trans-1,2-Cyclohexanedicarboxylic acid

Base Information

• Chemical Name: trans-1,2-Cyclohexanedicarboxylic acid
• CAS No.: 46022-05-3
• Molecular Formula: C8H12O4
• Molecular Weight: 172.181
• Hs Code.: 29171900
• European Community (EC) Number: 218-975-8,670-321-4
• DSSTox Substance ID: DTXSID801239842
• Nikkaji Number: J253.118F
• Wikidata: Q63399067
• Mol file: 46022-05-3.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:

• Melting Point: 184 °C
• Refractive Index: -18 ° (C=1, Acetone)
• Boiling Point: 384.075 °C at 760 mmHg
• PKA: 4.18±0.28(Predicted)
• Flash Point: 200.254 °C
• PSA: 74.60000
• Density: 1.315 g/cm³
• LogP: 0.96200
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in acetone.
• 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:

98%, ^*data from raw suppliers

(R,R)-1,2-CyclohexanedicarboxylicAcid ^*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

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: Chiral dicarboxylic acid guests with a two C spacer (1R,2R)-cyclohexane-1,2-dicarboxylic acid and Boc-L-aspartic acid] gave CD-active species.

Technology Process of trans-1,2-Cyclohexanedicarboxylic acid

There total 19 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: 81.0%

→ (1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid (46022-05-3)

Guidance literature:

Reference yield: 25.0%

(R)-1-phenyl-ethyl-amine (3886-69-9) + racemic trans-cyclohexane-1,2-dicarboxylic acid → (1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid (46022-05-3) + C24H30N2O2

Guidance literature:

(R)-1-phenyl-ethyl-amine; racemic trans-cyclohexane-1,2-dicarboxylic acid; In methanol; at 0 - 35 ℃; Inert atmosphere;

With hydrogenchloride; In water; enantioselective reaction; Inert atmosphere;

DOI:10.1080/00397911.2015.1074695

Reference yield: 19.0%

trans-1,2-cyclohexanedicarboxylic acid (2305-32-0) → (1S,2S)-cyclohexane-1,2-dicarboxylic acid (610-10-6,1687-30-5,2305-32-0,21963-41-7,46022-05-3,610-09-3)

Guidance literature:

With (S)-1-phenyl-ethylamine; In ethanol; toluene; Heating;

DOI:10.1021/jo051765y

upstream raw materials:

trans-1,2-cyclohexanedicarboxylic acid

(1R,2R)-2-(nitromethyl)cyclohexane-1-carboxylic acid

trans-cyclohex-4-ene-1,2-dicarboxylic acid

(R)-1-phenyl-ethyl-amine

Downstream raw materials:

(1S,2S)-(+)-cyclohexane-1,2-dicarboxylic acid dimethyl ester

(1R,2R)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylic acid

(1S,2S)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylic acid

(1S,2S)-2-((S)-2-Hydroxy-1-phenyl-ethylcarbamoyl)-cyclohexanecarboxylic acid methyl ester

Refernces

• 1、 -. "Preparation method for lurasidone hydrochloride". Paragraph 0015; 0022; 0029. . Retrieved 2017/08/30.
• 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.