4-methoxycarbonylphenylboronic acid

Product Information

Molecular Formula:
C8H9BO4
Molecular Weight:
179.97
Description
4-(Methoxycarbonyl)phenylboronic Acid is used in the synthesis and evaluation of several organic compounds including that of 4-Cyclohexylbutyl-N-[(S)-2-oxoazetidin-3-yl]carbamate which is a potent inhibitor of intracellular NAAA activity. Also used in the design and synthesis of BMS-955176 which is a potent, orally active second generation HIV-1 maturation inhibitor.
Synonyms
Methyl 4-boronobenzoate; (4-Carbomethoxyphenyl)boronic Acid; 4-Carbomethoxybenzeneboronic Acid; 4-Methoxycarbonylbenzeneboronic Acid; Methyl p-Boronobenzoate; p-(Methoxycarbonyl)boronic Acid; p-(Methoxycarbonyl)phenylboronic Acid; Benzoic acid, 4-borono-, 1-methyl ester; DTXSID40370259; Methyl 4-(dihydroxyboryl)benzoate; BP-11412; BR-45488; CC-19763
IUPAC Name
(4-methoxycarbonylphenyl)boronic acid
Canonical SMILES
B(C1=CC=C(C=C1)C(=O)OC)(O)O
InChI
InChI=1S/C8H9BO4/c1-13-8(10)6-2-4-7(5-3-6)9(11)12/h2-5,11-12H,1H3
InChI Key
PQCXFUXRTRESBD-UHFFFAOYSA-N
Boiling Point
345.8±44.0 ℃ (Predicted)
Melting Point
197-200 ℃
Flash Point
Not applicable
Purity
> 98 % (HPLC)
Density
1.250±0.10 g/cm3 (Predicted)
Solubility
Slightly soluble in DMSO, Methanol
Appearance
White to yellowish crystal powder
Storage
2-8 ℃ under inert atmosphere
LogP
-0.84700

Safety Information

Precautionary Statement
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501
Signal Word
Warning

Computed Properties

Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Exact Mass
180.0593889 g/mol
Monoisotopic Mass
180.0593889 g/mol
Topological Polar Surface Area
66.8Ų
Heavy Atom Count
13
Formal Charge
0
Complexity
175
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-114016060-A Synthetic method of phenolic compound 2021-11-23
CN-114031486-A Naphthacene and anthracene phenyl bridged polymer and preparation method thereof 2021-11-12
CN-114045138-A Frame sealing glue, display panel and preparation method thereof 2021-11-01
CN-113372318-A Preparation method and device of 7-methoxy-4' -methyl formate flavanone 2021-07-02
CN-113354552-A Synthetic method of V-type organic ligand, synthesized V-type organic ligand and application thereof 2021-06-30
CN-113200819-A Antibacterial organic compound and preparation method and application thereof 2021-05-13
CN-112687878-A Electrochemical device and electronic device 2020-12-25
CN-112538168-A Iron metal organic framework material based on eight-head ligand, preparation method thereof and hydrogen storage performance research 2020-12-15
CN-112645836-A Heterogeneous catalyst Cu @ COF-Me-M and preparation method and application thereof 2020-11-04
CN-112048076-A Ternary supermolecule self-assembly up-conversion gel and preparation method and application thereof 2020-08-31

Literatures

PMID Publication Date Title Journal
20669927 2010-11-11 Medicinal chemistry as a conduit for the modulation of quorum sensing Journal of medicinal chemistry
21589141 2010-10-31 Dimethyl 4,4'-(pyridine-2,6-diyl)dibenzoate Acta crystallographica. Section E, Structure reports online
11321305 2001-04-01 Boronic acid fluorophore/beta-cyclodextrin complex sensors for selective sugar recognition in water Analytical 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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