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Butylboronic acid

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Identification
Molecular formula
C4H11BO2
CAS number
4426-47-5
IUPAC name
butylboronic acid
State
State

Under standard conditions, butylboronic acid is typically found as a liquid.

Melting point (Celsius)
-58.00
Melting point (Kelvin)
215.15
Boiling point (Celsius)
193.50
Boiling point (Kelvin)
466.65
General information
Molecular weight
100.93g/mol
Molar mass
100.9260g/mol
Density
0.8952g/cm3
Appearence

Butylboronic acid appears as a colorless liquid under standard conditions.

Comment on solubility

Solubility of Butylboronic Acid

Butylboronic acid, with the chemical formula C4H11BO2, exhibits interesting solubility characteristics that are worth discussing. This compound is generally described as soluble in various organic solvents, which makes it quite versatile in synthetic chemistry applications. Here are some key points regarding its solubility:

  • Polar Solvents: Butylboronic acid shows good solubility in polar solvents such as water and methanol.
  • Non-Polar Solvents: It may be less soluble in non-polar solvents, owing to its structural characteristics.
  • Applications: The solubility in polar solvents allows for efficient reactions in aqueous or semi-aqueous environments, making it useful in many organic syntheses and coupling reactions.

When considering solvent choice, the rule of thumb applies: **"like dissolves like."** The ability of butylboronic acid to engage in hydrogen bonding enhances its solubility in environments where such interactions can occur.

In conclusion, butylboronic acid's solubility profile is particularly advantageous for its utilization in various chemical reactions, especially those involving coupling with other compounds in the presence of polar solvents.

Interesting facts

Interesting Facts About Butylboronic Acid

Butylboronic acid, a versatile organoboron compound, plays a significant role in modern organic chemistry, particularly in the field of medicinal chemistry and materials science. Here are some fascinating aspects of this compound:

  • Reactivity: Butylboronic acid contains a boronic acid functional group that makes it highly reactive. This reactivity allows it to participate in various chemical reactions, such as Suzuki coupling, which is a widely used method for forming carbon-carbon bonds.
  • Applications in drug formation: The ability to create complex organic molecules has made butylboronic acid invaluable in the synthesis of pharmaceutical compounds. For example, it aids in the creation of anti-cancer agents and other medications that require precise molecular architecture.
  • Role in biological systems: Beyond synthetic applications, butylboronic acid has been explored for its biological properties. It can interact with certain biomolecules, possibly leading to the development of new therapeutic strategies.
  • Research significance: Being a subject of numerous research studies, butylboronic acid contributes to advancements in synthetic methods and catalysis, enhancing our understanding of organoboron chemistry.
  • Analytical Techniques: This compound can serve as a standard in various analytical chemistry applications, including chromatography, owing to its predictable behavior under different conditions.

In summary, butylboronic acid is not just a compound of theoretical interest but also a practical tool in the hands of chemists. Its multifaceted nature continues to influence research and development within the chemical sciences.

Synonyms
n-Butylboronic acid
4426-47-5
BUTYLBORONIC ACID
1-BUTANE BORONIC ACID
Boronic acid, butyl-
butaneboronic acid
Butyl boronic acid
1-Butyldihydroxyborane
N-butylboronate
EINECS 224-607-7
DTXSID90196087
1Butaneboronic acid
1Butyldihydroxyborane
DTXCID00118578
224-607-7
1-butylboronic acid
1-Butaneboronic acid
MFCD00002106
n-Butaneboronic acid
CHEMBL31962
1-butylboronicacid
BUB
4-butylboronic acid
n-butyl boronic acid
n-butane boronic acid
Butylboronic acid, 97%
SCHEMBL15975
QPKFVRWIISEVCW-UHFFFAOYSA-
BCP22759
STR06559
BDBM50067884
AKOS005254957
BCP9000049
CS-W000932
DB02664
HY-W000932
Butylboronic acid [for Esterification]
NCGC00249446-01
SY012742
DB-010279
B0529
NS00073507
1-(Dihydroxyboryl)butane; n-Butylboronic acid
EN300-179386
Q27093616
Butylboronic acid, for GC derivatization, >=96.0% (T)
F0001-1206
Z1147227739
InChI=1/C4H11BO2/c1-2-3-4-5(6)7/h6-7H,2-4H2,1H3