1-Adamantylmalonic acid

Base Information

• Chemical Name: 1-Adamantylmalonic acid
• CAS No.: 24779-68-8
• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.284
• Hs Code.: 2917190090
• European Community (EC) Number: 651-271-2
• DSSTox Substance ID: DTXSID80357448
• Wikidata: Q72436671
• Mol file: 24779-68-8.mol

Synonyms:1-ADAMANTYLMALONIC ACID;24779-68-8;2-(1-adamantyl)propanedioic acid;2-(adamantan-1-yl)propanedioic acid;2-Adamantanmalonic acid;CBDivE_003341;adamantylmalonic acid;2-ADAMANTAN-1-YL-MALONIC ACID;Oprea1_797207;SCHEMBL4028622;DTXSID80357448;STL268903;AKOS000268629;AC-9609;FT-0638453;EN300-74659;A26555;SR-01000197250;SR-01000197250-1;tricyclo[3.3.1.1~3,7~]dec-1-ylpropanedioic acid;Z56880523

Chemical Property of 1-Adamantylmalonic acid

Chemical Property:

• Vapor Pressure: 6.6E-09mmHg at 25°C
• Melting Point: 188-192 °C
• Refractive Index: 1.588
• Boiling Point: 438.3 °C at 760 mmHg
• Flash Point: 233 °C
• PSA: 74.60000
• Density: 1.357 g/cm³
• LogP: 1.98820
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 238.12050905
• Heavy Atom Count: 17
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

1-AdamantylmalonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)C(C(=O)O)C(=O)O

Technology Process of 1-Adamantylmalonic acid

There total 6 articles about 1-Adamantylmalonic 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:

2-Adamantan-1-yl-3-benzenesulfonyl-3-(pyridine-2-sulfinyl)-3-(2,2,2-trifluoro-acetoxy)-propionic acid ethyl ester → 1-Adamantylmalonsaeure (24779-68-8)

Guidance literature:

With potassium hydroxide; In ethanol; Yield given;

DOI:10.1016/S0040-4039(00)60171-5

Reference yield:

1-(adamantane-1-carbonyloxy)pyridine-2(1H)-thione (91233-19-1) → 1-Adamantylmalonsaeure (24779-68-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / CH₂Cl₂ / 0 - 5 °C / Irradiation

2: 72 percent / 3-chloroperbenzoic acid / CH₂Cl₂

4: 1 M KOH / ethanol

With potassium hydroxide; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane;

DOI:10.1016/S0040-4039(00)60171-5

Reference yield:

2-Adamantan-1-yl-3-benzenesulfonyl-3-(pyridin-2-ylsulfanyl)-propionic acid ethyl ester (146352-33-2) → 1-Adamantylmalonsaeure (24779-68-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / 3-chloroperbenzoic acid / CH₂Cl₂

3: 1 M KOH / ethanol

With potassium hydroxide; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane;

DOI:10.1016/S0040-4039(00)60171-5

upstream raw materials:

1-adamanthanol

malonic acid dimethyl ester

1-(adamantane-1-carbonyloxy)pyridine-2(1H)-thione

2-Adamantan-1-yl-3-benzenesulfonyl-3-(pyridin-2-ylsulfanyl)-propionic acid ethyl ester

Refernces

• 1、 Landa,Burkhard,Vais. "Adamantane and its derivatives. XXVI: Adamantyl derivatives of barbituric and thiobarbituric acids and 1 adamantylic acid derivatives". . p. 2947 - 2952. Retrieved 2007/10/09.