2-Phenylvinylboronic Acid

Base Information

• Chemical Name: 2-Phenylvinylboronic Acid
• CAS No.: 4363-35-3
• Molecular Formula: C₈H₉BO₂
• Molecular Weight: 147.969
• DSSTox Substance ID: DTXSID101312154
• Mol file: 4363-35-3.mol

Synonyms:styreneboronic acid;2-Phenylvinylboronic Acid;styryl boronic acid;MFCD00963621;phenylvinylboronic acid;2-phenyl-etheneboronic acid;2-phenylethenyl boronic acid;VKIJXFIYBAYHOE-UHFFFAOYSA-N;DTXSID101312154;AKOS030228110;AB07818;SY012158;SY012171;D70623

Chemical Property of 2-Phenylvinylboronic Acid

Chemical Property:

• Melting Point: 138-141 °C
• Boiling Point: 315.9°Cat760mmHg
• PKA: 9.38±0.43(Predicted)
• Flash Point: 144.9°C
• PSA: 40.46000
• Density: 1.13g/cm³
• LogP: 0.71180
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 148.0695597
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

98%min ^*data from raw suppliers

Styrylboronicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C=CC1=CC=CC=C1)(O)O

Technology Process of 2-Phenylvinylboronic Acid

There total 8 articles about 2-Phenylvinylboronic Acid 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: 91.0%

potassium styryltrifluoroborate → Dihydroxy-styryl-boran (4363-35-3,6783-05-7,60806-02-2)

Guidance literature:

With aluminum oxide; water; at 70 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.tetlet.2009.09.008

Reference yield:

phenylacetylene (536-74-3) + benzo[1,3,2]dioxaborole (274-07-7) → Dihydroxy-styryl-boran (4363-35-3,6783-05-7,60806-02-2)

Guidance literature:

In tetrahydrofuran; at 65 ℃; for 24h;

DOI:10.1002/anie.201611006

Reference yield:

4,4,5,5-tetramethyl-2-styryl-[1,3,2]dioxaborolane (78782-27-1) → Dihydroxy-styryl-boran (4363-35-3,6783-05-7,60806-02-2)

Guidance literature:

4,4,5,5-tetramethyl-2-styryl-[1,3,2]dioxaborolane; With sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 0.0833333h;

With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/acs.orglett.9b03740

upstream raw materials:

bromostyrene

triisobutyl borate

water

phenylacetylene

Downstream raw materials:

C₁₆H₁₄O₂S

3-((1E)-2-Phenylvinyl)-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carbonitrile

(E)-2-amino-4-phenyl-3-butenoic acid

enalaprilic acid

Refernces

• 1、 Liu, Shiwen,Meng, Lingling,Zeng, Xiaojun,Hammond, Gerald B.,Xu, Bo. "Synthesis of Acrylonitriles via Mild Base Promoted Tandem Nucleophilic Substitution-Isomerization of α-Cyanohydrin Methanesulfonates". supporting information. p. 913 - 917. Retrieved 2021/04/05.
• 2、 Ma, Yu,Reddy, Bhoomireddy Rajendra Prasad,Bi, Xihe. "Coupling of Trifluoroacetaldehyde N-Triftosylhydrazone with Organoboronic Acids for the Synthesis of gem-Difluoroalkenes". supporting information. p. 9860 - 9863. Retrieved 2019/12/24.