25712-33-8

Usage

Uses

Used in Polymer Synthesis:
Trans-1,2-Cyclohexanedimethanol is utilized as a building block in the synthesis of various polymers, resins, and coatings. Its unique properties make it a valuable component in these applications.
Used in Crosslinking Agent Production:
In the manufacturing industry, Trans-1,2-Cyclohexanedimethanol is employed as a crosslinking agent for the production of polyesters, polyurethanes, and epoxy resins. It enhances the structural integrity and performance of these materials.
Used in Specialty Plasticizers and Adhesives:
trans-1,2-Cyclohexanedimethanol is also used in the production of specialty plasticizers and adhesives, where its properties contribute to the flexibility, durability, and bonding strength of the end products.
Used in Coating Production for Packaging Materials:
Trans-1,2-Cyclohexanedimethanol is used as a component in coatings for packaging materials, providing them with enhanced durability and resistance to environmental factors.
Used in Automotive Finishes:
In the automotive industry, it is used in automotive finishes to ensure a high-quality, long-lasting, and resistant coating for vehicles.
Used in Electronic Components Coating:
For electronic components, Trans-1,2-Cyclohexanedimethanol is used in coatings to protect them from various environmental stresses and ensure their longevity and performance.

InChI:InChI=1/C8H16O2/c9-5-7-3-1-2-4-8(7)6-10/h7-10H,1-6H2/t7-,8-/m0/s1

Upstream product

• 84-66-2 Diethyl phthalate 
• 13149-00-3 1,2-cis-cyclohexanedicarboxylic anhydride 
• 10138-59-7 diethyl 1,2-cyclohexanedicarboxylate 
• 85-42-7 1,2-Cyclohexanedicarboxylic acid-anhydride 
• 65376-03-6 (3aR,7aS)-1,3,3a,4,7,7a-hexahydroisobenzofuran-1-one 
• 15679-27-3 (4S,5S)-4,5-bis(hydroxymethyl)cyclohexene 
• 31982-90-8 (1S,2S)-(+)-cyclohexane-1,2-dicarboxylic acid dimethyl ester 
• 3205-35-4 trans dimethyl cyclohexane-1,2-dicarboxylate 
• 13149-04-7 (rac)-trans-4,5-bis(hydroxymethyl)cyclohex-1-ene 
• 2305-32-0 trans-1,2-cyclohexanedicarboxylic acid 
• 14166-21-3 (+/-)-trans-1,2-cyclohexanedicarboxylic anhydride 
• 1687-30-5 cyclohexane-1,2-dicarboxylic acid 
• 610-09-3 (1R,2S)-cyclohexane-1,2-dicarboxylic acid 
• 2305-26-2 cis-1,2,3,6-tetrahydrophthalic acid 

Downstream Products

• 65376-02-5 (1S,6R)-8-oxabicyclo[4.3.0]nonan-7-one 
• 89395-29-9 (3aR,7aS)-hexahydroisobenzofuran-1-one 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 51555-65-8 cyclohexane-1,2-dicarbaldehyde 
• 109447-56-5 cis-tetradecahydro-spiro[azepine-1,2'-isoindolium]; bromide 
• 1246403-99-5 2-[(4-methoxyphenyl)methyl]-cis-hexahydro-1H-isoindole-1,3(2H)-dione 
• 72151-45-2 cis-1,2-bis[(diphenylphosphino)methyl]cyclohexane 
• 72335-64-9 (1-bromomethyl-cyclohexyl)-methanol 
• 38261-85-7 (1S,2S)-1,2-bis(bromomethyl)cyclohexane 
• 10479-74-0 (+/-)-(trans-2-chloromethyl-cyclohexyl)-methanol 

Relevant academic research and scientific papers

Hydrolysis of cyclic orthoesters: Experimental observations and theoretical rationalization

Reaction products using labelled water (H2O18) and the relative rate of hydrolysis of the four bicyclic orthoesters 1-4 having a six or a seven-membered orthoester ring are reported. With the help of theoretical calculations (semi-empirical AM1 and ab initio 3-21G level), the results are explained by taking into account proton affinities as well as steric and stereoelectronic effects.

A mechanistic study on the intramolecular ionic Diels-Alder reaction of 2-methyl-3,9,11-tridecatriene-2-ol and 2,11-dimethyl-1,3,9,11-dodecatetraene

Intramolecular ionic Diels-Alder reaction of 2-methyl-3,9,11-tridecatriene-2-ol (1) was studied under acidic conditions. Treatment of 2-methyl-3,9,11-tridecatriene-2-ol (1) with trifluoromethanesulfonic acid yielded 7-methyl-8-isopropenyl-1,2,3,4,4aR

Enzyme-catalysed esterification of (±)-trans-cyclohexane-1,2-dimethanol

The (S),(S)-diesters (8), (10) and (12) have been obtained from the diol (±)-(6) in Lipozyme-catalysed esterification reactions.

