trans-1,2-Cyclohexanedicarboxylic acid

Base Information

• Chemical Name: trans-1,2-Cyclohexanedicarboxylic acid
• CAS No.: 2305-32-0
• Molecular Formula: C8H12O4
• Molecular Weight: 172.181
• Hs Code.: 29172000
• European Community (EC) Number: 218-975-8,670-321-4
• DSSTox Substance ID: DTXSID801239842
• Nikkaji Number: J253.118F
• Wikidata: Q63399067
• Mol file: 2305-32-0.mol

Synonyms:46022-05-3;2305-32-0;(1r,2r)-cyclohexane-1,2-dicarboxylic acid;trans-1,2-Cyclohexanedicarboxylic acid;trans-Cyclohexane-1,2-dicarboxylic acid;(1R,2R)-(-)-1,2-CYCLOHEXANEDICARBOXYLIC ACID;(1R,2R)-1,2-Cyclohexanedicarboxylic Acid;1,2-Cyclohexanedicarboxylic acid, (1R,2R)-rel-;1,2-CYCLOHEXANEDICARBOXYLIC ACID, (1R,2R)-;(R,R)-1,2-Cyclohexanedicarboxylic Acid;1,2-Cyclohexanedicarboxylic acid, trans-;EINECS 218-975-8;MFCD00062973;AI3-18155;(1R.2R)-Cyclohexane-1,2-dicarboxylicacid;trans-Hexahydrophthalic acid;SCHEMBL150817;NIOSH/GU9065000;DTXSID801239842;AKOS015833075;AKOS015889458;1beta,2alpha-Cyclohexanedicarboxylic acid;AC-25528;AC-25530;AS-19265;LS-56775;Cyclohexane-1,2-dicarboxylic acid, trans-;(1R,2R)-cyclohexane-1,2-dicarboxylicacid;1,2-Cyclohexanedicarboxylicacid,(1R,2R)-;A4881;AM20070472;C1953;CS-0031455;GU90650000;EN300-112258;EN300-262585;F16347;rac-(1R,2R)-cyclohexane-1,2-dicarboxylic acid;A826963;J-500382;rel-(+)-(1R,2R)-1,2-Cyclohexanedicarboxylic acid;Q63399067;864ACDDA-2B0C-4F9F-8689-D90D02270DB8;(1R,2R)-cyclohexane-1,2-dicarboxylic acid;845713-34-0

Chemical Property of trans-1,2-Cyclohexanedicarboxylic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 5.78E-07mmHg at 25°C
• Melting Point: 228-230 °C(lit.)
• Refractive Index: 1.4450 (estimate)
• Boiling Point: 384.075 °C at 760 mmHg
• PKA: pK1:4.18;pK2: 5.93 (20°C)
• Flash Point: 200.254 °C
• PSA: 74.60000
• Density: 1.314 g/cm³
• LogP: 0.96200
• Storage Temp.: Store below +30°C.
• Solubility.: Acetone (Slightly), DMSO (Slightly)
• 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

trans-1,2-Cyclohexanedicarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• 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
• Uses: trans-1,2-cyclohexanedicarboxylic acid be used as organic intermediates. trans-1,2-Cyclohexanedicarboxylic Acid is used as a reagent in the synthesis of enantiopure (α-cyanoalkyl)(tetrahydropyrido[4,3-b]indolecarbonyl)cyclohexanecarboxamides and its analogs as selective cathepsin K inhibitors for the treatment of osteoarthritis. Also used as a reagent in the synthesis of novel cyclopentanedicarboxamide sodium channel blockers as a potential treatment for chronic pain.

Technology Process of trans-1,2-Cyclohexanedicarboxylic acid

There total 50 articles about trans-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: 99.0%

C16H21NO4 (97185-53-0,97233-91-5) → trans-1,2-cyclohexanedicarboxylic acid (2305-32-0)

Guidance literature:

With barium hydroxide octahydrate; In water; for 2h; Heating;

Reference yield: 98.0%

(2E)-but-2-enedioic acid (110-17-8,26099-09-2) → trans-1,2-cyclohexanedicarboxylic acid (2305-32-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h;

Reference yield: 41.0%

(+/-)-trans-1,2-cyclohexanedicarboxylic anhydride (14166-21-3) → trans-1,2-cyclohexanedicarboxylic acid (2305-32-0)

Guidance literature:

With potassium superoxide; tetraethylammonium bromide; In N,N-dimethyl-formamide; at 25 ℃; for 12h;

upstream raw materials:

dimethyl cis-1,2-cyclohexanedicarboxylate

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

cyclohexane-1,2-dicarboxylic acid

(1R,2S)-cyclohexane-1,2-dicarboxylic acid

Downstream raw materials:

1,2-cis-cyclohexanedicarboxylic anhydride

trans-1,2-cyclo-hexanedicarboxylic acid dichloride

(+/-)-trans-1,2-cyclohexanedicarboxylic anhydride

(1S,2S)-(–)-1,2-di(hydroxymethyl)cyclohexane

Refernces

• 1、 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.
• 2、 Ravi Ganesh,Pachore, Sharad S.,Pratap,Umesh,Basaveswara Rao,Murthy,Suresh Babu. "Enantioselective Synthesis of ((1 R,2 R)-Cyclohexane-1,2-diyl)bis(methylene)dimethanesulfonate, a Lurasidone Hydrochloride Intermediate". supporting information. p. 2676 - 2682. Retrieved 2015/12/18.