Cyclopropanecarboxylic acid, methylene-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Cyclopropanecarboxylic acid, methylene-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 219788-08-6
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.209
• Mol file: 219788-08-6.mol

Synonyms:Cyclopropanecarboxylicacid, methylene-, 1,1-dimethylethyl ester (9CI)

Chemical Property of Cyclopropanecarboxylic acid, methylene-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

• Boiling Point: 69 - 70 °C (14.2514 mmHg)
• PSA: 26.30000
• LogP: 1.90420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopropanecarboxylic acid, methylene-, 1,1-dimethylethyl ester (9CI)

There total 2 articles about Cyclopropanecarboxylic acid, methylene-, 1,1-dimethylethyl ester (9CI) 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: 46.0%

(+/-)-tert-butyl 2-bromo-2-methylcyclopropane-1-carboxylate (457646-52-5) → (+/-)-tert-butyl 2-methylene-cyclopropane-1-carboxylate (219788-08-6)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 0.833333h;

DOI:10.1021/jo020138v

Reference yield:

t-butyl diazoacetate (35059-50-8) → (+/-)-tert-butyl 2-methylene-cyclopropane-1-carboxylate (219788-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / dirhodium(II) tetraacetate / CH₂Cl₂ / 96 h

2: 46 percent / potassium tert-butoxide / dimethylsulfoxide / 0.83 h / 20 °C

With dirhodium tetraacetate; potassium tert-butylate; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jo020138v

upstream raw materials:

(+/-)-tert-butyl 2-bromo-2-methylcyclopropane-1-carboxylate

t-butyl diazoacetate

Refernces