Bromozinc(1+);cyclohexane

Base Information

• Chemical Name: Bromozinc(1+);cyclohexane
• CAS No.: 7565-57-3
• Molecular Formula: C6H11BrZn
• Molecular Weight: 228.447
• Hs Code.: 29319090
• European Community (EC) Number: 628-377-2
• DSSTox Substance ID: DTXSID70402714
• Mol file: 7565-57-3.mol

Synonyms:bromozinc(1+);cyclohexane;7565-57-3;CYCLOHEXYLZINCBROMIDE;DTXSID70402714

Chemical Property of Bromozinc(1+);cyclohexane

Chemical Property:

• Vapor Pressure: 93.7mmHg at 25°C
• Melting Point: 114.0-116.0 °C
• Boiling Point: 80.7oC at 760 mmHg
• Flash Point: 3 °F
• PSA: 0.00000
• Density: 0.963 g/mL at 25oC
• LogP: 3.13140
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Reacts with water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 225.93355
• Heavy Atom Count: 8
• Complexity: 29

Purity/Quality:

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

Cyclohexylzinc bromide solution ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn,C
• Statements: 14-19-22-36/37/38-40-37-34-11
• Safety Statements: 16-23-26-36-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC[CH-]CC1.[Zn+]Br
• Uses: Cyclohexylzinc bromide is an organozinc reagent, generally used in Negishi coupling. Examples include the cross-coupling of alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent and nickel-catalyzed synthesis of 4-substituted coumarins.It can react with the SO2 surrogate, 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) to afford zinc sulfinate salts which can be alkylated to synthesize various useful sulfones.

Technology Process of Bromozinc(1+);cyclohexane

There total 2 articles about Bromozinc(1+);cyclohexane 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:

1-bromocyclohexane (108-85-0) + zinc (7440-66-6) → cyclohexylzinc(II) bromide (7565-57-3)

Guidance literature:

With N,N-dimethyl acetamide; for 4h; Milling;

DOI:10.1002/anie.201806480

Reference yield:

1-bromocyclohexane (108-85-0) + ethylene dibromide (106-93-4) + zinc (7440-66-6) → cyclohexylzinc(II) bromide (7565-57-3)

Guidance literature:

ethylene dibromide; zinc; With lithium chloride; In tetrahydrofuran; at 85 ℃; for 0.5h; Inert atmosphere;

With chloro-trimethyl-silane; iodine; In tetrahydrofuran; for 0.333333h; Inert atmosphere; Reflux;

1-bromocyclohexane; In tetrahydrofuran; at 65 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02515

Reference yield: 100.0%

4-[(4-bromo-6-cyclopropyl-1-methyl-1H-benzimidazol-2-yl)carbonyl]-1-(trans-4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}cyclohexyl)-2-piperazinone + cyclohexylzinc(II) bromide (7565-57-3) → 4-[(4-cyclohexyl-6-cyclopropyl-1-methyl-1H-benzimidazol-2-yl)carbonyl]-1-(trans-4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}cyclohexyl)-2-piperazinone

Guidance literature:

With copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; at 20 ℃;

upstream raw materials:

1-bromocyclohexane

zinc

ethylene dibromide

Downstream raw materials:

2,3-Dicyclohexyl-1,3-butadiene

3-cyclohexylcyclohexanone

4-cyclohexylbenzaldehyde

3-Chloro-6-cyclohexyl-pyridazine

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