Ethyl 2,2-dimethylcyclopropanecarboxylate

Base Information

• Chemical Name: Ethyl 2,2-dimethylcyclopropanecarboxylate
• CAS No.: 16783-11-2
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.198
• European Community (EC) Number: 240-831-8
• DSSTox Substance ID: DTXSID90937396
• Nikkaji Number: J236.853F
• Mol file: 16783-11-2.mol

Synonyms:16783-11-2;Ethyl 2,2-dimethylcyclopropanecarboxylate;ethyl 2,2-dimethylcyclopropane-1-carboxylate;2,2-Dimethyl-cyclopropanecarboxylic acid ethyl ester;EINECS 240-831-8;Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester;SCHEMBL294716;DTXSID90937396;MFCD00134678;SB34163;ethyl-2,2-dimethylcyclopropanecarboxylate;CS-0341989;FT-0775220;A811289;2,2-dimethyl-1-cyclopropanecarboxylic acid ethyl ester;2,2-dimethyl-cyclopropane-1-carboxylic acid ethyl ester;2,2-Dimethylcyclopropane-1-carboxylic acid ethyl ester

Chemical Property of Ethyl 2,2-dimethylcyclopropanecarboxylate

Chemical Property:

• Vapor Pressure: 3mmHg at 25°C
• Boiling Point: 155.7°Cat760mmHg
• Flash Point: 44.7°C
• PSA: 26.30000
• Density: 0.975g/cm³
• LogP: 1.59560
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

2,2-Dimethyl-cyclopropanecarboxylicacidethylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CC1(C)C

Technology Process of Ethyl 2,2-dimethylcyclopropanecarboxylate

There total 7 articles about Ethyl 2,2-dimethylcyclopropanecarboxylate 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: 86.0%

4-chloro-4-methyl-valeric acid ethyl ester (71441-79-7) → ethyl (±)-2,2-dimethylcyclopropanecarboxylate (16783-11-2,97642-76-7,473717-80-5,91603-11-1)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; In toluene; at 40 ℃; for 2h;

DOI:10.1055/s-1982-30018

Reference yield:

diazoacetic acid ethyl ester (623-73-4) + isobutene (115-11-7,15220-85-6) → ethyl (±)-2,2-dimethylcyclopropanecarboxylate (16783-11-2,97642-76-7,473717-80-5,91603-11-1)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In diethyl ether;

DOI:10.1021/jo00894a019

Reference yield:

dihydro-5,5-dimethyl-2(3H)-furanone (3123-97-5) → ethyl (±)-2,2-dimethylcyclopropanecarboxylate (16783-11-2,97642-76-7,473717-80-5,91603-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) SOCl₂, benzene, (ii) /BRN= 1718733/, HCl

2: NaOCMe₂Et / benzene / Heating

With sodium tert-pentoxide; In benzene;

upstream raw materials:

4-bromo-3,3-dimethyl-butyric acid ethyl ester

dihydro-5,5-dimethyl-2(3H)-furanone

ethanol

diazoacetic acid ethyl ester

Downstream raw materials:

2,2-dimethylcyclopropane-1-carboxylic acid

(+)-1S-2,2-dimethylcyclopropane-carboxylic acid

ethyl (R)-2,2-dimethylcyclopropanecarboxylate

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