cis-1,2-Cyclohexanedicarboxylic acid

Base Information

• Chemical Name: cis-1,2-Cyclohexanedicarboxylic acid
• CAS No.: 610-09-3
• Molecular Formula: C8H12O4
• Molecular Weight: 172.181
• Hs Code.: 29171900
• European Community (EC) Number: 445-870-6,622-144-9
• NSC Number: 57637
• DSSTox Substance ID: DTXSID501031439
• Nikkaji Number: J79.724C
• Wikidata: Q27454680
• Mol file: 610-09-3.mol

Synonyms:610-09-3;cis-1,2-Cyclohexanedicarboxylic acid;cis-Cyclohexane-1,2-dicarboxylic acid;cis-Hexahydrophthalic acid;(1R,2S)-cyclohexane-1,2-dicarboxylic acid;1,2-Cyclohexanedicarboxylic acid, (1R,2S)-rel-;1,2-Cyclohexanedicarboxylic acid, cis-;cis-Cyclohexane-1,2-dicarboxylicacid;MFCD00064949;(1S,2R)-cyclohexane-1,2-dicarboxylic acid;Hexahydrophthalic acid, cis;SCHEMBL1805083;cis-(+/-)-perhydrophthalic acid;DTXSID501031439;NSC57637;NSC-57637;STL183284;AKOS015917415;CS-W017612;1,2-Cyclohexanedicarboxylic acid, (Z)-;AS-11780;Cyclohexane-1alpha,2alpha-dicarboxylic acid;D70598;EN300-145704;rel-(1R,2S)-1,2-Cyclohexanedicarboxylic acid;A833001;J-520149;Q27454680

Chemical Property of cis-1,2-Cyclohexanedicarboxylic acid

Chemical Property:

• Appearance/Colour: white crystals
• Melting Point: 188-192 °C
• Refractive Index: 1.4455 (estimate)
• Boiling Point: 384.1 °C at 760 mmHg
• PKA: pK1:4.34 ;pK2:6.76 (20°C)
• Flash Point: 200.3 °C
• PSA: 74.60000
• Density: 1.314 g/cm³
• LogP: 0.96200
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Benzene,Ethanol,Methanol,Ether
• Water Solubility.: >2g/L(20 oC)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 172.07355886
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

cis-1,2-Cyclohexanedicarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25-37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1CCC(C(C1)C(=O)O)C(=O)O
• Isomeric SMILES: C1CC[C@@H]([C@@H](C1)C(=O)O)C(=O)O

Technology Process of cis-1,2-Cyclohexanedicarboxylic acid

There total 37 articles about cis-1,2-Cyclohexanedicarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 26.0%

cis-cyclohexane-1,2-dicarbonitrile (28907-20-2) → (1R,2S)-cyclohexane-1,2-dicarboxylic acid (610-09-3) + cis-Cyclohexan-dicarbonsaeure-1,2-monoamid (207518-98-7) + cis-2-carbamoylcyclohexanecarboxylic acid

Guidance literature:

With Rhodococcus rhodochrous IFO 15564; water; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(98)00084-6

Reference yield:

phthalic anhydride (85-44-9) → (1R,2S)-cyclohexane-1,2-dicarboxylic acid (610-09-3)

Guidance literature:

With hydrogen; oxygen; acetic acid;

Reference yield:

cyclohex-1-ene-1,2-dicarboxylic acid (635-08-5) → (1R,2S)-cyclohexane-1,2-dicarboxylic acid (610-09-3) + trans-1,2-cyclohexanedicarboxylic acid (2305-32-0)

Guidance literature:

With sodium amalgam; sodium carbonate;

upstream raw materials:

phthalic anhydride

cyclohex-1-ene-1,2-dicarboxylic acid

cyclohexane-1,1,2,2-tetracarboxylic acid tetraethyl ester

cyclohex-3-ene-1,2-dicarboxylic acid

Downstream raw materials:

dimethyl cis-1,2-cyclohexanedicarboxylate

cis-Cyclohexane-1,2-dicarboxylic acid monobutyl ester

cis-2-(4-methoxyphenyl)-3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione

[Ni(II)(μ-OH2)(e,a-cis-cyclohexane-1,2-dicarboxylate)]

Refernces

• 1、 Jenkins,Costello. "-". . p. 2733. Retrieved 1946.
• 2、 Ahamad, Tansir,Kankala, Ranjith Kumar,Mao, Cong,Matsagar, Babasaheb M.,Wu, Kevin C.-W.,Yang, Yucheng,Zhang, Xueqin,Zheng, Jingwei. "Highly-efficient Ru/Al-SBA-15 catalysts with strong Lewis acid sites for the water-assisted hydrogenation of: P -phthalic acid". . p. 2443 - 2451. Retrieved 2020/05/14.
• 3、 Kiyokawa, Kensuke,Nagata, Takaya,Hayakawa, Junpei,Minakata, Satoshi. "Straightforward synthesis of 1,2-dicyanoalkanes from nitroalkenes and silyl cyanide mediated by tetrabutylammonium fluoride". . p. 1280 - 1285. Retrieved 2015/02/19.