Magnesium Cyclopropane Bromide

Base Information

• Chemical Name: Magnesium Cyclopropane Bromide
• CAS No.: 23719-80-4
• Molecular Formula: C3H5BrMg
• Molecular Weight: 145.282
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID20455679
• Mol file: 23719-80-4.mol

Synonyms:Magnesium Cyclopropane Bromide;DTXSID20455679;A816864;J-015192

Chemical Property of Magnesium Cyclopropane Bromide

Chemical Property:

• Appearance/Colour: clear colorless solution
• Vapor Pressure: 5350mmHg at 25°C
• Boiling Point: 65 °C
• Flash Point: 65°C
• PSA: 0.00000
• Density: 0.968 g/mL at 25 °C
• LogP: 1.96360
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Soluble in water (17 mg/ml), (25°C). Soluble in organic solvents.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.94250
• Heavy Atom Count: 5
• Complexity: 7.5

Purity/Quality:

98%,99%, ^*data from raw suppliers

CyclopropylmagnesiumBromide(0.5MsolutioninTHF) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi,C
• Statements: 11-14-19-36/37/38-40-37-34
• Safety Statements: 16-26-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C[CH-]1.[Mg+2].[Br-]
• Uses: It often acts as the starting nutrient mix for dropout studies where fermentation conditions required the absence of one or more essential amino acids. For classifying Yeasts based on colonial characteristics and cell morphology. Cyclopropylmagnesium bromide solution has been used in Grignard reaction that finds application as the key step in the preparation of aminopropylindenes, a chemotype of oxidosqualene cyclase (OSC) inhibitors from Grundmann′s ketone. It can react with trimethylborate to form cyclopropylboronic acid, which can undergo Suzuki-type coupling reactions with different aryl, and heteroaryl bromides to form the cyclopropyl adducts.

Technology Process of Magnesium Cyclopropane Bromide

There total 3 articles about Magnesium Cyclopropane Bromide 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:

cyclopropyl bromide (4333-56-6,130561-87-4) → cyclopropylmagnesium bromide (23719-80-4) + cyclopropane (75-19-4)

Guidance literature:

With magnesium; In diethyl ether; at 36 - 40 ℃; Product distribution; Mechanism; other solvents, also deuterated dicyclohexylphosphine (DCPD) as reagent;

DOI:10.1021/ja00039a007

Reference yield:

diethyl ether (60-29-7,927820-24-4) + cyclopropyl bromide (4333-56-6,130561-87-4) → 2,3-diethoxybutane (1592-34-3) + bicyclopropyl (5685-46-1) + 1-cyclopropyl-1-ethoxyethane (89794-30-9) + cyclopropylmagnesium bromide (23719-80-4) + cyclopropane (75-19-4)

Guidance literature:

With magnesium; for 0.5h; Mechanism; Product distribution; Heating; or 1-bromohexane;

DOI:10.1021/ja00014a034

Reference yield:

cyclopropyl bromide (4333-56-6,130561-87-4) + 4-(trifluoromethoxy)benzonitrile (332-25-2) → 4-trifluoromethoxyphenyl cyclopropyl ketone (133333-78-5) + cyclopropylmagnesium bromide (23719-80-4)

Guidance literature:

With magnesium; In tetrahydrofuran; methanol; water;

upstream raw materials:

diethyl ether

cyclopropyl bromide

4-(trifluoromethoxy)benzonitrile

Downstream raw materials:

1-((E)-Buta-1,3-dienyl)-4-cyclopropyl-benzene

1,1-diphenyl-1,3-butadiene

cyclopropyldiphenylsulfonium triflate

1-((E)-Buta-1,3-dienyl)-2-cyclopropyl-benzene

Refernces

• 1、 -. "1,4-diaryl-1-cyclopropyl-4-substituted butanes as insecticides and acaricides". . . Retrieved 2008/06/13.