3399-21-1

Basic information

• Product Name: CIS-1,4-DIMETHYL CYCLOHEXANEDICARBOXYLATE
• Synonyms: CIS-1,4-DIMETHYL CYCLOHEXANEDICARBOXYLATE;(1s,4s)-diMethyl cyclohexane-1,4-dicarboxylate;cis-Dimethyl cyclohexane-1,4-dicarboxylate
• CAS NO: 3399-21-1
• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23
• Mol File: 3399-21-1.mol

Chemical Properties

• Melting Point: 14°C
• Boiling Point: 297.96°C (rough estimate)
• Appearance: /
• Density: 1.1112
• Refractive Index: 1.4568 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: CIS-1,4-DIMETHYL CYCLOHEXANEDICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-1,4-DIMETHYL CYCLOHEXANEDICARBOXYLATE(3399-21-1)
• EPA Substance Registry System: CIS-1,4-DIMETHYL CYCLOHEXANEDICARBOXYLATE(3399-21-1)

Safety Data

• Hazardous Substances Data: 3399-21-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
CIS-1,4-DIMETHYL CYCLOHEXANEDICARBOXYLATE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to form complex molecular structures that can target specific biological pathways.
Used in Agrochemical Industry:
In the agrochemical sector, CIS-1,4-DIMETHYL CYCLOHEXANEDICARBOXYLATE is utilized as a building block in the creation of compounds that can protect crops from pests and diseases, leveraging its reactivity and functional group chemistry.
Used in Plasticizer Production:
CIS-1,4-DIMETHYL CYCLOHEXANEDICARBOXYLATE is used as a raw material in the production of plasticizers, which are additives that increase the flexibility and workability of plastics, improving their performance in various applications.
Used in Industrial Chemicals:
CIS-1,4-DIMETHYL CYCLOHEXANEDICARBOXYLATE also finds application in the synthesis of other industrial chemicals, where its unique properties contribute to the development of innovative products with specialized uses in different industries.

Upstream product

• 186581-53-3 diazomethane 
• 619-81-8 cis-cyclohexane-1,4-dicarboxylic acid 
• 67-56-1 methanol 
• 79368-45-9 7-Oxobicyclo<2.2.1>heptan-1-carbonylchlorid 
• 149-73-5 trimethyl orthoformate 
• 94-60-0 dimethyl 1,4-cyclohexane dicarboxylate 
• 120-61-6 1,4-benzenedicarboxylic acid dimethyl ester 
• 64-19-7 acetic acid 
• 7647-01-0 hydrogenchloride 
• 1078-58-6 diphenylzinc 

Downstream Products

• 3236-48-4 trans-1,4-Cyclohexanedimethanol 
• 3236-47-3 (1s,4s)-cyclohexane-1,4-diyldimethanol 
• 1011-85-4 (1S,4S)-4-(methoxycarbonyl)cyclohexane-1-carboxylic acid 
• 188038-19-9 cis-1,4-di(diphenylhydroxymethyl)cyclohexane 
• 888709-79-3 cis-1,4-Bis-(2-hydroxy-isopropyl)-cyclohexan 
• 96581-95-2 1,4-dibenzhydrylidene-cyclohexane 
• 100055-56-9 cis-4-allylcarbamoyl-cyclohexanecarboxylic acid 
• 100252-61-7 cis-4-allylcarbamoyl-cyclohexanecarboxylic acid methyl ester 
• 15898-77-8 (Z)-1,4-bis(bromomethyl)cyclohexane 
• 852899-22-0 cis-1.4-bis-(α-methoxy-benzhydryl)-cyclohexane 
• 1004-24-6 4-methylene-1-cyclohexanemethanol 
• 62821-10-7 cis-1,4-bis-(toluene-4-sulfonyloxymethyl)-cyclohexane 
• 37180-67-9 cis-1,4-bis-(acetylsulfanyl-methyl)-cyclohexane 
• 116076-50-7 (1,4-cis-cyclohexanediyl)bis(methylene)dimethanesultonate 

Relevant articles and documents

Highly-efficient Ru/Al-SBA-15 catalysts with strong Lewis acid sites for the water-assisted hydrogenation of: P -phthalic acid

