7044-92-0

Basic information

• Product Name: 3,6-Dimethylterephthalaldehyde
• Synonyms: 2,5-Dimethyl-1,4-benzenedicarbaldehyde;2,5-Dimethylbenzene-1,4-dicarbaldehyde;2,5-Dimethylterephthalaldehyde;3,6-Dimethylterephthalaldehyde;2,5-Dimethyl-1,4-benzenedicarboxaldehyde
• CAS NO: 7044-92-0
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.19
• Mol File: 7044-92-0.mol

Chemical Properties

• Melting Point: 55-56 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 303.3±30.0 °C(Predicted)
• Appearance: /
• Density: 1.116±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 3,6-Dimethylterephthalaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Dimethylterephthalaldehyde(7044-92-0)
• EPA Substance Registry System: 3,6-Dimethylterephthalaldehyde(7044-92-0)

Safety Data

• Hazardous Substances Data: 7044-92-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3,6-Dimethylterephthalaldehyde is used as a versatile reagent in organic synthesis for its ability to undergo a variety of reactions, leading to the formation of different functionalized products.
Used in Pharmaceutical Industry:
3,6-Dimethylterephthalaldehyde is used as a building block in the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Polymer Industry:
3,6-Dimethylterephthalaldehyde is used as a key intermediate in the production of polyethylene terephthalate (PET) and other important polymers, playing a crucial role in the creation of various polymer materials.
Used in Dye Industry:
3,6-Dimethylterephthalaldehyde is used as a building block in the synthesis of dyes, contributing to the development of new colorants and pigments for various applications.
Used in Material Development:
3,6-Dimethylterephthalaldehyde has potential applications in the development of new materials, serving as a starting material for the production of advanced polymer materials and contributing to the innovation of material science.

Upstream product

• 6298-72-2 2,5-bis(chloromethyl)-p-xylene 
• 1074-24-4 2,5-dibromo-p-xylene 
• 68-12-2 N,N-dimethyl-formamide 
• 95-93-2 1,2,4,5-tetramethylbenzene 
• 1124-08-9 2,5-diiodo-p-xylene 
• 106-42-3 para-xylene 
• 79-46-9 2-nitropropane 
• 35168-62-8 2,5-dibromomethyl-p-xylene 
• 88111-74-4 bromo-4 dimethyl-2,5 benzaldehyde 

Downstream Products

• 1888-82-0 2,5-Dimethyl-1,4-bis-aminomethyl-benzol 
• 872280-40-5 2,5-bis-bromomethyl-terephthalic acid diethyl ester 
• 1300663-93-7 benzyl (2,5-dimethyl-1,4-phenylene)bis((diphenoxyphosphoryl)methylene)dicarbamate 

Relevant articles and documents

Preparation method of 2, 5-disubstituted-1, 4-terephthalaldehyde

The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of 2, 5-disubstituted-1, 4-terephthalaldehyde The 2, 5-disubstituted-1, 4-terephthalaldehyde disclosed by the invention is prepared by carrying out oxidation reaction on 2, 5-disubstituted-1, 4-dibromobenzene and DMF under the catalytic action of hexamethylphosphoramide (HMPA) and tert-butyl lithium. According to the method, tert-butyl lithium is added into a reaction system, so that the reaction activity is greatly improved, the reaction yield is greatly improved and is 78% or above under the combined action of tert-butyl lithium and HMPA by virtue of a trace amount of HMPA and the existence form of stabilized carbocations, and the product quantification efficiency is greatly improved.

Strongly Reducing (Diarylamino)benzene-Based Covalent Organic Framework for Metal-Free Visible Light Photocatalytic H2O2Generation

Photocatalytic reduction of molecular oxygen is a promising route toward sustainable production of hydrogen peroxide (H2O2). This challenging process requires photoactive semiconductors enabling solar energy driven generation and separation of electrons and holes with high charge transfer kinetics. Covalent organic frameworks (COFs) are an emerging class of photoactive semiconductors, tunable at a molecular level for high charge carrier generation and transfer. Herein, we report two newly designed two-dimensional COFs based on a (diarylamino)benzene linker that form a Kagome (kgm) lattice and show strong visible light absorption. Their high crystallinity and large surface areas (up to 1165 m2·g-1) allow efficient charge transfer and diffusion. The diarylamine (donor) unit promotes strong reduction properties, enabling these COFs to efficiently reduce oxygen to form H2O2. Overall, the use of a metal-free, recyclable photocatalytic system allows efficient photocatalytic solar transformations.

