1-Phenylvinylboronic Acid
Product Information
Molecular Formula
C8H9O2B
Molecular Weight
147.97
Description
Reactant involved in: Halogenation of alkynes for preparation of enol esters; Liebeskind-Srogl cross-coupling; Homocoupling of arylboronic acids for synthesis of biaryls; Iterative cross-coupling of boronate building blocks; Enantioselective hydrogenation of hydroxyphenyl styrenes; Samarium diiodide-mediated cyclization for synthesis of substituted benzannulated cyclooctanol derivatives; Suzuki-Miyaura cross-coupling for synthesis of C-6-substituted uridine phosphonates.
Synonyms
1-phenylethenylboronic acid; 1-phenylethenylboronic acid
IUPAC Name
1-phenylethenylboronic acid
SMILES
B(C(=C)C1=CC=CC=C1)(O)O
InChI
InChI=1S/C8H9BO2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-6,10-11H,1H2
InChI Key
YJCPVMYUISTDKG-UHFFFAOYSA-N
Boiling Point
321.1 °C at 760 mmHg
Melting Point
125 °C (dec.) (lit.)
Flash Point
Not applicable
Purity
95 %
Density
1.09 g/cm3
Storage
2-8 °C
LogP
0.71180
Safety Information
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Exact Mass
148.0695597 g/mol
Monoisotopic Mass
148.0695597 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
139
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113105496-A | Method for synthesizing o-alkenylphenol derivative through nickel-catalyzed ring opening of benzofuran | 2021-03-19 |
| WO-2022036188-A1 | Phd inhibitor compounds, compositions, and methods of use | 2020-08-14 |
| JP-2022021687-A | Method for Producing N-Substituted (Meta) Acrylamide | 2020-07-22 |
| CN-111205412-A | Phenyl sulfonic group block polymer modified polycarboxylic acid water reducing agent | 2020-03-12 |
| CN-111205413-A | Benzene-ring-amide-containing block polymer modified polycarboxylate superplasticizer and preparation method thereof | 2020-03-12 |
| CN-111234144-A | Phenyl cation small monomer polymer modified block polycarboxylate superplasticizer | 2020-03-12 |
| CN-111320731-A | Polycarboxylate superplasticizer based on phenyl hydroxyl block modification | 2020-03-12 |
| CN-111217693-A | method for preparing a, β -unsaturated carboxylic acid by reacting alkenyl boron compound catalyzed by cuprous halide with carbon dioxide | 2020-02-19 |
| CN-111138596-A | Polymer electrolyte and lithium ion battery comprising same | 2019-12-23 |
| WO-2021129583-A1 | Polymer electrolyte, and lithium ion battery comprising same | 2019-12-23 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 17407360 | 2007-04-27 | Regioselective alkenylation of aromatic ketones with alkenylboronates using a RuH2(CO)(PPh3)3 catalyst via carbon-hydrogen bond cleavage | The Journal of organic chemistry |
