Methyl 1-(cyclopropylcarbonyl)cyclopropanecarboxylate

Base Information

Chemical Name:Methyl 1-(cyclopropylcarbonyl)cyclopropanecarboxylate
CAS No.:86101-66-8
Molecular Formula:C₉H₁₂O₃
Molecular Weight:168.192
Hs Code.:
DSSTox Substance ID:DTXSID801214088

Synonyms:methyl 1-(cyclopropylcarbonyl)cyclopropanecarboxylate;DTXSID801214088;cyclopropanecarboxylic acid, 1-(cyclopropylcarbonyl)-, methyl ester;86101-66-8

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Chemical Property of Methyl 1-(cyclopropylcarbonyl)cyclopropanecarboxylate

Chemical Property:

XLogP3:0.8
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:168.078644241
Heavy Atom Count:12
Complexity:236

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC(=O)C1(CC1)C(=O)C2CC2

Technology Process of Methyl 1-(cyclopropylcarbonyl)cyclopropanecarboxylate

There total 3 articles about Methyl 1-(cyclopropylcarbonyl)cyclopropanecarboxylate 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%

: 67-56-1
methanol

: 123674-87-3
6-cyclopropylidene-5-oxaspiro<2.3>hexan-4-one

: 86101-66-8
methyl 1-(cyclopropylcarbonyl)cyclopropanecarboxylate

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; for 12h; Ambient temperature;

Reference yield: 82.8%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 86101-65-7
1-(cyclopropylcarbonyl)cyclopropanecarboxylic acid

: 86101-66-8
methyl 1-(cyclopropylcarbonyl)cyclopropanecarboxylate

Guidance literature:: In diethyl ether;
DOI:10.1021/jo00163a007

Reference yield:

: 6914-76-7
1-Methyl-cyclopropanoic acid

: 86101-66-8
methyl 1-(cyclopropylcarbonyl)cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium diisopropylamide / 1.) THF, -20 deg C, 2.) THF, 50 deg C, 2 h

2: 82.8 percent / diethyl ether

With lithium diisopropyl amide; In diethyl ether;
DOI:10.1021/jo00163a007