Development of effective bidentate diphosphine ligands of ruthenium catalysts toward practical hydrogenation of carboxylic acids

Hydrogenation of carboxylic acids (CAs) to alcohols represents one of the most ideal reduction methods for utilizing abundant CAs as alternative carbon and energy sources. However, systematic studies on the effects of metal-to-ligand relationships on the catalytic activity of metal complex catalysts are scarce. We previously demonstrated a rational methodology for CA hydrogenation, in which CA-derived cationic metal carboxylate [(PP)M(OCOR)]+ (M = Ru and Re; P = one P coordination) served as the catalyst prototype for CA self-induced CA hydrogenation. Herein, we report systematic trial- and-error studies on how we could achieve higher catalytic activity by modifying the structure of bidentate diphosphine (PP) ligands of molecular Ru catalysts. Carbon chains connecting two P atoms as well as Ar groups substituted on the P atoms of PP ligands were intensively varied, and the induction of active Ru catalysts from precatalyst Ru(acac)3 was surveyed extensively. As a result, the activity and durability of the (PP)Ru catalyst substantially increased compared to those of other molecular Ru catalyst systems, including our original Ru catalysts. The results validate our approach for improving the catalyst performance, which would benefit further advancement of CA self-induced CA hydrogenation.

Method for efficiently synthesizing 1R,2R-cyclohexanedimethanol by gas-solid phase technology

The invention discloses a method for efficiently synthesizing 1R,2R-cyclohexanedimethanol by a gas-solid phase technology. The method comprises the following steps: continuously inputting a 1R,2R-cyclohexanedicarboxylic acid and/or 1R,2R-cyclohexanedicarboxylic acid derivative solution into a continuous tubular reactor provided with a catalyst in a reducing atmosphere, and performing a continuousreaction at an air speed of 0.01-1000 g/g.h to obtain the 1R,2R-cyclohexanedimethanol. The method fully utilizes the characteristics of the gas-solid phase technology, and raw materials and the product only stay in the reaction system for a short time, so racemization of chiral compounds at a high temperature is effectively prevented, continuous production of 1R,2R-cyclohexanedimethanol is achieved, and the method is suitable for industrial production.

Novel bridged tetradentate fourth subgroup metal complex as well as preparation method and application thereof (by machine translation)

The invention provides a novel bridged tetradentate fourth subgroup metal complex and a preparation method and application thereof, wherein the complex has a formula a structure, the temperature tolerance is good, and the complex can maintain very high catalytic activity under 120 °C, can obtain ultrahigh molecular weight polyethylene, and can catalyze ethylene and norbornene, 1 - hexene and 1 - octene copolymerization reaction to obtain a polymer product with high comonomer insertion rate. (by machine translation)

Induction of chirality in 4,4′-azopyridine by halogen-bonding interaction with optically active ditopic donors

Optically active ditopic halogen bond donors bearing two 4-iodotetrafluorophenyl groups were obtained by reaction of chiral diols with iodopentafluorobenzene. Co-crystallization of these donors with anti-4,4′-azopyridine afforded binary complexes containing infinite chains of the alternating component molecules connected by halogen bonds. The solid state CD measurements confirmed that complexation induces optical activity of the azo chromophore due to the twisting of the aryl-N═N system or external chiral perturbation exerted by host molecules.

Platinum-on-Carbon-Catalyzed Aqueous Oxidative Lactonization of Diols by Using Molecular Oxygen

A lactonization of various diols catalyzed by platinum on carbon (Pt/C) in water under an atmosphere of molecular oxygen was developed. Derivatives of 1,4- 1,5- and 1,6-diols were transformed into the corresponding five-, six-, and seven-membered lactones by the present oxidative lactonization method.

Catalytic hydrogenation products of aromatic and aliphatic dicarboxylic acids

Hydrogenation of aromatic dicarboxylic acids gave 100 % selectivity to respective cyclohexane dicarboxylic acid with 5 % Pd/C catalyst. 5 % Ru/C catalyst was observed to give over hydrogenation products at 493 K and at lower temperature (453 K) the selectivity for cyclohexane dicarboxylic acids was increased. Hydrogenation of phthalic acid with Ru-Sn/Al2O3 catalyst was observed to give phthalide instead of 1,2-benzene dimethanol or 2-hydroxy methyl benzoic acid. Ru-Sn/Al2O3 catalyst selectively hydrogenated the carboxylic group of cyclohexane dicarboxylic acids to give cyclohexane dimethanol. Use of proper catalysts and reaction conditions resulted in desired products.

Epimerization of Tertiary Carbon Centers via Reversible Radical Cleavage of Unactivated C(sp3)-H Bonds

Reversible cleavage of C(sp3)-H bonds can enable racemization or epimerization, offering a valuable tool to edit the stereochemistry of organic compounds. While epimerization reactions operating via cleavage of acidic C(sp3)-H bonds, such as the Cα-H of carbonyl compounds, have been widely used in organic synthesis and enzyme-catalyzed biosynthesis, epimerization of tertiary carbons bearing a nonacidic C(sp3)-H bond is much more challenging with few practical methods available. Herein, we report the first synthetically useful protocol for the epimerization of tertiary carbons via reversible radical cleavage of unactivated C(sp3)-H bonds with hypervalent iodine reagent benziodoxole azide and H2O under mild conditions. These reactions exhibit excellent reactivity and selectivity for unactivated 3° C-H bonds of various cycloalkanes and offer a powerful strategy for editing the stereochemical configurations of carbon scaffolds intractable to conventional methods. Mechanistic study suggests that the unique ability of N3? to serve as a catalytic H atom shuttle is critical to reversibly break and reform 3° C-H bonds with high efficiency and selectivity.