A Novel Strategy for the Construction of Covalent Organic Frameworks from Nonporous Covalent Organic Polymers

The field of covalent organic frameworks (COFs) has been developed significantly in the past decade on account of their important characteristics and vast application potential. On the other hand, the discovery of novel synthetic methodology is still a ch

Attempted [2]Catenane Synthesis via a Quasi[1]catenane by a Templated Backfolding Strategy

A templated backfolding concept to construct a [2]catenane was attempted via a quasi[1]catenane showing an inverted spiro geometry. The template is covalently connected to the ketal-connected semi-perpendicular-arranged linear precursors and spatially directs the sterically congested backfolding macrocyclizations that are required to give a quasi[1]catenane. So far, we are unable to hydrolyze the cyclic ketal to liberate the [2]catenane.

Molecular rods based on oligo-spiro-thioketals

We report on an extension of the previously established concept of oligospiroketal (OSK) rods by replacing a part or all ketal moieties by thioketals leading to oligospirothioketal (OSTK) rods. In this way, some crucial problems arising from the reversible formation of ketals are circumvented. Furthermore, the stability of the rods toward hydrolysis is considerably improved. To successfully implement this concept, we first developed a number of new oligothiol building blocks and improved the synthetic accessibility of known oligothiols, respectively. Another advantage of thioacetals is that terephthalaldehyde (TAA) sleeves, which are too flexible in the case of acetals can be used in OSTK rods. The viability of the OSTK approach was demonstrated by the successful preparation of some OSTK rods with a length of some nanometers.

Nature-inspired design of tetraindoles: Optimization of the core structure and evaluation of structure–activity relationship

Building on the initial successful optimization of a novel series of tetraindoles, a second generation of the compounds with changes in the core phenyl ring was synthesized to improve anticancer properties. 17 new compounds with different rigidity, planarity, symmetry and degree of conjugation of their core structures to 5-hydroxyindole units were synthesized. All the compounds were fully characterized and tested against breast cancer cell line (MDA-MB-231). The results revealed that the core structure is required for activity and it should be aromatic, rigid, planar, symmetrical and conjugated for optimal activity. Compound 29, which has strong anticancer activity against various tumor-derived cell lines, including Mahlavu (hepatocellular), SK-HEP-1 (hepatic), HCT116 (colon), MIA PaCa-2 (pancreatic), H441 (lung papillary), A549 (lung), H460 (non-small cell lung) and CL1-5 (lung carcinoma) with IC50values ranging from 0.19 to 3.50?μM, was generated after series of successive optimizations. It was found to induce cell cycle arrest and apoptosis in vitro and inhibit tumor growth in the non-obese diabetic-severe combined immunodeficiency (NOD/SCID) mice bearing xenografted MIA PaCa-2 human pancreatic cancer.

Ruthenium-catalyzed knoevenagel condensation: A new route toward cyano-substituted poly(p-phenylenevinylene)s

The ruthenium-catalyzed Knoevenagel reaction was developed for the preparation of cyano-substituted conjugated polymers. The polymerization was quenched by pouring the reaction mixture into methanol. The structures of polymers were confirmed by spectroscopic studies and elemental analysis. The results show that Knoevenagel polycondensation mediated by transition metal complexes enjoys the advantages of neutral and mild reaction conditions.

Solid-state diphotocyclization of iso- and terephthalaldehydes via dihalogen substitution

The supramolecular nonbonded C-H···X interactions between formyl hydrogens and ortho-halogen atoms (Br/Cl) have been exploited to achieve conformational control in the solid state of dimethyl-substituted iso- and terephthaladehydes (1-3) for unprecedented

The synthesis of trianglimines: On the scope and limitations of the [3 + 3] cyclocondensation reaction between (1R,2R)-diaminocyclohexane and aromatic dicarboxaldehydes

The synthesis of aromatic dicarboxaldehydes, using dilithiation methodology is described along with their reactivity, in the [3 + 3] cyclocondensation reaction, with (1R,2R)-diaminocyclohexane to give trianglimine macrocycles. The scope and limitations of the cyclocondensation reaction are studied and some comments on the properties of the novel macrocycles are made such as their conformation in solution and temperature dependent dynamic NMR behaviour.