1-Adamantaneacetic acid

Base Information

• Chemical Name: 1-Adamantaneacetic acid
• CAS No.: 4942-47-6
• Molecular Formula: C12H18O2
• Molecular Weight: 194.274
• Hs Code.: 2916209090
• European Community (EC) Number: 225-585-1
• NSC Number: 310162
• DSSTox Substance ID: DTXSID90197791
• Nikkaji Number: J80.928D
• Wikidata: Q72436499
• ChEMBL ID: CHEMBL445874
• Mol file: 4942-47-6.mol

Synonyms:1-adamantaneacetic acid;Aaa compound

Chemical Property of 1-Adamantaneacetic acid

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder or crystals
• Vapor Pressure: 7.23E-05mmHg at 25°C
• Melting Point: 134-137 °C(lit.)
• Refractive Index: 1.4949 (estimate)
• Boiling Point: 319.2 °C at 760 mmHg
• PKA: 5.00±0.10(Predicted)
• Flash Point: 163 °C
• PSA: 37.30000
• Density: 1.167 g/cm³
• LogP: 2.67750
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Solubility in Methanol - almost transparency
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 194.130679813
• Heavy Atom Count: 14
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

1-Adamantaneacetic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn, F
• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-15-10
• Safety Statements: 22-24/25-43-7/8

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)CC(=O)O
• Uses: 1-Adamantaneacetic acid was used as an acylating agent in determining pharmacological characteristics of ten new analogues of bradykinin (Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg) that were modified in the N-terminal part of the molecule.

Technology Process of 1-Adamantaneacetic acid

There total 39 articles about 1-Adamantaneacetic 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: 95.0%

2-(1-adamantyl)-1-nitro-1-(pyridine-thiyl)ethane (104543-11-5) → (adamant-1-yl)-acetic acid (4942-47-6)

Guidance literature:

With dihydrogen peroxide; potassium carbonate; In tetrahydrofuran; methanol; at 40 ℃; for 15h;

DOI:10.1016/S0040-4020(01)91351-1

Reference yield: 93.0%

1-Adamantyl bromide (768-90-1) + 1,1-Dichloroethylene (75-35-4,9002-85-1) → (adamant-1-yl)-acetic acid (4942-47-6)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 2 ℃; for 2.5h;

DOI:10.1134/S1070428021020020

Reference yield: 93.0%

methyl 2-(adamantan-1-yl)acetate (27174-71-6) + sodium hydrogencarbonate (144-55-8) → (adamant-1-yl)-acetic acid (4942-47-6)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In methanol;

upstream raw materials:

diazomethane

1-Adamantanecarbonyl chloride

1-Adamantyl bromide

1,1-Dichloroethylene

Downstream raw materials:

2-(1-adamantyl)acetamide

2-[4-(tricyclo[3.3.1.1^3,7]dec-1-yl)phenyl]acetohydrazide

1-adamantanecarbonitrile

2-oxo-1-tricyclo[3.3.1.1^3,7]decanacetic acid

Refernces

• 1、 -. "Method for preparing carboxylic acid by one-pot method". Paragraph 0081-0085. . Retrieved 2021/01/29.
• 2、 Ganguly, Bishwajit,Kesharwani, Manoj K.,Matkovic, Marija,Basaric, Nikola,Singh, Ajeet,Mlinaric-Majerski, Kata. "Hydrolysis and retro-aldol cleavage of ethyl threo-2-(1-adamantyl)-3- hydroxybutyrate: Competing reactions". . p. 578 - 587. Retrieved 2013/01/11.