2-Chloro-5-pyridylboronic Acid

Product Information

Molecular Formula:
C5H5ClNO2B
Molecular Weight:
157.36
Description
6-Chloro-3-pyridinylboronic acid can be used: To prepare biologically significant 3-arylcoumarins by reacting with 3-chlorocoumarin through Suzuki reaction; As a substrate in the synthesis of 11-(pyridinylphenyl)steroid with progesterone agonist/antagonist profile; As a substrate in the preparation of α- secondary and tertiary pyridines by the reaction of pyridotriazoles with boronic acids; As a substrate in the palladium-catalyzed α-arylation of saturated cyclic amines and N-methyl amines.
Synonyms
(6-chloro-3-pyridinyl)boronic acid; (6-chloropyridin-3-yl)boronic acid
IUPAC Name
(6-chloropyridin-3-yl)boronic acid
Canonical SMILES
B(C1=CN=C(C=C1)Cl)(O)O
InChI
InChI=1S/C5H5BClNO2/c7-5-2-1-4(3-8-5)6(9)10/h1-3,9-10H
InChI Key
WPAPNCXMYWRTTL-UHFFFAOYSA-N
Boiling Point
336.9 °C at 760 mmHg
Melting Point
165 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95.0 %
Density
1.41 g/cm3
LogP
-0.58520

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
1
Exact Mass
157.0101863 g/mol
Monoisotopic Mass
157.0101863 g/mol
Topological Polar Surface Area
53.4Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
114
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-113979928-A Preparation method of 2-chloro-5-nitropyridine 2021-10-18
CN-112961147-A Nitrogen-containing compound and organic electroluminescent device thereof 2021-02-09
CN-112961147-B Nitrogen-containing compound and organic electroluminescent device thereof 2021-02-09
CN-112687878-A Electrochemical device and electronic device 2020-12-25
CN-112552296-A Fluorescent polymer and application thereof in oil tank soil leakage monitoring 2020-11-30
CZ-34975-U1 Human constitutive adrostane receptor ligands 2020-11-09
WO-2022020342-A1 Indole compounds as androgen receptor modulators 2020-07-20
WO-2021231546-A1 Substituted pyridazinone for use in the treatment of neuromuscular diseases 2020-05-13
WO-2021210970-A1 Pyridopyrimidinone derivatives and their use as aryl hydrocarbon receptor modulators 2020-04-17

Literatures

PMID Publication Date Title Journal
12375993 2002-10-18 Functionalized pyridylboronic acids and their Suzuki cross-coupling reactions to yield novel heteroarylpyridines The Journal of organic chemistry
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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