2-cyclopentyl-1,3,2-benzodioxaborole

Base Information

• Chemical Name: 2-cyclopentyl-1,3,2-benzodioxaborole
• CAS No.: 32999-14-7
• Molecular Formula: C11H13BO2
• Molecular Weight: 188.0307
• Mol file: 32999-14-7.mol

Synonyms:

Chemical Property of 2-cyclopentyl-1,3,2-benzodioxaborole

Chemical Property:

• Vapor Pressure: 0.0207mmHg at 25°C
• Boiling Point: 259.7°Cat760mmHg
• Flash Point: 110.9°C
• Density: 1.1g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-cyclopentyl-1,3,2-benzodioxaborole

There total 5 articles about 2-cyclopentyl-1,3,2-benzodioxaborole 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: 83.3%

cyclopentene (142-29-0) + benzo[1,3,2]dioxaborole (274-07-7) → 2-cyclopentyl-benzo[1,3,2]dioxaborole (32999-14-7)

Guidance literature:

Wilkinson's catalyst; In benzene; at 20°C, 25 min; distn.;

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2-cyclopentyl-benzo[1,3,2]dioxaborole (32999-14-7)

Guidance literature:

Multi-step reaction with 2 steps

1: BH₃*THF

With borane-THF;

DOI:10.1021/ja00736a061

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + cyclopentane boronic acid (63076-51-7) → C15H27B3O3 (1365543-21-0) + 2-cyclopentyl-benzo[1,3,2]dioxaborole (32999-14-7)

Guidance literature:

With molecular sieves; In chloroform-d1; byproducts: H2O; addn. of catechol to CDCl3 soln. of boronic acid deriv., refluxing for 2h in presence of molecular sieves; filtration, not isolated, NMR;

DOI:10.1039/c2ob06872a

upstream raw materials:

tris(catecholato)diboron

cyclopentene

benzo[1,3,2]dioxaborole

benzene-1,2-diol

Downstream raw materials:

1-(cyclopentyloxy)-2,2,6,6-tetramethylpiperidine

Refernces

• 1、 Birch, Peter,Parsons, Andrew F.,Cross, Paul. "A new mild radical route to 3-substituted maleimides using organoboroles". experimental part. p. 822 - 824. Retrieved 2012/03/09.