1,2-Cyclohexanedicarboxylic acid

Base Information

• Chemical Name: 1,2-Cyclohexanedicarboxylic acid
• CAS No.: 1687-30-5
• Molecular Formula: C8H12O4
• Molecular Weight: 172.181
• Hs Code.: 2917209090
• European Community (EC) Number: 216-872-2
• NSC Number: 156209,239117,31593
• DSSTox Substance ID: DTXSID60875751
• Nikkaji Number: J7.756I
• Mol file: 1687-30-5.mol

Synonyms:1,2-cyclohexanedicarboxylic acid;cyclohexane-1,2-dicarboxylic acid;cyclohexane-1,3-dicarboxylic acid

Chemical Property of 1,2-Cyclohexanedicarboxylic acid

Chemical Property:

• Vapor Pressure: 5.78E-07mmHg at 25°C
• Melting Point: 219-220℃
• Refractive Index: 1.521
• Boiling Point: 384.1 °C at 760 mmHg
• PKA: 4.18±0.28(Predicted)
• Flash Point: 200.3 °C
• PSA: 74.60000
• Density: 1.314 g/cm³
• LogP: 0.96200
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

97% ^*data from raw suppliers

Cyclohexane-1,2-dicarboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1CCC(C(C1)C(=O)O)C(=O)O
• Uses: cis-1,2 cyclohexanedicarboxylic acid has been used to construct coordination polymers of various dimensions (0-d, 1-D, 2-D to 3-D). Some of these exhibit photoluminescence and catalytic activity

Technology Process of 1,2-Cyclohexanedicarboxylic acid

There total 18 articles about 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: 95.3%

benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) → cyclohexane-1,2-dicarboxylic acid (1687-30-5)

Guidance literature:

benzene-1,2-dicarboxylic acid; With potassium hydroxide; pH=14;

With hydrogen; RNU-5; at 150 ℃; under 25644.6 - 36752.9 Torr;

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

Reference yield:

dimethyl cis-1,2-cyclohexanedicarboxylate (1687-29-2) → (1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid (46022-05-3) + (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:

dimethyl cis-1,2-cyclohexanedicarboxylate; With sodium methylate; In methanol; for 4h; Inert atmosphere; Reflux;

With water; sodium hydroxide; at 75 ℃; for 4h; Inert atmosphere;

With hydrogenchloride; In water; at 0 - 5 ℃; pH=2; Optical yield = 16.399 %ee; diastereoselective reaction; Inert atmosphere;

DOI:10.1080/00397911.2015.1074695

upstream raw materials:

phthalic anhydride

hexahydro-naphthalene-1,3-dione

benzene-1,2-dicarboxylic acid

2-[(isopropylamino)carbonyl]cyclohexanecarboxylic acid

Downstream raw materials:

8-oxabicyclo[4,3,0]nonane-7-one

1,2-bis(hydroxymethyl)cyclohexane

1,2-Cyclohexanedicarboxylic acid-anhydride

(1S)-trans-1,2-bis-(toluene-4-sulfonyloxymethyl)-cyclohexane