Diethyl 2,2'-(adamantane-1,3-diyl)diacetate

Base Information

• Chemical Name: Diethyl 2,2'-(adamantane-1,3-diyl)diacetate
• CAS No.: 81657-07-0
• Molecular Formula: C₁₈H₂₈O₄
• Molecular Weight: 308.418
• Hs Code.: 2917190090
• DSSTox Substance ID: DTXSID00543462
• Wikidata: Q72469051
• Mol file: 81657-07-0.mol

Synonyms:81657-07-0;Diethyl 2,2'-(adamantane-1,3-diyl)diacetate;diethyl 2,2'-tricyclo[3.3.1.1~3,7~]decane-1,3-diyldiacetate;ethyl 2-[3-(2-ethoxy-2-oxoethyl)-1-adamantyl]acetate;ethyl 2-[3-(2-ethoxy-2-oxoethyl)adamantan-1-yl]acetate;Diethyl 2,2'-tricyclo[3.3.1.1(3,7)]decane-1,3-diyldiacetate;DIETHYL 1,3-ADAMANTANEDIACETATE;Diethyl2,2'-(adamantane-1,3-diyl)diacetate;DTXSID00543462;MFCD09743482;AKOS005173997;LS-04338;Diethyl 2,2'-(tricyclo[3.3.1.1~3,7~]decane-1,3-diyl)diacetate

Chemical Property of Diethyl 2,2'-(adamantane-1,3-diyl)diacetate

Chemical Property:

• PSA: 52.60000
• Density: 1.112±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 3.47940
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 308.19875937
• Heavy Atom Count: 22
• Complexity: 404

Purity/Quality:

98%Min ^*data from raw suppliers

Diethyl2,2'-(adamantane-1,3-diyl)diacetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC12CC3CC(C1)CC(C3)(C2)CC(=O)OCC

Technology Process of Diethyl 2,2'-(adamantane-1,3-diyl)diacetate

There total 3 articles about Diethyl 2,2'-(adamantane-1,3-diyl)diacetate 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: 100.0%

ethanol (64-17-5) + 1,3-adamantane diacetic acid (17768-28-4) → (3-ethoxycarbonylmethyl-adamantan-1-yl)-acetic acid ethyl ester (81657-07-0)

Guidance literature:

With sulfuric acid; for 5h; Inert atmosphere; Reflux;

DOI:10.1021/om500014z

Reference yield:

1,3-adamantane diacetic acid (17768-28-4) → (3-ethoxycarbonylmethyl-adamantan-1-yl)-acetic acid ethyl ester (81657-07-0)

Guidance literature:

With thionyl chloride;

Reference yield:

ethanol (64-17-5) + 1,3-adamantanediacetyl dichloride (31898-14-3) → (3-ethoxycarbonylmethyl-adamantan-1-yl)-acetic acid ethyl ester (81657-07-0)

Guidance literature:

at 0 ℃; Reflux;

DOI:10.1016/j.bmcl.2010.07.078

upstream raw materials:

ethanol

1,3-adamantane diacetic acid

1,3-adamantanediacetyl dichloride

Downstream raw materials:

2-[3-(2-hydroxy-ethyl)-adamantan-1-yl]-ethanol