1,3,2-Benzodioxaborole, 2-(2-phenylethyl)-

Base Information

• Chemical Name: 1,3,2-Benzodioxaborole, 2-(2-phenylethyl)-
• CAS No.: 156575-59-6
• Molecular Formula: C14H13BO2
• Molecular Weight: 224.067
• DSSTox Substance ID: DTXSID90479064
• Nikkaji Number: J1.113.132H
• Wikidata: Q82312939
• Mol file: 156575-59-6.mol

Synonyms:156575-59-6;1,3,2-Benzodioxaborole, 2-(2-phenylethyl)-;DTXSID90479064;2-Phenethylbenzo[d][1,3,2]dioxaborole

Chemical Property of 1,3,2-Benzodioxaborole, 2-(2-phenylethyl)-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 224.1008598
• Heavy Atom Count: 17
• Complexity: 226

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC2=CC=CC=C2O1)CCC3=CC=CC=C3

Technology Process of 1,3,2-Benzodioxaborole, 2-(2-phenylethyl)-

There total 16 articles about 1,3,2-Benzodioxaborole, 2-(2-phenylethyl)- 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: 57.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + benzo[1,3,2]dioxaborole (274-07-7) → 2-(2-phenylethyl)benzo-1,3,2-dioxaborole (156575-59-6)

Guidance literature:

at 100 ℃; for 2h;

DOI:10.1021/ol053055k

Reference yield: 49.0%

(E)-styryl(p-tolyl)sulfane (24182-83-0,92550-70-4,24182-84-1) + benzo[1,3,2]dioxaborole (274-07-7) → CH3C6H4SCHCH2C6H5BO2C6H4 (1068599-48-3) + 2-(2-phenylethyl)benzo-1,3,2-dioxaborole (156575-59-6)

Guidance literature:

Wilkinson's catalyst; In toluene; (N2), RhCl(PPh3)3 (5 mol%) in toluene added to (E)-2(p-toluenethio)styrene in toluene, treated dropwise with catecholborane (L:B=1.1.5), reactedat room temp. for 24 h; evapd.(vac.), dissolved (hexane), stored at -30°C, recrystd. twice (hexane);

DOI:10.1016/j.molcata.2007.05.026

Reference yield: 32.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + benzo[1,3,2]dioxaborole (274-07-7) → ethylbenzene (100-41-4,27536-89-6) + 2-(2-phenylethyl)benzo-1,3,2-dioxaborole (156575-59-6) + (E)-2-(2'-phenylethenyl)-1,3,2-benzodioxaborole (6783-04-6,57001-92-0,96794-40-0)

Guidance literature:

[Mo(H)(Cl)(P(CH₃)3)3(N(C₆H₃(CH₃CHCH₃)2))]; In benzene-d6; react. of HBCat with 0.4 M soln. of PhCHCH2 (1:1 molar ratio) in C6D6 attemp. of 22°C for 20 h in presence of 5 mol% of Mo complex as ca talyst; detd. by NMR;

DOI:10.1039/c1cc14508h

upstream raw materials:

styrene

benzo[1,3,2]dioxaborole

2,2'-bis(1,3,2-benzodioxaborole)

(E)-styryl(p-tolyl)sulfane

Downstream raw materials:

5,5-dimethyl-2-(2-phenylethyl)benzo-1,3,2-dioxaborinate

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

2-phenylethanol

(S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane