Ethyl 3-cyclopropyl-3-oxopropanoate

Base Information

• Chemical Name: Ethyl 3-cyclopropyl-3-oxopropanoate
• CAS No.: 24922-02-9
• Molecular Formula: C8H12O3
• Molecular Weight: 156.181
• Hs Code.: 2918300090
• European Community (EC) Number: 607-452-3
• NSC Number: 97121
• DSSTox Substance ID: DTXSID60294564
• Nikkaji Number: J1.054.503J
• Wikidata: Q72474115
• Mol file: 24922-02-9.mol

Synonyms:ethyl 3-cyclopropyl-3-oxopropanoate;24922-02-9;3-Cyclopropyl-3-oxo-propionic acid ethyl ester;Ethyl 3-cyclopropyl-3-oxo-propanoate;MFCD00184570;Ethyl 3-cyclopropyl-3-oxopropionate;ethyl 3-cyclopropyl-3-oxo-propionate;NSC 97121;NSC97121;NCIOpen2_001813;ethyl cyclopropylcarbonylacetate;SCHEMBL1014646;DTXSID60294564;Carbethoxymethyl cyclopropyl ketone;ethyl3-cyclopropyl-3-oxopropanoate;ethyl 3-cyclopropyl-3-oxopropanate;BCP11660;ethyl-3-cyclopropyl-3-oxopropanoate;Ethyl-3-cyclopropyl-3-oxopropionate;NSC-97121;STK352057;AKOS005168007;AB04447;AC-2042;CS-W009178;Ethyl 3-(cyclopropyl)-3-oxopropanoate;ethyl 3-cyclopropyl-propan-3-on-1-oate;AS-17749;Ethyl beta-cyclopropyl-beta-ketopropionate;SY004603;Ethyl-3-cyclopropyl-3-oxopropionate, 96%;A5084;AM20090284;FT-0638473;beta-Oxocyclopropanepropanoic acid ethyl ester;EN300-54945;J-512376;F0001-0841;Z362636860;CYCLOPROPANEPROPANOIC ACID, BETA-OXO-, ETHYL ESTER

Chemical Property of Ethyl 3-cyclopropyl-3-oxopropanoate

Chemical Property:

• Appearance/Colour: colourless to slightly yellow liquid
• Vapor Pressure: 0.169mmHg at 25°C
• Refractive Index: 1.475
• Boiling Point: 212.9 °C at 760 mmHg
• PKA: 10.61±0.20(Predicted)
• Flash Point: 84.6 °C
• PSA: 43.37000
• Density: 1.135 g/cm³
• LogP: 0.91870
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 156.078644241
• Heavy Atom Count: 11
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 3-cyclopropyl-3-oxopropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C1CC1
• Uses: Ethyl 3-cyclopropyl-3-oxopropanoate

Technology Process of Ethyl 3-cyclopropyl-3-oxopropanoate

There total 2 articles about Ethyl 3-cyclopropyl-3-oxopropanoate 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: 55.0%

Cyclopropyl methyl ketone (765-43-5) → 2-fluoroacetophenone (450-95-3) + Ethyl 3-cyclopropyl-3-oxopropionate (24922-02-9)

Guidance literature:

With NaH; SiO₂; In hydrogenchloride; diethyl ether; ethanol; hexane; ethyl acetate; mineral oil; Diethyl carbonate;

Reference yield:

ethyl bromoacetate (105-36-2) + cyclopropropanecarbonitrile (5500-21-0) → ethyl acetoacetate (141-97-9) + 3-amino-3-cyclopropyl-acrylic acid ethyl ester (77570-31-1,187827-14-1) + Ethyl 3-cyclopropyl-3-oxopropionate (24922-02-9)

Guidance literature:

ethyl bromoacetate; With zinc; In ethanol; for 0.333333h; Heating / reflux;

cyclopropropanecarbonitrile; In ethanol; for 1h; Heating / reflux;

With water; sodium hydrogencarbonate; In ethanol; at 0 ℃;

Reference yield: 100.0%

1-(Bromomethyl)-3-fluorobenzene (456-41-7) + Ethyl 3-cyclopropyl-3-oxopropionate (24922-02-9) → ethyl 3-cyclopropyl-2-(3-fluorobenzyl)-3-oxopropanoate (1335027-62-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; for 20h; Inert atmosphere; Reflux;

DOI:10.1021/acs.jmedchem.9b00742

upstream raw materials:

Cyclopropyl methyl ketone

ethyl bromoacetate

cyclopropropanecarbonitrile

Downstream raw materials:

6-cyclopropyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one

1-phenyl-3-cyclopropyl-5-pyrazolone

(Z)-2-Cyclopropanecarbonyl-3-(4-fluoro-phenyl)-acrylic acid ethyl ester

1-Cyclopropyl-3-(4-methoxy-phenyl)-propan-1-one

Refernces

• 1、 -. "PYRIDINE ANCHORS FOR HMG-COA REDUCTASE INHIBITORS". . . Retrieved 2008/06/13.