-substituted-2, 6-dimethyl phenol. According to the process preparation method, a preparation route method is improved and optimized, reaction conditions are optimized, post-treatment and purification methods are improved, so that the danger grade of operation and the production cost are reduced; and the requirement for the corrosionresistance grade of reaction container equipment is low, the operation is safe, and the post-treatment is environment-friendly; and the prepared 4-substituted-2, 6-dimethyl phenol has less impurities, thus, the purity and the quality of an intermediate product are greatly improved while the yield is improved as well, the difficulty of process control in the production process of a subsequent rawmaterial medicine product is improved, and the quality and qualification rate of the subsequent raw material medicine product are improved; and the steps of the preparation method is simple to operate, the solvent and the process conditions are safe and easy to achieve, environment-friendly production is achieved, and the preparation method has wide application prospect.

Electronic Effects of Ligand Substitution in a Family of CoII2 PARACEST pH Probes

We report three new Co2-based paramagnetic chemical exchange saturation transfer (PARACEST) probes with the ability to ratiometrically quantitate pH. A CoII2 complex, [LCo2(etidronate)]-, featuring tetra(carboxamide) and OH-substituted etidronate ligands with opposing pH-dependent CEST peak intensities, was previously shown to exhibit a linear correlation between log(CESTOH/CESTNH) and pH in the pH range 6.5-7.6 that provided a sensitivity of 0.99(7) pH unit-1 at 37 °C. Here, we demonstrate through a series of CF3-functionalized CoII2 complexes [(XL′)Co2(etidronate)]- (X = NO2, F, Me), that modest changes in the electronic structure of CoII centers through remote ligand substitution can significantly affect the NMR and CEST properties of Co2-based PARACEST probes. Variable-pH NMR and CEST analyses reveal that the chemical shifts of the ligand protons are highly affected by the nature of the X substituent. The ratios of OH and NH CEST peak intensities at 115 and 88, 93 and 79, and 88 and 76 ppm for X = NO2, F, and Me, respectively, afford pH calibration curves with remarkably high sensitivities of 1.49(9), 1.48(7), and 2.04(5) pH unit-1 across the series. The 1.5-2-fold enhancement in pH sensitivity for the CF3-functionalized Co2 probes stems from the complete separation of the OH and NH CEST peaks. Furthermore, incorporation of electron-withdrawing CF3 groups shifts the detection window to a more acidic range of pH 6.2-7.4. Finally, the CoII2 complexes are found to be extremely robust toward substitution and oxidation in aqueous solutions. Taken together, these results highlight the unique ability of transition metal-based PARACEST probes to provide a highly sensitive concentration-independent measure of pH and demonstrate that modest ligand modifications can be a powerful tool for optimizing the pH sensing performance of these probes.

Highly enantioselective asymmetric reactions involving zinc ions promoted by chiral aziridine alcohols

Enantiomerically pure, chiral secondary and tertiary aziridine alcohols (including the aziridine analogue of ProPhenol—AziPhenol) have proven to be highly effective catalysts for enantioselective asymmetric reactions in the presence of zinc ions, including arylation of aromatic aldehydes, epoxidation of chalcone and addition of diethylzinc to aldehydes, leading to the desired chiral products in high chemical yields (up to 90%) and with ee's up to 90%. A higher catalytic activity of Prophenol-type bis(aziridine alcohol) in the aforementioned asymmetric transformations has been demonstrated.

A CuII2 Paramagnetic Chemical Exchange Saturation Transfer Contrast Agent Enabled by Magnetic Exchange Coupling

The ability of magnetic exchange coupling to enable observation of paramagnetic chemical exchange saturation transfer (PARACEST) in transition metal ions with long electronic relaxation times (s) is demonstrated. Metalation of the dinucleating, tetra(carboxamide) ligand HL with Cu2+ in the presence of pyrophosphate (P2O7)4- affords the complex [LCuII2(P2O7)]-. Solution-phase variable-temperature magnetic susceptibility data reveal weak ferromagnetic superexchange coupling between the two S = 1/2 CuII centers, with a coupling constant of J = +2.69(5) cm-1, to give an S = 1 ground state. This coupling results in a sharpened NMR line width relative to a GaCu analogue, indicative of a shortening of s. Presaturation of the amide protons in the Cu2 complex at 37 °C leads to a 14% intensity decrease in the bulk water 1H NMR signal through the CEST effect. Conversely, no CEST effect is observed in the GaCu complex. These results provide the first example of a Cu-based PARACEST magnetic resonance contrast agent and demonstrate the potential to expand the metal ion toolbox for PARACEST agents through introduction of magnetic exchange coupling.

Hydrogenolysis of glycerol using Fe-Fe/Al2O3 complex catalyst

Macrocyclic complex catalyst Fe-FeL1 complex of L1 (L1 = C24H26O2N4.) was synthesized and studied in the hydrogenolysis reaction of glycerol reaction in a high pressure batch reactor. The catalyst was well characterized i.e. FTIR, XRD, TGA and BET surface area. The study of hydrogenolysis was found that the selectivity of 1,2-propane diol 80 % at 220°C temperature and 0.35 MPa pressure in presence of hydrogen gas and Fe-Fe/Al2O3 and 30 % glycerol concentration in water gives 1,2-propane diol as the only product and conversion was 36 % at 220°C. It is further seen that if the concentration of glycerol in water is increased beyond 40 % there is a decrease in the total conversion and carbon is produced as coke during the reaction.

Nickel-catalyzed one-pot deoxygenation and reductive homocoupling of phenols via C-O activation using TCT reagent

A new method for C-O bond activation of phenolic compounds has been achieved using 2,4,6-trichloro-1,3,5-triazine to utilize in one-pot Ni-catalyzed deoxygenation and reductive homocoupling reactions. With this simple method, phenolic compounds were converted to their corresponding arenes or biaryl compounds under mild conditions. The introduced methodology has a broad scope and demonstrates good functional group compatibility.

Visual and near IR (NIR) fluorescence detection of Cr3+ in aqueous media via spirobenzopyran ring opening with application in logic gate and bio-imaging

A new spirobenzopyran derivative (SPNH) was designed and synthesized which was applied in simultaneous colorimetric and NIR fluorescence detections for Cr3+. This spirobenzopyran receptor is normally colorless in aqueous organic media but the formation of merocyanine occurs by Cr3+ showing a yellow color. Here the formation of yellow color in UV-vis spectra and strong NIR fluorescence emission at 675 nm makes SPNH a good sensor for Cr 3+ ion. It is also found to be useful in cell imaging and in construction of logic gate. It shows INHIBIT gate in fluorescence and OR gate in absorption. To the best of our knowledge, this is the first report of NIR fluorescence emission of a spirobenzopyran derivative by Cr3+ and its application to cell-biology and also in the logic gate.