Adamantane-2-carboxylic acid

Base Information

• Chemical Name: Adamantane-2-carboxylic acid
• CAS No.: 15897-81-1
• Molecular Formula: C11H16O2
• Molecular Weight: 180.247
• Hs Code.: 2916209090
• European Community (EC) Number: 822-627-6
• NSC Number: 193481
• Nikkaji Number: J82.460G
• Mol file: 15897-81-1.mol

Synonyms:Adamantane-2-carboxylic acid;15897-81-1;2-Adamantanecarboxylic acid;Tricyclo[3.3.1.13,7]decane-2-carboxylic acid;Adamantane-2-carboxylicacid;adamantane-2-carboxylate;2-Adamantanecarboxylicacid;2-adamantyl carboxylic acid;Admantane-2-carboxylic acid;2-adamantane carboxylic acid;Oprea1_327580;SCHEMBL160953;F1928-0025;SCHEMBL16698251;SCHEMBL19859959;UNGMXQVELCJRIH-UHFFFAOYSA-N;HMS1655J17;MFCD02738135;NSC193481;STK895053;AKOS001110232;AKOS006239315;NSC-193481;BS-13756;CS-0044104;FT-0746233;EN300-12892;A12108;A809985;tricyclo[3.3.1.1~3,7~]decane-2-carboxylic acid;W-201436;Z90663829

Chemical Property of Adamantane-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.000331mmHg at 25°C
• Melting Point: 143-144.6 °C
• Boiling Point: 304.708 °C at 760 mmHg
• PKA: 4.73±0.20(Predicted)
• Flash Point: 142.042 °C
• PSA: 37.30000
• Density: 1.23 g/cm³
• LogP: 2.14330
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 180.115029749
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

98%,99%, ^*data from raw suppliers

Adamantane-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)C3C(=O)O

Technology Process of Adamantane-2-carboxylic acid

There total 31 articles about Adamantane-2-carboxylic 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: 98.0%

2-adamantanecarbonitrile (35856-00-9) → adamantane-2-carboxylic acid (15897-81-1)

Guidance literature:

With hydrogen bromide; acetic acid; at 120 ℃;

DOI:10.1039/c3ob40489g

Reference yield: 85.0%

adamantane-2-carbaldehyde (39750-93-1) → adamantane-2-carboxylic acid (15897-81-1)

Guidance literature:

With jones reagent; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1039/a608488e

Reference yield: 80.0%

5-Fluoro-adamantane-2-carbaldehyde (140902-95-0,141041-74-9) → adamantane-2-carboxylic acid (15897-81-1)

Guidance literature:

With jones reagent;

DOI:10.1021/jo00091a010

upstream raw materials:

2-adamantanecarbonitrile

((1r,3r,5r,7r)-adamantan-2-yl)methanol

2-adamantyl bromide

carbon dioxide

Downstream raw materials:

C₁₉H₂₃NO₄

N-m-bromophenyl-1-adamantanecarboxamide

N-α-methylbenzyl-1-adamantanecarboxamide

1-phenyltricyclo[3.3.1.1^3,7]decan-2-carboxylic acid

Refernces

• 1、 Talaty,Dupuy,Jr.. "". . p. 790. Retrieved 1968.
• 2、 Fukuyama, Takahide,Mukai, Yu,Ryu, Ilhyong. "Koch-Haaf reaction of adamantanols in an acidtolerant hastelloy-made microreactor". . p. 1288 - 1293. Retrieved 2011.
• 3、 Ivleva, E. A.,Klimochkin, Yu. N.,Morozova, A. I.,Shiryaev, A. K.,Suchilin, I. D.. "Synthesis of Substituted Bridged Carboxylic Acids of the Adamantane Series". . p. 1399 - 1406. Retrieved 2020.
• 4、 -. "INTRAESOPHAGEAL ADMINISTRATION OF TARGETED NITROXIDE AGENTS FOR PROTECTION AGAINST IONIZING IRRADIATION-INDUCED ESOPHAGITIS". Paragraph 0152; 0164. . Retrieved 2019/07/23.