1-PHENYLVINYLBORONIC ACID, PROPANEDIOL CYCLIC ESTER

Base Information

• Chemical Name: 1-PHENYLVINYLBORONIC ACID, PROPANEDIOL CYCLIC ESTER
• CAS No.: 415727-02-5
• Molecular Formula: C11H13BO2
• Molecular Weight: 188.033
• Hs Code.: 2934999090
• Mol file: 415727-02-5.mol

Synonyms:1-PHENYLVINYLBORONIC ACID, PROPANEDIOL CYCLIC ESTER;2-(1-Phenylvinyl)-1,3,2-dioxaborinane

Chemical Property of 1-PHENYLVINYLBORONIC ACID, PROPANEDIOL CYCLIC ESTER

Chemical Property:

• PSA: 18.46000
• LogP: 2.16410
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-(1-Phenylvinyl)-1,3,2-dioxaborinane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-PHENYLVINYLBORONIC ACID, PROPANEDIOL CYCLIC ESTER

There total 3 articles about 1-PHENYLVINYLBORONIC ACID, PROPANEDIOL CYCLIC ESTER 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: 66.0%

phenylvinylboronic acid (14900-39-1) + trimethyleneglycol (504-63-2) → 2-(1-phenylethenyl)-1,3,2-dioxabornane (415727-02-5)

Guidance literature:

With magnesium sulfate; In toluene; at 20 ℃;

DOI:10.1016/S0022-328X(01)01239-6

Reference yield: 66.0%

Trimethyl borate (121-43-7,63156-11-6) + 1-bromovinylbenzene (98-81-7) + trimethyleneglycol (504-63-2) → 2-(1-phenylethenyl)-1,3,2-dioxabornane (415727-02-5)

Guidance literature:

With magnesium; ethylene dibromide; In tetrahydrofuran; to Mg turnings and THF 1,2-dibromoethane followed by α-bromostyrene in THF were added, stirred at 80°C for 30 min, cooled to -78°C, soln. B(OMe)3 in THF was added dropwise and stirred at -78°C for 1 h and overnight at r.t.; react. mixt. was treated with aq. HCl, extracted with Et2O, evapd., dissolved in toluene, 1,3-propanediol was added and stirred with MgSO4 overnight at room temp., soln. was filtered, dried over MgSO4 and distilled under reduced pressure;

DOI:10.1016/S0022-328X(01)01239-6

Reference yield:

1-bromovinylbenzene (98-81-7) → 2-(1-phenylethenyl)-1,3,2-dioxabornane (415727-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 0.5 h / 80 °C

1.2: tetrahydrofuran / 1 h / -78 °C

2.1: 66 percent / MgSO₄ / toluene / 20 °C

With magnesium sulfate; magnesium; ethylene dibromide; In tetrahydrofuran; toluene;

DOI:10.1016/S0022-328X(01)01239-6

upstream raw materials:

phenylvinylboronic acid

trimethyleneglycol

1-bromovinylbenzene

Trimethyl borate

Refernces