1,3-Adamantanedicarboxylic acid

Base Information

• Chemical Name: 1,3-Adamantanedicarboxylic acid
• CAS No.: 39269-10-8
• Molecular Formula: C12H16O4
• Molecular Weight: 224.257
• Hs Code.: 29172090
• European Community (EC) Number: 254-395-1
• DSSTox Substance ID: DTXSID40192519
• Nikkaji Number: J261.364F
• Wikidata: Q72436568
• Mol file: 39269-10-8.mol

Synonyms:1,3-adamantanedicarboxylic acid

Chemical Property of 1,3-Adamantanedicarboxylic acid

Chemical Property:

• Vapor Pressure: 7.6E-07mmHg at 25°C
• Melting Point: 276-278 °C(lit.)
• Boiling Point: 380.6 °C at 760 mmHg
• PKA: 4.24±0.40(Predicted)
• Flash Point: 198.2 °C
• PSA: 74.60000
• Density: 1.461 g/cm³
• LogP: 1.74220
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Sparingly), Methanol (Slightly, Heated)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 224.10485899
• Heavy Atom Count: 16
• Complexity: 327

Purity/Quality:

99% ^*data from raw suppliers

1,3-Adamantanedicarboxylic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3(CC1CC(C2)(C3)C(=O)O)C(=O)O
• Uses: 1,3-Adamantanedicarboxylic acid is a carboxylic acid derivative of adamantane. It is widely used in drug industry, polymer synthesis and fine chemicals as key intermediates. It is also used as antidepressants or antiparkinsonic drugs in clinical practice.

Technology Process of 1,3-Adamantanedicarboxylic acid

There total 27 articles about 1,3-Adamantanedicarboxylic 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%

formic acid (64-18-6) + 3-nitroxyadamantane-1-carboxylic acid (50795-82-9) → adamantane-1,3-dicarboxylic acid (39269-10-8)

Guidance literature:

With sulfuric acid; at 20 - 22 ℃; for 1h;

Reference yield: 96.0%

formic acid (64-18-6) + dinitrate of 1,3-adamantanediol (53488-28-1) → adamantane-1,3-dicarboxylic acid (39269-10-8)

Guidance literature:

With sulfuric acid; at 20 - 22 ℃; for 1h;

Reference yield: 92.0%

formic acid (64-18-6) + 1-Adamantanecarboxylic acid (828-51-3) → adamantane-1,3-dicarboxylic acid (39269-10-8)

Guidance literature:

With sulfuric acid; nitric acid; at 0 ℃; for 6h;

DOI:10.14233/ajchem.2013.14057

upstream raw materials:

formic acid

1,3-dibromoadamantane

3-bromoadamantane-1-carboxylic acid

2,6-Dioxo-adamantan-dicarbonsaeure-(1,3)-diethylester

Downstream raw materials:

1,3-adamantanedicarbonyl chloride

1,3-bis(2-hydroxymethyl)adamantane

adamantane-1,3-dicarbonitrile

adamantane-1,3,5,7-tetracarboxylic acid