22646-79-3

Upstream product

• 94-60-0 dimethyl 1,4-cyclohexane dicarboxylate 
• 106-93-4 ethylene dibromide 
• 1659-95-6 dimethyl 1,3-cyclohexadiene-1,4-dicarboxylate 
• 67488-50-0 methyl 2,5-dihydrothiophene-S,S-dioxide-3-carboxylate 
• 292638-85-8 acrylic acid methyl ester 
• 67-56-1 methanol 
• 120-61-6 1,4-benzenedicarboxylic acid dimethyl ester 
• 1119-72-8 cis,cis-Muconic acid 
• 74-85-1 ethene 
• 2205-27-8 cyclohex-1-ene-1,4-dicarboxylic acid 

Downstream Products

• 619-82-9 trans-hexahydroterephthalic acid 
• 619-81-8 cis-cyclohexane-1,4-dicarboxylic acid 
• 120-61-6 1,4-benzenedicarboxylic acid dimethyl ester 
• 94-60-0 dimethyl 1,4-cyclohexane dicarboxylate 
• 38445-92-0 4-Methoxycarbonylcyclohex-3-en-1-carbonsaeure 
• 107153-75-3 1,4-bis-acetoxymethyl-cyclohexene 

Relevant academic research and scientific papers

Cis, cis -Muconic acid isomerization and catalytic conversion to biobased cyclic-C6-1,4-diacid monomers

Renewable terephthalic and 1,4-cyclohexanedicarboxylic acids can be produced from biomass via muconic acid using a combination of biological and chemical processes. In this conversion scheme, cis,cis-mucononic acid is first obtained by fermentation using

CONTINUOUS DEHYDROGENATION OF 1,4-CARBOXYLATE SUBSTITUTED CYCLOHEXENES

A method which comprises contacting the cyclohexene ring containing compounds having carboxylate derivatives at the 1 and 4, and optionally the 2, positions with one or more dehydrogeoation catalysts, optionally in the presence of one or more oxidants, in a continuous flow mode under conditions such that compounds containing an aromatic ring with carboxylate derivatives at the 1. and 4 positions, and optionally the 2 position, are prepared. The invention also relates to such compounds derived from starting materials derived from renewable resources.

PREPARATION OF TRANS,TRANS MUCONIC ACID AND TRANS,TRANS MUCONATES

The present invention relates to the isomerization of cis,cis and/or cis,trans muconic acid or esters thereof to trans,trans muconic acid or esters thereof and to the esterification of such muconic acids.

The dimerisation of 2-methoxycarbonylbuta-1,3-diene: The importance of paralocalisation energy in assessing diene reactivity

The dimerisation and competitive cycloaddition of 2-methoxycarbonylbuta-1,3-diene with electron-rich dienes has been investigated. Experimental results provide evidence that the enthalpy of the π-system significantly influences the energy of the transition state of cycloadditions of this type. This has been corroborated by ab initio calculations. We propose an early reorganisation of the π-electrons in such cycloadditions to explain the influence stated above.

Selective hydrogenation of simple and functionalized conjugated dienes using a binuclear palladium complex catalyst precursor

The selective 1,2-hydrogenation of simple and functionalized conjugated dienes is catalyzed by preactivation of the binuclear palladium complex, [(Bu(t)2PH)PdPBu(t)2]2 with oxygen, in THF at room temperature and 1 atm of hydrogen pressure, to form monoenes in excellent yield.

Synthesis of Bridgehead-Bridgehead Substituted Bicycloalkanes

A convenient synthetic route to several bicycloalkanes bearing substitution at both bridgehead positions is described.The two-step procedure, which involves alkylation of the monoenolates of readily available cyclohexane diesters with 1,2-dihaloethane followed by a base-inducted cyclization of the derived haloethylated product, was successfully applied to the synthesis of dimethyl bicyclooctane-1,4-dicarboxylate, dimethyl bicycloheptane-1,4-dicarboxylate and dimethyl bicyclooctane-1,5-dicarboxylate.Additionally, it was found that the two latter diesters could be obtained in quite acceptable yields in a one-pot procedure through their corresponding cyclohexyl bisenolate precursors.