1,3,2-Benzodioxaborole, 2-[(1E)-2-phenylethenyl]-

Base Information

• Chemical Name: 1,3,2-Benzodioxaborole, 2-[(1E)-2-phenylethenyl]-
• CAS No.: 6783-04-6
• Molecular Formula: C₁₄H₁₁BO₂
• Molecular Weight: 222.051
• Mol file: 6783-04-6.mol

Synonyms:(E)-styryl-1,3,2-benzodioxaborole;2-(2-phenylethenyl)-1,3,2-benzodioxaborole;(E)-1-styryl-1,3,2-benzodioxaborole;(E)-2-phenylethenylboronic acid catechol ester;trans-2-phenylethenyl-1,3,2-benzodioxaborole;(E)-styrylboronic acid catechol ester;

Chemical Property of 1,3,2-Benzodioxaborole, 2-[(1E)-2-phenylethenyl]-

Chemical Property:

• PSA: 18.46000
• LogP: 3.19860

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3,2-Benzodioxaborole, 2-[(1E)-2-phenylethenyl]-

There total 8 articles about 1,3,2-Benzodioxaborole, 2-[(1E)-2-phenylethenyl]- 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: 99.0%

phenylacetylene (536-74-3) + benzo[1,3,2]dioxaborole (274-07-7) → (E)-2-(2'-phenylethenyl)-1,3,2-benzodioxaborole (6783-04-6,57001-92-0,96794-40-0)

Guidance literature:

With (2,6-diisopropylphenyl-N=)Mo(H)(Cl)(PMe₃)3; In benzene-d6; at 22 ℃; for 20h; Reagent/catalyst; Time; Catalytic behavior; Inert atmosphere;

DOI:10.1039/c5dt02945g

Reference yield: 79.0%

1-(trimethylsilyl)-2-phenylethene (19372-00-0) + boron trichloride (10294-34-5) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → (E)-2-(2'-phenylethenyl)-1,3,2-benzodioxaborole (6783-04-6,57001-92-0,96794-40-0)

Guidance literature:

In dichloromethane; benzene; (N2); addn. of BCl3 in CH2Cl2 with stirring at 0°C to the vinylsilane in CH2Cl2, stirring (2.5 h), addn. to catechol in benzene, stirring(room temp., 1 h); evapn. of solvents, washing (petroleum ether);

DOI:10.1039/c39950002523

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:

phenylacetylene

benzo[1,3,2]dioxaborole

benzene-1,2-diol

1-(trimethylsilyl)-2-phenylethene

Downstream raw materials:

Methyl cinnamate

(1Z,3E)-1,4-diphenylbuta-1,3-diene

(S)-3-((1E)-2-phenylethenyl)cyclohexanone

1,3-dimethyl-5-<(E)-2-phenylethenyl>uracil