2-cyclohexylbenzo-[d][1,3,2]dioxaborole

Base Information

• Chemical Name: 2-cyclohexylbenzo-[d][1,3,2]dioxaborole
• CAS No.: 32999-09-0
• Molecular Formula: C₁₂H₁₅BO₂
• Molecular Weight: 202.061
• Mol file: 32999-09-0.mol

Synonyms:2-cyclohexylbenzo-[d][1,3,2]dioxaborole

Chemical Property of 2-cyclohexylbenzo-[d][1,3,2]dioxaborole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-cyclohexylbenzo-[d][1,3,2]dioxaborole

There total 8 articles about 2-cyclohexylbenzo-[d][1,3,2]dioxaborole 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: 95.0%

cyclohexene (110-83-8) + benzo[1,3,2]dioxaborole (274-07-7) → 2-cyclohexylbenzo-[d][1,3,2]dioxaborole (32999-09-0)

Guidance literature:

at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol9014943

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2-cyclohexylbenzo-[d][1,3,2]dioxaborole (32999-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: BH₃*THF

With borane-THF;

DOI:10.1021/ja00736a061

Reference yield:

cyclohexene (110-83-8) + benzo[1,3,2]dioxaborole (274-07-7) → tricyclohexylborane (1088-01-3) + 2-cyclohexylbenzo-[d][1,3,2]dioxaborole (32999-09-0)

Guidance literature:

With Ti(OCH(CH₃)2)4; In neat (no solvent); under Ar, addn. of 1.5 equiv. of catecholborane to mixt. of 1.0 equiv. cyclohexene and 0.1 equiv. Ti(OCH(CH3)2)4, stirred for 12 h; not isolated, identified by (11)B-NMR spectroscopy;

DOI:10.1021/om00021a038

upstream raw materials:

tris(catecholato)diboron

cyclohexene

benzo[1,3,2]dioxaborole

benzene-1,2-diol

Downstream raw materials:

2-{[2-cyclohexyl-1-(phenylsulfonyl)ethyl]sulfanyl}pyridine

2-(cyclohexylsulfanyl)pyridine

3-Cyclohexyl-2-(pyridin-2-ylsulfanyl)-propionic acid methyl ester

cyclohexyl-1,4-benzenediol

Refernces

• 1、 Panferova, Liubov I.,Dilman, Alexander D.. "Light-Mediated Sulfur-Boron Exchange". supporting information. p. 3919 - 3922. Retrieved 2021/05/29.
• 2、 Cheng, Ying,Mück-Lichtenfeld, Christian,Studer, Armido. "Metal-Free Radical Borylation of Alkyl and Aryl Iodides". . p. 16832 - 16836. Retrieved 2018/11/23.