1,4-Cyclohexanedicarboxylic acid describes a pair of organic compounds with the formula C6H10(CO2H)2. The CO2H groups are attached to the opposite carbon centers of the cyclohexane ring. These groups can be cis or trans. Other isomers of cyclohexanedicarboxylic acid are known, but the 1,4- isomers are of greatest interest, perhaps because they are obtainable from a commodity chemical. Specifically, hydrogenation of terephthalic acid affords the title compound:[1]
^Maegawa, Tomohiro; Akashi, Akira; Yaguchi, Kiichiro; Iwasaki, Yohei; Shigetsura, Masahiro; Monguchi, Yasunari; Sajiki, Hironao (2009). "Efficient and Practical Arene Hydrogenation by Heterogeneous Catalysts under Mild Conditions". Chemistry - A European Journal. 15 (28): 6953–6963. doi:10.1002/chem.200900361. PMID 19514037.
^Liu, Jianwei; Yee, Albert F. (1998). "Enhancing Plastic Yielding in Polyestercarbonate Glasses by 1,4-Cyclohexylene Linkage Addition". Macromolecules. 31 (22): 7865–7870. Bibcode:1998MaMol..31.7865L. doi:10.1021/ma980370w.
^Xiang, Sheng-Chang; Zhang, Zhangjing; Zhao, Cong-Gui; Hong, Kunlun; Zhao, Xuebo; Ding, De-Rong; Xie, Ming-Hua; Wu, Chuan-De; Das, Madhab C.; Gill, Rachel; Thomas, K. Mark; Chen, Banglin (2011). "Rationally tuned micropores within enantiopure metal-organic frameworks for highly selective separation of acetylene and ethylene". Nature Communications. 2: 204. Bibcode:2011NatCo...2..204X. doi:10.1038/ncomms1206. PMID 21343922.
January 01, 1970
cyclohexanedicarboxylic, acid, describes, pair, organic, compounds, with, formula, c6h10, co2h, co2h, groups, attached, opposite, carbon, centers, cyclohexane, ring, these, groups, trans, other, isomers, cyclohexanedicarboxylic, acid, known, isomers, greatest,. 1 4 Cyclohexanedicarboxylic acid describes a pair of organic compounds with the formula C6H10 CO2H 2 The CO2H groups are attached to the opposite carbon centers of the cyclohexane ring These groups can be cis or trans Other isomers of cyclohexanedicarboxylic acid are known but the 1 4 isomers are of greatest interest perhaps because they are obtainable from a commodity chemical Specifically hydrogenation of terephthalic acid affords the title compound 1 1 4 Cyclohexanedicarboxylic acid Identifiers CAS Number cis 619 81 8trans 619 82 9mix 1076 97 7 3D model JSmol Interactive imagecis Interactive imagetrans Interactive image ChEBI CHEBI 145052 ChEMBL ChEMBL3187151 ChemSpider 13484 ECHA InfoCard 100 012 790 EC Number 214 068 6trans 210 614 2 PubChem CID 14106 UNII cis 68QED0R44Utrans 18W55738KH CompTox Dashboard EPA DTXSID2038788cis DTXSID001290604trans DTXSID901031536 InChI InChI 1S C8H12O4 c9 7 10 5 1 2 6 4 3 5 8 11 12 h5 6H 1 4H2 H 9 10 H 11 12 Key PXGZQGDTEZPERC UHFFFAOYSA Ncis InChI 1S C8H12O4 c9 7 10 5 1 2 6 4 3 5 8 11 12 h5 6H 1 4H2 H 9 10 H 11 12 t5 6 Key PXGZQGDTEZPERC OLQVQODUSA Ntrans InChI 1S C8H12O4 c9 7 10 5 1 2 6 4 3 5 8 11 12 h5 6H 1 4H2 H 9 10 H 11 12 t5 6 Key PXGZQGDTEZPERC IZLXSQMJSA N SMILES C1CC CCC1C O O C O Ocis OC O C H 1CC C H CC1 C O Otrans OC O C H 1CC C H CC1 C O O Properties Chemical formula C 8H 12O 4 Molar mass 172 180 g mol 1 Appearance white solid Density 1 36 g cm3 Melting point 312 5 C 594 5 F 585 6 K 168 170 C for cis isomer Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references C6H4 CO2H 2 3 H2 C6H10 CO2H 2 The trans isomer has been more heavily studied It has been examined as a precursor to polycarbonates 2 and as a building block for metal organic frameworks 3 References edit Maegawa Tomohiro Akashi Akira Yaguchi Kiichiro Iwasaki Yohei Shigetsura Masahiro Monguchi Yasunari Sajiki Hironao 2009 Efficient and Practical Arene Hydrogenation by Heterogeneous Catalysts under Mild Conditions Chemistry A European Journal 15 28 6953 6963 doi 10 1002 chem 200900361 PMID 19514037 Liu Jianwei Yee Albert F 1998 Enhancing Plastic Yielding in Polyestercarbonate Glasses by 1 4 Cyclohexylene Linkage Addition Macromolecules 31 22 7865 7870 Bibcode 1998MaMol 31 7865L doi 10 1021 ma980370w Xiang Sheng Chang Zhang Zhangjing Zhao Cong Gui Hong Kunlun Zhao Xuebo Ding De Rong Xie Ming Hua Wu Chuan De Das Madhab C Gill Rachel Thomas K Mark Chen Banglin 2011 Rationally tuned micropores within enantiopure metal organic frameworks for highly selective separation of acetylene and ethylene Nature Communications 2 204 Bibcode 2011NatCo 2 204X doi 10 1038 ncomms1206 PMID 21343922 Retrieved from https en wikipedia org w index php title 1 4 Cyclohexanedicarboxylic acid amp oldid 1169945063, wikipedia, wiki, book, books, library,
