2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 820223-94-7
• Molecular Formula: C18H27BO2
• Molecular Weight: 286.222
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70682211
• Wikidata: Q82606517
• Mol file: 820223-94-7.mol

Synonyms:820223-94-7;2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-Cyclohexylphenylboronic acid pinacol ester;4-cyclohexylphenylboronic acid, pinacol ester;SCHEMBL5818521;DTXSID70682211;MFCD17015819;AKOS016001477;AS-3073;CS-0175614;E10217;EN300-3256159;A916970;Z1336745211

Chemical Property of 2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 387.1±21.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.00±0.1 g/cm3(Predicted)
• LogP: 4.03350
• Storage Temp.: Room temperature.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 286.2104103
• Heavy Atom Count: 21
• Complexity: 336

Purity/Quality:

97% ^*data from raw suppliers

4-Cyclohexylphenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)C3CCCCC3

Technology Process of 2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 12 articles about 2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 97.0%

p-bromophenylboronic acid pinacol ester (68716-49-4) → 4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl))phenylcyclohexane (820223-94-7)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; [nickel(II)dichloride(dimethoxyethane)]; 4,4'-di-tert-butyl-2,2'-bipyridine; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Reagent/catalyst;

DOI:10.1039/c6sc03236b

Reference yield: 85.0%

C24H23S2(1+)*CF3O3S(1-) + bis(pinacol)diborane (73183-34-3) → 4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl))phenylcyclohexane (820223-94-7)

Guidance literature:

With dmap; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; In acetonitrile; at 20 ℃; for 8h; Irradiation; Inert atmosphere;

DOI:10.1007/s11426-019-9652-x

Reference yield: 60.0%

C17H25NO2 + bis(pinacol)diborane (73183-34-3) → 4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl))phenylcyclohexane (820223-94-7)

Guidance literature:

With iron(II) triflate; sodium t-butanolate; In tert-butyl methyl ether; at 120 ℃; for 15h; Schlenk technique; Glovebox; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01937

upstream raw materials:

4-bromo(cyclohexyl)benzene

bis(pinacol)diborane

1-phenyl-1-cyclohexane

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

Downstream raw materials:

(4-cyclohexylphenyl)boronic acid

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