84501-28-0

Usage

Uses

Used in Chemical Synthesis:
4-TERT-BUTYL-2,6-DIFORMYLPHENOL is used as a key intermediate for the production of a BODIPY chemodosimetric sensor for cyanide ions. This sensor is crucial for detecting and monitoring cyanide levels in various environments, ensuring safety and environmental compliance.
Used in Bimetallic Catalysis:
4-TERT-BUTYL-2,6-DIFORMYLPHENOL is also used as a Pro-ligand in bimetallic catalysis, a field of chemistry that focuses on the development of catalysts containing two or more metal atoms. These catalysts are essential for various chemical reactions and processes, improving efficiency and selectivity in the synthesis of complex molecules and materials.

InChI:InChI=1/C12H14O3/c1-12(2,3)10-4-8(6-13)11(15)9(5-10)7-14/h4-7,15H,1-3H3

Upstream product

• 98-54-4 para-tert-butylphenol 
• 100-97-0 hexamethylenetetramine 
• 94516-52-6 5-tert-butyl-1,3-bis-hydroxymethyl-2-(toluene-4-sulfonyloxy)-benzene 
• 50-00-0 formaldehyd 
• 2203-14-7 4-tert-butyl-2,5-bis(hydroxymethyl)phenol 
• 94516-53-7 Toluene-4-sulfonic acid 4-tert-butyl-2,6-diformyl-phenyl ester 

Downstream Products

• 84501-10-0 Cu⁽²⁺⁾*((CH₃)3CC₆H₂O(CHN)(CHO))2(CH₂CH₂CH₂)^(2-) = Cu((CH₃)3CC₆H₂O(CHN)(CHO))2(CH₂CH₂CH₂) 
• 210417-68-8 2-methoxy-5-tert-butyl-1,3-benzenedicarboxaldehyde 
• 1227783-54-1 5M₅M-terbut 
• 1449754-53-3 5-(tert-butyl)-2-propoxyisophthalaldehyde 
• 1449754-54-4 2-(allyloxy)-5-(tert-butyl)isophthalaldehyde 
• 1449754-55-5 5-tert-butyl-2-(phenylmethoxy)-1,3-benzenedicarboxaldehyde 
• 1356156-67-6 3-(1H-benzo[d]imidazol-2-yl)-5-(tert-butyl)-2-hydroxybenzaldehyde 
• 1628570-68-2 2,6-bis[N-(2-(2-thienyl)ethyl)iminomethyl]-4-tert-butylphenol 

Relevant academic research and scientific papers

Proton-template synthesis, structure, and characterization of a Robson- type macrocycle with a totally π-conjugated system

π-Conjugated (1-4) and partially reduced (5) macrocyclic Schiff bases have been obtained by proton-template condensation of 2,6-diformyl-4-R1- phenol (R1 = Me, t-Bu) with 1,2-diamino-4,5-R2-benzene (R2 = H, Me).

A new copper(II) selective fluorescence probe based on naphthalimide: Synthesis, mechanism and application in living cells

A new fluorescence probe L based on naphthalimide has been synthesized for selective and quantitative detection of Cu2 + in CH3CN:H2O (4:1, v/v) solution. L exhibited a strong green fluorescence. Upon addition of 2 equiv.

Triptycene scaffolds: Synthesis and properties of triptycene-derived Schiff base compounds for the selective and sensitive detection of CN? and Cu2+

A series of triptycene-derived Schiff bases were synthesized by condensation between amino triptycenes with an appropriate aldehyde and were isolated in good to excellent (85–90%) yields. Amongst these, a triptycene-hydroxybenzaldehyde Schiff base compound proved to be a selective sensor for cyanide. It exhibited a “turn-on” fluorescence response at 490?nm to CN? facilitated by the nucleophilic addition of CN? to the aldehyde group, accompanied by a visible color change from orange to yellow. Likewise, a triptycene salicylaldehyde adduct was shown to be highly sensitive towards the detection of the CN? ion with a detection limit of 0.9?μM. On the other hand a triptycene-BODIPY Schiff base compound could be used for the detection of Cu2+ ions over other competing, biologically relevant metal ions in acetonitrile. Photophysical studies revealed a 1:1 binding model for the triptycene-BODIPY compound.

Antioxidant, DNA interaction, molecular docking and cytotoxicity studies of aminoethylpiperazine-containing macrocyclic binuclear copper(II) complexes

A series of new macrocyclic binuclear copper(II) complexes of the type [Cu2L1–5(ClO4)](ClO4) (1–5) were synthesized by template condensation between precursor compounds 2,6-bis(4-aminoethylpiperazin-1-ylmethyl)-

Preparation method and application of mercaptan fluorescence probe based on coumarin

The invention discloses a preparation method and application of a mercaptan fluorescence probe based on coumarin. The preparation method includes: coumarin and p-tert-butylphenol dialdehyde are used as raw materials to synthesize a bis-Schiff base coumarin derivative (compound I), the compound I has strong fluorescence, and the compound I is coordinated with copper ions to prepare coumarin-copper ion (II) complex, namely the mercaptan fluorescence probe I-Cu (II). Due to the influence of the paramagnetism of Cu2+ and photoinduction electron transfer effect, the fluorescence of the compound I is quenched; sulfur atoms in compounds such as mercapto-amino acid and derivatives such as glutathione thereof and Cu2+ have a strong coordination effect, the competitive coordination effect allows the copper ions in the coumarin-copper ion (II) complex to be taken away by the mercapto-amino acid and the derivatives thereof so as to regenerate the compound I, and the fluorescence of the compound I is restored. Accordingly, a method for fast and simply detecting mercaptan compounds is built.

