Cyclohexylmethylmagnesium bromide

Base Information

• Chemical Name: Cyclohexylmethylmagnesium bromide
• CAS No.: 35166-78-0
• Molecular Formula: C7H13BrMg
• Molecular Weight: 201.389
• Hs Code.: 29319090
• European Community (EC) Number: 627-613-1
• Mol file: 35166-78-0.mol

Synonyms:35166-78-0;CYCLOHEXYLMETHYLMAGNESIUM BROMIDE;MFCD02260210;Cyclohexylmethylmagnesium bromide, 0.50 M in THF;Cyclohexylmethylmagnesium bromide, 0.50 M in 2-MeTHF;Cyclohexylmethylmagnesium bromide 0.25 M in Tetrahydrofuran;Magnesium,bromo(cyclohexylmethyl)-;SCHEMBL376607;ZBCIOGFGZRNNEC-UHFFFAOYSA-M;AKOS016017673;BROMO(CYCLOHEXYLMETHYL)MAGNESIUM;F16672;Cyclohexylmethylmagnesium bromide, 0.25M in tetrahydrofuran

Chemical Property of Cyclohexylmethylmagnesium bromide

Chemical Property:

• Flash Point: -17 °C
• PSA: 0.00000
• Density: 0.966 g/mL at 25 °C
• LogP: 3.37990
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 200.00510
• Heavy Atom Count: 9
• Complexity: 50.9

Purity/Quality:

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

(Cyclohexylmethyl)magnesium bromide solution ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [CH2-]C1CCCCC1.[Mg+2].[Br-]
• Uses: Reactant involved in:Isomerization polymerization of alkenylcyclohexanesIntramolecular rearrangements of vinylidenecyclopropanesCycloisomerization of cyclic and acyclic enynesAdditionally reactant involved in synthesis of biologically active molecules including:Dipeptidyl boronic acid proteasome inhibitorsSubstituted 1,3-dihydroindole-2-ones with antitumor effectsSulfur-free transition state nucleoside analog inhibitors of methylthioadenosine nucleosidase and phosphorylase Reactant involved in:? ;Isomerization polymerization of alkenylcyclohexanes1? ;Intramolecular rearrangements of vinylidenecyclopropanes2? ;Cycloisomerization of cyclic and acyclic enynes3Additionally reactant involved in synthesis of biologically active molecules including:? ;Dipeptidyl boronic acid proteasome inhibitors4? ;Substituted 1,3-dihydroindole-2-ones with antitumor effects5? ;Sulfur-free transition state nucleoside analog inhibitors of methylthioadenosine nucleosidase and phosphorylase6

Technology Process of Cyclohexylmethylmagnesium bromide

There total 7 articles about Cyclohexylmethylmagnesium 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:

cyclohexylmagnesium bromide (931-50-0) → cyclohexylmethyl magnesium bromide (35166-78-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 4 h / -20 - 0 °C / Large scale

1.2: Large scale

2.1: sodium tetrahydroborate / methanol / 2 h / 0 - 30 °C

3.1: pyridine; phosphorus tribromide / toluene / 11 h / 0 - 20 °C / Large scale

4.1: magnesium / tetrahydrofuran / 4 h / 55 - 65 °C

With pyridine; sodium tetrahydroborate; phosphorus tribromide; magnesium; In tetrahydrofuran; methanol; toluene;

Reference yield:

Cyclohexylmethyl bromide (2550-36-9) → cyclohexylmethyl magnesium bromide (35166-78-0)

Guidance literature:

With magnesium; In tetrahydrofuran; at 55 - 65 ℃; for 4h;

Reference yield:

magnesium (7439-95-4) + Cyclohexylmethyl bromide (2550-36-9) → cyclohexylmethyl magnesium bromide (35166-78-0)

Guidance literature:

With iodine; In tetrahydrofuran; for 3h; Heating / reflux;

upstream raw materials:

magnesium

Cyclohexylmethyl bromide

5-chloroindole 2,3-dione

1-bromocyclohexane

Downstream raw materials:

5-Cyclohexyl-pentin-2-ol-1

2-Hexahydrobenzyl-butadien-2.3-ol-1

4-Cyclohexylmethyl-oxazolidin-2-one

(4,4,4-Trifluoro-2-pentafluoroethyl-3-trifluoromethyl-but-2-enyl)-cyclohexane

Refernces

• 1、 -. "BENZOTRIAZEPINONE DERIVATIVES". Page/Page column 79-80. . Retrieved 2010/11/25.
• 2、 -. "Indol-2-one derivatives". . . Retrieved 2008/06/13.