Ethyl 1-formylcyclopropane-1-carboxylate

Base Information

• Chemical Name: Ethyl 1-formylcyclopropane-1-carboxylate
• CAS No.: 33329-70-3
• Molecular Formula: C7H10 O3
• Molecular Weight: 142.155
• DSSTox Substance ID: DTXSID00433359
• Wikidata: Q82247483
• Mol file: 33329-70-3.mol

Synonyms:33329-70-3;ETHYL 1-FORMYLCYCLOPROPANECARBOXYLATE;Ethyl 1-formylcyclopropane-1-carboxylate;Cyclopropanecarboxylic acid, 1-formyl-, ethyl ester;1-formyl-cyclopropanecarboxylic acid ethyl ester;SCHEMBL508318;DTXSID00433359;JSBSBOIAHOITDX-UHFFFAOYSA-N;MFCD11977310;AKOS023556679;ETHYL1-FORMYLCYCLOPROPANECARBOXYLATE;CS-0377049;I11035;A821728;F2147-3071

Chemical Property of Ethyl 1-formylcyclopropane-1-carboxylate

Chemical Property:

• PSA: 43.37000
• LogP: 0.52860
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

97% ^*data from raw suppliers

Ethyl1-formylcyclopropanecarboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CC1)C=O

Technology Process of Ethyl 1-formylcyclopropane-1-carboxylate

There total 9 articles about Ethyl 1-formylcyclopropane-1-carboxylate 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: 97.0%

ethyl 1-(hydroxymethyl)cyclopropanecarboxylate (3697-68-5) → ethyl 1-formylcyclopropane-1-carboxylate (33329-70-3)

Guidance literature:

ethyl 1-(hydroxymethyl)cyclopropanecarboxylate; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 - -70 ℃; for 0.166667h;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 2.16667h;

Reference yield: 60.0%

1-(4,4,6-trimethyl-[1,3]oxazinan-2-yl)-cyclopropanecarboxylic acid ethyl ester (161692-19-9) → ethyl 1-formylcyclopropane-1-carboxylate (33329-70-3)

Guidance literature:

With oxalic acid; In water;

DOI:10.1016/0040-4020(94)00977-3

Reference yield:

1-carbethoxy-1-cyanocyclopropane (1558-81-2) → ethyl 1-formylcyclopropane-1-carboxylate (33329-70-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 57 percent / H₂SO₄ / 1 h / 0 °C

2: 98 percent / sodium borohydride, 10 M HCl / tetrahydrofuran; ethanol; H₂O / 1.5 h / -45 °C / pH 6-8

3: 60 percent / oxalic acid / H₂O

With hydrogenchloride; sodium tetrahydroborate; oxalic acid; In tetrahydrofuran; ethanol; sulfuric acid; water;

DOI:10.1016/0040-4020(94)00977-3

upstream raw materials:

1-(4,4,6-trimethyl-[1,3]oxazinan-2-yl)-cyclopropanecarboxylic acid ethyl ester

1-carbethoxy-1-cyanocyclopropane

1-(4,4,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-yl)-cyclopropanecarboxylic acid ethyl ester

ethyl 2-cyanoacetate

Downstream raw materials:

1-(1-cyano-1-ureidomethyl)-1-ethoxycarbonyl cyclopropane

C₁₂H₂₂N₂O₂

C₂₇H₂₇N₃O₄

C₂₅H₂₃N₃O₄

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