Methyl 1-(bromomethyl)cyclopropane-1-carboxylate

Base Information

• Chemical Name: Methyl 1-(bromomethyl)cyclopropane-1-carboxylate
• CAS No.: 43161-30-4
• Molecular Formula: C6H9BrO2
• Molecular Weight: 193.03800
• European Community (EC) Number: 815-449-5
• DSSTox Substance ID: DTXSID80599720
• Wikidata: Q82495652
• Mol file: 43161-30-4.mol

Synonyms:43161-30-4;methyl 1-(bromomethyl)cyclopropane-1-carboxylate;methyl 1-(bromomethyl)cyclopropanecarboxylate;Cyclopropanecarboxylic acid, 1-(bromomethyl)-, methyl ester;1-(bromomethyl)cyclopropanecarboxylic acid methyl ester;SCHEMBL1504073;DTXSID80599720;GPFGVZAQKJPYAT-UHFFFAOYSA-N;AMY38426;MFCD16036400;AKOS007930479;AT29676;methyl1-(bromomethyl)cyclopropanecarboxylate;CS-0056014;EN300-188508;A902531;F8888-2524

Chemical Property of Methyl 1-(bromomethyl)cyclopropane-1-carboxylate

Chemical Property:

• Boiling Point: 191.6±13.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.562±0.06 g/cm3(Predicted)
• LogP: 1.33450
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 191.97859
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

METHYL 1-(BROMOMETHYL)CYCLOPROPANECARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1(CC1)CBr

Technology Process of Methyl 1-(bromomethyl)cyclopropane-1-carboxylate

There total 3 articles about Methyl 1-(bromomethyl)cyclopropane-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: 90.0%

methyl 1-(hydroxymethyl)cyclopropane-1-carboxylate (88157-42-0) → 1-(bromomethyl)cyclopropanecarboxylate methyl ester (43161-30-4)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃;

DOI:10.1021/jo00174a062

Reference yield:

carbon tetrabromide (558-13-4) + methyl 1-(hydroxymethyl)cyclopropane-1-carboxylate (88157-42-0) → 1-(bromomethyl)cyclopropanecarboxylate methyl ester (43161-30-4)

Guidance literature:

With sodium chloride; sodium hydrogencarbonate; triphenylphosphine; In dichloromethane;

Reference yield:

methyl 1-formylcyclopropane-1-carboxylate (88157-41-9) → 1-(bromomethyl)cyclopropanecarboxylate methyl ester (43161-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / NaBH₄ / methanol / -35 °C

2: 90 percent / CBr₄, Ph₃P / CH₂Cl₂ / 0 °C

With sodium tetrahydroborate; carbon tetrabromide; triphenylphosphine; In methanol; dichloromethane;

DOI:10.1021/jo00174a062

upstream raw materials:

methyl 1-(hydroxymethyl)cyclopropane-1-carboxylate

methyl 1-formylcyclopropane-1-carboxylate

carbon tetrabromide

Downstream raw materials:

C₁₂H₁₄N₂O₅

Refernces

• 1、 -. "Diamine derivatives". . . Retrieved 2008/06/13.
• 2、 Nicolaou, K. C.,Hernandez, P. E.,Ladduwahetty, T.,Randall, J. L.,Webber, S. E.,et al.. "Ethanoarachidonic Acids. A New Class of Arachidonic Acid Cascade Modulators. 2. Polyethano Compounds". . p. 5403 - 5404. Retrieved 2007/10/02.