Dimethyl cyclohexylboronate

Base Information

• Chemical Name: Dimethyl cyclohexylboronate
• CAS No.: 37981-94-5
• Molecular Formula: C8H17BO2
• Molecular Weight: 156.033
• DSSTox Substance ID: DTXSID90558126
• Wikidata: Q82440295
• Mol file: 37981-94-5.mol

Synonyms:dimethyl cyclohexylboronate;37981-94-5;cyclohexyl-dimethoxyborane;SCHEMBL3953140;DTXSID90558126

Chemical Property of Dimethyl cyclohexylboronate

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 156.1321599
• Heavy Atom Count: 11
• Complexity: 98.3

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1CCCCC1)(OC)OC

Technology Process of Dimethyl cyclohexylboronate

There total 11 articles about Dimethyl cyclohexylboronate 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: 77.0%

methanol (67-56-1) + cyclohexene (110-83-8) → dimethyl cyclohexylboronate (37981-94-5)

Guidance literature:

cyclohexene; With trimethylsilan; dimethylsulfide borane complex; boron tribromide; In hexane; at -80 - 0 ℃; for 2h; Inert atmosphere;

methanol; at -20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.07.141

Reference yield: 70.0%

dichloromethane (75-09-2) + sodium methylate (124-41-4) + (2-methylpropyl)lithium (920-36-5,90269-51-5) + B-methoxyborinane (38050-70-3) → dimethyl cyclohexylboronate (37981-94-5) + B-methoxyborepane (5747-29-5)

Guidance literature:

In tetrahydrofuran; methanol; addn. of NaOMe/MeOH at 0°C, stirring at 0-25°C overnight;;

DOI:10.1021/ja00226a061

Reference yield:

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + BF3 -diethyletherate + Trimethyl borate (121-43-7,63156-11-6) → dimethyl cyclohexylboronate (37981-94-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; cyclohexene;

upstream raw materials:

methanol

cyclohexene

tetrahydrofuran

Trimethyl borate

Downstream raw materials:

ethyl 2-cyclohexylacetate