Magnesium, bromo(3-methylbutyl)-

Base Information

• Chemical Name: Magnesium, bromo(3-methylbutyl)-
• CAS No.: 4548-78-1
• Molecular Formula: C5H11BrMg
• Molecular Weight: 175.351
• European Community (EC) Number: 662-849-9
• DSSTox Substance ID: DTXSID40449176
• Mol file: 4548-78-1.mol

Synonyms:magnesium;2-methylbutane;bromide;Magnesium, bromo(3-methylbutyl)-;4548-78-1;DTXSID40449176

Chemical Property of Magnesium, bromo(3-methylbutyl)-

Chemical Property:

• PSA: 0.00000
• LogP: -1.12940
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 173.98945
• Heavy Atom Count: 7
• Complexity: 14

Purity/Quality:

95% ^*data from raw suppliers

3-Methylbutylmagnesiumbromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C[CH2-].[Mg+2].[Br-]
• Uses: Isoamylmagnesium Bromide is a reagent in the synthesis of Perilla Ketone (P287050), an oil from Perilla frutescens which is very toxic as it is a potent pulmonary edemagenic agent for laboratory animals and livestock. Isopentylmagnesium bromide solution 2 in diethyl ether is commonly used in oriental foods.

Technology Process of Magnesium, bromo(3-methylbutyl)-

There total 9 articles about Magnesium, bromo(3-methylbutyl)- 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:

magnesium (7439-95-4) + i-pentyl bromide (107-82-4) → (3-methylbutyl)magnesium bromide (4548-78-1)

Guidance literature:

iodine; In diethyl ether; at 30 ℃; Sonographic reaction; Heating / reflux;

Reference yield:

i-pentyl bromide (107-82-4) → (3-methylbutyl)magnesium bromide (4548-78-1)

Guidance literature:

With magnesium; In diethyl ether;

DOI:10.1016/S0040-4039(00)87283-4

Reference yield:

3-methylbutylzinc chloride (102803-57-6) + i-pentyl bromide (107-82-4) → (3-methylbutyl)magnesium bromide (4548-78-1)

Guidance literature:

Zinc chloride; In tetrahydrofuran;

upstream raw materials:

i-pentyl bromide

magnesium

3-methylbutylzinc chloride

1,11-dibromoundecane

Downstream raw materials:

5-methyl-1-hexanol

diisopentyl-phenyl-carbinol

1-amino-3-methylbutane

2,8-Dimethyl-5-hydroxynonane

Refernces

A total synthesis of OSW-1

10.1021/jo7018812

The research focuses on the total synthesis of OSW-1, a natural saponin with significant antitumor activities, which was synthesized from (+)-dehydroisoandrosterone, L-arabinose, and D-xylose on a gram scale. The study aimed to develop a new, efficient, and practical method for synthesizing OSW-1, a promising lead compound for the development of novel antitumor drugs, due to its potent cytotoxicity against various malignant tumor cells. The synthesis was achieved in 10 linear steps with an overall yield of 6.4%, starting from (+)-dehydroisoandrosterone. The research concluded that the developed synthetic strategy was reliable, with simple workup procedures, enabling large-scale synthesis and providing a foundation for the preparation of various OSW-1 derivatives for further studies on structure-activity relationships and potential anticancer therapeutics. Key chemicals used in the process included propanenitrile, 3-methylbutylmagnesium bromide, NaOH, TBS chloride, ethylene glycol, and a variety of other reagents and solvents employed in the multi-step synthesis procedure.

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