3-Acetylphenylboronic Acid
Product Information
Molecular Formula
C8H9O3B
Molecular Weight
163.97
Description
3-Acetylphenylboronic acid can be used as a substrate: In the synthesis of symmetric biaryls via oxidative dimerization using a palladium catalyst and water as a solvent; In the synthesis of aryl fluorides through electrophilic fluorination reaction using acetyl hypofluorite; In the coupling reactions of organoboranes with olefins using molecular oxygen and palladium catalyst.
Synonyms
(3-acetylphenyl)boronic acid; (3-acetylphenyl)boronic acid
IUPAC Name
(3-acetylphenyl)boronic acid
SMILES
B(C1=CC(=CC=C1)C(=O)C)(O)O
InChI
InChI=1S/C8H9BO3/c1-6(10)7-3-2-4-8(5-7)9(11)12/h2-5,11-12H,1H3
InChI Key
SJGGDZCTGBKBCK-UHFFFAOYSA-N
Boiling Point
364 °C at 760 mmHg
Melting Point
204-208 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95 %
Density
1.19 g/cm3
Solubility
Slightly soluble in water
Appearance
White powder
LogP
-0.43100
Safety Information
Hazards
H315 - H319 - H335
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
3
Rotatable Bond Count
2
Exact Mass
164.0644743 g/mol
Monoisotopic Mass
164.0644743 g/mol
Topological Polar Surface Area
57.5Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
170
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-114031623-A | C14Amino-substituted tetrandrine derivative and preparation and application thereof | 2021-11-12 |
| CN-113788846-A | Tricyclic thiazolo [5,4-d ] pyrimidone derivative and application thereof | 2021-10-27 |
| CN-113861188-A | Pyrazolo [3,4-b ] pyridine derivative, preparation method thereof and application thereof as HPK1 inhibitor | 2021-08-23 |
| JP-2021152083-A | Pest control method | 2021-07-02 |
| CN-112876503-A | Borate compound for cancer boron neutron capture therapeutic medicine and preparation thereof | 2021-03-18 |
| WO-2022008475-A1 | Indole derivatives and uses thereof for treating a cancer | 2020-07-06 |
| WO-2021153786-A1 | Phenylacetic acid derivative, use therefor, and production intermediate thereof | 2020-01-31 |
| WO-2021079356-A1 | Compounds and methods for promoting plant growth | 2019-10-24 |
| CN-110724033-A | Method for preparing alcohol by Suzuki reaction without exogenous base | 2019-10-19 |
| WO-2021021761-A1 | Urea, amide, and substituted heteroaryl compounds for cbl-b inhibition | 2019-07-30 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21378917 | 2009-09-01 | Metal-free carbon-carbon bond-forming reductive coupling between boronic acids and tosylhydrazones | Nature chemistry |