Ruthenium nanoparticles supported onto aluminum-doped mesoporous silica catalysts (Ru/Al-SBA-15) are fabricated using hydrothermal and impregnation methods for catalysis application. The Ru/Al-SBA-15-3 catalyst at a Si/Al molar ratio of 3 exhibited excellent catalytic performance for the hydrogenation of p-phthalic acid with high conversion efficiency (100.0%) and cis-isomer selectivity (84.0%) in water. Moreover, this system displays exceptional stability and recyclability through preserving the conversion efficiency, as well as a cis-isomer selectivity of 90.2 and 83.3%, respectively, after reusing it fourteen times. Such an exceptional system can also be ideal for the hydrogenation of aromatic dicarboxylic acids and their ester derivatives in water. Strong Lewis acid sites due to doped Al species play significant roles in the hydrogenation reaction. Moreover, isotope labeling studies indicated that water molecules effectively participated in the hydrogenation reaction. Hydrogen and water contributed half of the hydrogen atoms for this hydrogenation reaction. In the end, a plausible mechanistic pathway for the hydrogenation of p-phthalic acid using the Ru/Al-SBA-15-3 catalyst in water is proposed.

Ni-Catalyzed Site-Selective Dicarboxylation of 1,3-Dienes with CO2

A site-selective catalytic incorporation of multiple CO2 molecules into 1,3-dienes en route to adipic acids is described. This protocol is characterized by its mild conditions, excellent chemo- and regioselectivity and ease of execution under CO2 (1 atm), including the use of bulk butadiene and/or isoprene feedstocks.

Preparation method of trans-1,4-cyclohexane dicarboxylic acid monomethyl ester

The invention discloses a preparation method of trans-1,4-cyclohexanedicarboxylic acid monomethyl ester. The preparation method comprises the following steps of using cis and trans mixed type dimethyl1,4-cyclohexanedicarboxylate with better solvent property in organic solvents as the raw material, performing isomerization reaction under the catalyzing action of an organic alkaline catalyst, and performing high-selectivity monoester hydrolyzing under the action of inorganic alkaline, so as to obtain the trans-1,4-cyclohexanedicarboxylic acid monomethyl ester. Compared with the prior art, the preparation method has the advantages that (1) the used raw material has good dissolvability in the organic solvent, such as methyl alcohol; (2) by adopting the optimized catalyst, the activating energy of the isomerization reaction is reduced, the isomerization time is shortened, the reaction energy consumption is decreased, the cost is reduced, and the optimized catalyst is suitable for industrialized production; (3) the hydrolyzing of diester is effectively reduced, the amount of diacid byproducts is reduced to be 2% or lower, and the product purity is improved; (4) a small amount of unreacted raw material is sent into an organic phase via an extracting procedure, and is separated from the product at high efficiency, so that the purity of the product is further improved.

Structure-activity relationship study of novel NR2B-selective antagonists with arylamides to avoid reactive metabolites formation

A novel potent NMDA-NR2B selective antagonist (5b) without the reactive metabolites formation issue was identified. Through this study, a close correlation between reactive metabolites formation and calculated HOMO energies of parent compounds was found.

Separation of cis/trans-cyclohexanecarboxylates by enzymatic hydrolysis: Preference for diequatorial isomers

4-Substituted cis/trans-cyclohexanecarboxylates have been separated into the isomers by enzymatic hydrolysis with lipase from Candida rugosa with very good selectivity. The enzyme preferentially recognizes diequatorial conformations. Copyright (C) 1996 Elsevier Science Ltd.

Synthesis and Rearrangement of 1-Substituted Bicyclohexanes

Starting from 7-oxobicycloheptane-1-carbonyl chloride (3), bicyclohexane-1-carboxylic acid (9) was prepared via Hunsdiecker degradation and Favorskii rearrangement.The conversion of 9 to 1-methoxybicyclohexane (15) via methyl ketone 12 and acetate 13 was complicated by the facile homoketonization of the elusive bicyclohexane-1-ol (14).Similarly, bicyclohexane-1-amine readily underwent hydrolysis whereas N,N-dimethylbicyclohexane-1-amine (17) proved to be more resistant.Thermolysis of methyl bicyclohexane-1-carboxylate (10) revealed a "normal" rate enhancement (ΔEa ca. 6 kcal/mol = 25 kJ/mol).The effects of 1-acetoxy, 1-methoxy and 1-dimethylamino groups on the rate of rearrangement were unexpectedly small.