sec-Pentylbromomagnesium

Base Information

• Chemical Name: sec-Pentylbromomagnesium
• CAS No.: 57325-22-1
• Molecular Formula: C5H11BrMg
• Molecular Weight: 175.351
• European Community (EC) Number: 664-297-4
• Mol file: 57325-22-1.mol

Synonyms:sec-Pentylbromomagnesium;57325-22-1;2-Pentylmagnesium bromide, 0.25 M in 2-MeTHF;MFCD11553332;2-pentyl magnesium bromide;SCHEMBL6232690;BATHVJUJMWQPMV-UHFFFAOYSA-M;2-Pentylmagnesium bromide, 0.25 M in THF;2-Pentylmagnesium bromide, 0.25M solution in THF;2-Pentylmagnesium bromide, 2M (35% w/w) in diethylether

Chemical Property of sec-Pentylbromomagnesium

Chemical Property:

• PSA: 0.00000
• LogP: 2.98980
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 173.98945
• Heavy Atom Count: 7
• Complexity: 17.6

Purity/Quality:

2-Pentylmagnesiumbromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC[CH-]C.[Mg+2].[Br-]
• Uses: 2-Pentylmagnesium Bromide is an intermediate for the synthesis of 3-Methyl-2-hexanamine (M263665), which is an intermediate in the synthesis of Plumbagin-d3 (P627002). Plumbagin-d3 is labelled Plumbagin (P627000) which induces apoptosis in cancer cells. It also inhibits NADPH oxidase 4 in a time- and dose-dependent manner.

Technology Process of sec-Pentylbromomagnesium

There total 1 articles about sec-Pentylbromomagnesium 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:

2-bromopentane (107-81-3) + magnesium (7439-95-4) → sec-amyl magnesium bromide (57325-22-1)

Guidance literature:

iodine; In tetrahydrofuran; for 16.1667h; Heating / reflux;

Reference yield: 97.0%

sec-amyl magnesium bromide (57325-22-1) + 1-bromo-3-propanol (627-18-9) → 4-methyl-1-heptanol (817-91-4)

Guidance literature:

1-bromo-3-propanol; With dilithium tetrachlorocuprate; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

sec-amyl magnesium bromide; In tetrahydrofuran; at 0 - 20 ℃; for 4.75h;

DOI:10.1002/cbdv.201600020

Reference yield: 82.0%

sec-amyl magnesium bromide (57325-22-1) + C16H14Te → ((Z)-3-Methyl-hex-1-enyl)-benzene

Guidance literature:

With CuCN; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(00)73112-1

upstream raw materials:

2-bromopentane

magnesium

Downstream raw materials:

5,5-dimethyloctane

5-Methyl-4-octanol

2-methylvaleraldehyde

3-Methyl-1-(triphenyl-λ⁵-phosphanylidene)-hexan-2-one

Refernces