121554-09-4 | 4-Octyloxyphenylboronic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	97%	in stock	$6.00	$4.00
1g	97%	in stock	$9.00	$6.00
5g	97%	in stock	$22.00	$16.00
10g	97%	in stock	$33.00	$23.00
25g	97%	in stock	$79.00	$55.00
100g	97%	in stock	$288.00	$202.00

Description

• Catalog Number: AA53293
• Chemical Name: 4-Octyloxyphenylboronic acid
• CAS Number: 121554-09-4
• Molecular Formula: C14H23BO3
• Molecular Weight: 250.1416
• MDL Number: MFCD00982004
• SMILES: CCCCCCCCOc1ccc(cc1)B(O)O

Computed Properties

• Complexity: 192
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 18
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 9

Upstream Synthesis Route

(4-(Octyloxy)phenyl)boronic acid is a versatile compound widely used in chemical synthesis due to its unique properties and reactivity. This compound serves as a valuable building block in organic chemistry and finds applications in various reactions and transformations.One of the key applications of (4-(Octyloxy)phenyl)boronic acid is in Suzuki-Miyaura cross-coupling reactions. This reaction involves the coupling of an aryl or vinyl boronic acid with an organic halide or pseudohalide in the presence of a palladium catalyst. By utilizing (4-(Octyloxy)phenyl)boronic acid as a boron source in this reaction, it enables the formation of new carbon-carbon bonds, leading to the synthesis of biaryl compounds with high efficiency and selectivity.Additionally, (4-(Octyloxy)phenyl)boronic acid can participate in Buchwald-Hartwig amination reactions, where it serves as a boron source for the amination of aryl halides or pseudohalides. This process allows for the introduction of nitrogen-containing functional groups into organic molecules, expanding the chemical diversity and potential applications of the synthesized compounds.Furthermore, (4-(Octyloxy)phenyl)boronic acid can be involved in C-H activation reactions, where it acts as a directing group for selective functionalization of aromatic or aliphatic C-H bonds. This strategy enables the site-selective introduction of new functional groups, enhancing the complexity and value of the target molecules.In summary, (4-(Octyloxy)phenyl)boronic acid plays a crucial role in chemical synthesis by facilitating key cross-coupling, amination, and C-H activation reactions. Its versatility and reactivity make it a valuable tool for organic chemists seeking to construct complex molecular structures efficiently and with high precision.

Literature

• Organoboron compounds as Lewis acid receptors of fluoride ions in polymeric membranes.

  Analytica chimica acta 20120706

• Enhancing effect of phenylboronic acid compounds and their interactions with the diol groups of saccharides in a capillary electrophoresis-chemiluminescence detection system.

  Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20070201