Dinucleating Ligand Platforms Supporting Indium and Zinc Catalysts for Cyclic Ester Polymerization

The synthesis of the first alkoxide-bridged indium complex supported by a chiral dinucleating ligand platform (1), along with its zinc analogue (2), is reported. Both complexes are synthesized in a one-pot reaction starting from a chiral dinucleating bis(diamino)phenolate ligand platform, sodium ethoxide, and respective metal salts. The dinucleating indium analogue (7) based on an achiral ligand backbone is also reported. Indium complexes bearing either the chiral or achiral ligand catalyze the ring-opening polymerization of racemic lactide (rac-LA) to afford highly heterotactic poly(lactic acid) (PLA; Pr > 0.85). The indium complex bearing an achiral ligand affords essentially atactic PLA from meso-LA. The role of the dinucleating ligand structure in catalyst synthesis and polymerization activity is discussed.

Meso-Salicylaldehyde substituted BODIPY as a chemodosimetric sensor for cyanide anions

The meso-salicylaldehyde substituted BODIPY was synthesized over a sequence of steps and characterized by X-ray crystallography, mass, NMR, absorption, fluorescence and electrochemical techniques. The crystal structure showed the presence of strong intram

Readily prepared inclusion forming chiral calixsalens

Calixsalens, chiral triangular hexaimines are readily synthesized by [3 + 3] cyclocondensation of trans-(R,R)-1,2-diaminocyclohexane with 2-hydroxyisophthalaldehyde derivatives. The usually rigid calixsalen ring is able to invert its conformation as a consequence of steric repulsion between bulky substituents at the C5 positions of the aromatic rings. The steric and electronic nature of the substituents does not affect only the conformation of the macrocycle. Small polar substituents enforce dimeric self-association to form an apohost where each of the monomers simultaneously serves as the host and the guest of its partner. Non-associating calixsalens form assemblies in which two symmetry-related molecules are arranged in a head-to-head fashion to form a capsule, or unimolecular cages that are able to entrap solvent molecules in their intrinsic voids.

A highly selective and reversible fluorescent Cu2+ and S2- probe under physiological conditions and in live cells

A new spiropyran functionalized rhodamine derivative RB-SP2 has been synthesized and applied to detect Cu2+ and S2-. RB-SP2 was then used as an imaging probe for detection of these ions in HeLa cells at the physiological pH. This jou

Selective tracking of lysosomal cu2+ ions using simultaneous target- and location-activated fluorescent nanoprobes

Levels of lysosomal copper are tightly regulated in the human body. However, few methods for monitoring dynamic changes in copper pools are available, thus limiting the ability to diagnostically assess the influence of copper accumulation on health status. We herein report the development of a dual target and location-activated rhodamine-spiropyran probe, termed Rhod-SP, activated by the presence of lysosomal Cu2+. Rhod-SP contains a proton recognition unit of spiropyran, which provides molecular switching capability, and a latent rhodamine fluorophore for signal transduction. Upon activation by lysosomal acidic pH, Rhod-SP binds with Cu2+ by spiropyran-based proton activation, promoting, in turn, rhodamine ring opening, which shows a "switched on" fluorescence signal. However, to protect Rhod-SP from degradation and interference by the physiological environment, it is engineered on mesoporous silica nanoparticles (MSNs), and the surface of Rhod-SP@MSNs is further anchored with β-cyclodextrin (β-CD) to enhance the solubility and bioavailability of Rhod-SP@MSN-CD. Next, to enhance cell specificity, a guiding unit of c(RGDyK) peptide conjugated adamantane (Ad-RGD) as prototypical system, is incorporated on the surface of Rhod-SP@MSN-CD to target integrin αvβ3 and αvβ5 overexpressed on cancer cells. Fluorescence imaging showed that both Rhod-SP@MSN-CD and Rhod-SP@MSN-CD-RGD were suitable for visualizing exogenous and endogenous Cu2+ in lysosomes of living cells. This strategy addresses some common challenges of chemical probes in biosensing, such as spatial resolution in cell imaging, the solubility and stability in biological system, and the interference from intracellular species. The newly designed nanoprobe, which allows one to track, on a location-specific basis, and visualize lysosomal Cu2+, offers a potentially rich opportunity to examine copper physiology in both healthy and diseased states.