4426-47-5 | n-Butylboronic acid

Packsize	Purity	Availability	Price	Discounted Price
5g	98%	in stock	$12.00	$8.00
10g	98%	in stock	$22.00	$15.00
25g	98%	in stock	$49.00	$34.00
100g	98%	in stock	$125.00	$87.00

Description

• Catalog Number: AB45698
• Chemical Name: n-Butylboronic acid
• CAS Number: 4426-47-5
• Molecular Formula: C4H11BO2
• Molecular Weight: 101.9399
• MDL Number: MFCD00002106
• SMILES: CCCCB(O)O

Computed Properties

• Complexity: 38.7
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 7
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 3

Upstream Synthesis Route

n-Butylboronic acid is a versatile compound commonly utilized in chemical synthesis for its unique reactivity and functionality. As a key boronic acid derivative, n-Butylboronic acid finds significant application in organic chemistry as a valuable building block for constructing various organic molecules. Its strategic use lies in its ability to undergo a variety of reactions, particularly in Suzuki-Miyaura cross-coupling reactions, an essential tool in modern organic synthesis.In Suzuki-Miyaura cross-coupling reactions, n-Butylboronic acid plays a crucial role as a boron source, reacting with aryl or vinyl halides under the catalytic influence of a palladium complex to form new carbon-carbon bonds. This process enables the synthesis of complex organic structures, such as pharmaceuticals, agrochemicals, and materials with high efficiency and control over regio- and stereochemistry.Additionally, n-Butylboronic acid can participate in diverse transformations beyond cross-coupling reactions, including C-H bond activation, direct arylation, and stereospecific transformations. Its unique reactivity and compatibility with a wide range of functional groups make it a valuable reagent for designing and synthesizing a diverse array of organic compounds with tailored properties.Overall, the application of n-Butylboronic acid in chemical synthesis showcases its remarkable utility as a versatile reagent for performing key bond-forming reactions and facilitating the construction of complex molecular architectures in organic chemistry.

Literature

• Inhibition studies of soybean (Glycine max) urease with heavy metals, sodium salts of mineral acids, boric acid, and boronic acids.

  Journal of enzyme inhibition and medicinal chemistry 20101001

• Inhibitors of bacterial N-succinyl-L,L-diaminopimelic acid desuccinylase (DapE) and demonstration of in vitro antimicrobial activity.

  Bioorganic & medicinal chemistry letters 20091115

• Structural and spectroscopic properties of an aliphatic boronic acid studied by combination of experimental and theoretical methods.

  The Journal of chemical physics 20080328

• Carbohydrate supplementation during prolonged cycling exercise spares muscle glycogen but does not affect intramyocellular lipid use.

  Pflugers Archiv : European journal of physiology 20070701

• Boric acid and boronic acids inhibition of pigeonpea urease.

  Journal of enzyme inhibition and medicinal chemistry 20060801

• Both nucleophile and substrate bind to the catalytic Fe(II)-center in the type-II methionyl aminopeptidase from Pyrococcus furiosus.

  Inorganic chemistry 20050307

• Sensitive and simple determination of mannitol in human brain tissues by gas chromatography-mass spectrometry.

  Journal of chromatography. B, Biomedical sciences and applications 20010705