2-Cycloheptyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-Cycloheptyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 931583-43-6
• Molecular Formula: C₁₃H₂₅BO₂
• Molecular Weight: 224.151
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90682197
• Nikkaji Number: J2.441.232F
• Wikidata: Q82606501
• Mol file: 931583-43-6.mol

Synonyms:2-Cycloheptyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;931583-43-6;Cycloheptylboronic acid, pinacol ester;Cycloheptylboronic acid pinacol ester;DTXSID90682197;Cycloheptylboronic acid,pinacol ester;MFCD16618961;AKOS015999767;AT16024;BS-24783;CS-0175022;EN300-6251991

Chemical Property of 2-Cycloheptyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 265.2±9.0 °C(Predicted)
• PSA: 18.46000
• Density: 0.92±0.1 g/cm3(Predicted)
• LogP: 3.80300
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 224.1947602
• Heavy Atom Count: 16
• Complexity: 226

Purity/Quality:

97% ^*data from raw suppliers

Cycloheptylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2CCCCCC2

Technology Process of 2-Cycloheptyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 1 articles about 2-Cycloheptyl-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:

Cycloheptene (628-92-2,45509-99-7) + bis(pinacol)diborane (73183-34-3) → 2-(cycloheptyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (931583-43-6) + 2-(cyclohept-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (287944-13-2)

Guidance literature:

With [RhCl(cod)]2; Xantphos; In tetrahydrofuran; 115°, 24 h, cycloheptene (1.2 equiv.), (RhCl(cod))2 (1.3 mol%), Xantphos (2.5 mol%); column purifn.; 1H NMR;

DOI:10.1039/b921387b

Reference yield: 25.0%

potassium hydrogenfluoride (1279123-63-5) + 2-(cycloheptyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (931583-43-6) → potassium cycloheptyltrifluoroborate

Guidance literature:

In methanol; water; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.9b09099

Reference yield:

2-(cycloheptyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (931583-43-6) + phenyllithium (591-51-5) → C19H30BO2(1-)*Li(1+)

Guidance literature:

In tetrahydrofuran; dibutyl ether; at 0 - 20 ℃; for 1.16667h; Inert atmosphere;

DOI:10.1002/anie.201813917

upstream raw materials:

Cycloheptene

bis(pinacol)diborane

Refernces