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(4-Trimethylsilylphenyl)boronic acid

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Identification
Molecular formula
C9H15BO2Si
CAS number
136575-96-3
IUPAC name
(4-trimethylsilylphenyl)boronic acid
State
State
This compound remains in a solid state at room temperature, typically presented as a finely prepared powder suited for various chemical syntheses and reactions.
Melting point (Celsius)
130.00
Melting point (Kelvin)
403.15
Boiling point (Celsius)
335.80
Boiling point (Kelvin)
608.95
General information
Molecular weight
194.11g/mol
Molar mass
194.0820g/mol
Density
1.0400g/cm3
Appearence
The compound is a white to off-white powder or crystalline solid. It typically appears as a pure white powder but may have a slightly off-white tinge depending on purity and storage conditions.
Comment on solubility

Solubility of (4-trimethylsilylphenyl)boronic acid (C9H15BO2Si)

(4-trimethylsilylphenyl)boronic acid is an interesting compound when it comes to its solubility characteristics. The presence of the trimethylsilyl group enhances the lipophilicity of the molecule, making it less soluble in polar solvents. Below are some key points regarding its solubility:

  • Solvent Compatibility: This compound is expected to exhibit better solubility in organic solvents such as ethyl acetate or dichloromethane, while having limited solubility in water.
  • Importance of Functional Groups: The boronic acid functional group enhances the compound's ability to interact with substrates in organic reactions, but may also hinder solubility in highly polar environments.
  • pH Dependence: The solubility of boronic acids can be influenced by the pH of the solution; they tend to be more soluble in basic conditions due to deprotonation.
  • Applications: The solubility profile is crucial for its applications in fields such as organic synthesis, where proper solubility ensures effective coordination with different reagents.

In summary, when considering the solubility of (4-trimethylsilylphenyl)boronic acid, it is important to evaluate the interaction between its chemical structure and the solvent characteristics. As such, its unique properties make it a versatile compound in synthetic chemistry.

Interesting facts

Interesting Facts about (4-trimethylsilylphenyl)boronic acid

(4-trimethylsilylphenyl)boronic acid is a fascinating compound that plays a significant role in the field of organic chemistry, particularly in the area of Suzuki coupling reactions. Below are some interesting insights about this compound:

  • Versatile Reactivity: This boronic acid can act as a versatile reagent, enabling the formation of carbon-carbon bonds. Its ability to participate in cross-coupling reactions makes it a valuable tool for synthesizing complex organic molecules.
  • Silicon Influence: The presence of the trimethylsilyl group greatly impacts the behavior of the compound. This group contributes to the stability and solubility of (4-trimethylsilylphenyl)boronic acid, enhancing its application in various chemical contexts.
  • Importance in Drug Discovery: Boronic acids are not only essential in theoretical studies but also find applications in pharmaceutical chemistry. (4-trimethylsilylphenyl)boronic acid is often used in the synthesis of biologically active compounds, aiding in the development of new drugs.
  • Environmental Applications: There's growing interest in the applications of boronic acids in environmental chemistry. They can help in detecting and removing pollutants from the environment due to their functional reactivity.
  • Innovative Applications: This compound has garnered attention in the field of materials science as well, being utilized in creating advanced electronic materials and solar cells.

In summary, (4-trimethylsilylphenyl)boronic acid is not just a basic compound; it embodies the intersection of organic synthesis, material science, and pharmaceutical development. As one continues to explore its properties and applications, the potential for groundbreaking discoveries in research and industry remains a captivating avenue.

Synonyms
17865-11-1
4-(Trimethylsilyl)phenylboronic acid
4-Trimethylsilylphenylboronic acid
(4-(Trimethylsilyl)phenyl)boronic acid
[4-(trimethylsilyl)phenyl]boronic acid
(4-trimethylsilylphenyl)boronic Acid
4-TRIMETHYLSILYLBENZENEBORONIC ACID
4-(TRIMETHYLSILYL)BENZENEBORONIC ACID
Boronic acid, B-[4-(trimethylsilyl)phenyl]-
MFCD00093348
4-(Trimethylsilyl)phenylboronic acid (contains varying amounts of anhydride)
Boronic acid, [4-(trimethylsilyl)phenyl]-
(4-(Trimethylsilyl)phenyl)boronicacid
P-(TRIMETHYLSILYL)PHENYLBORONIC ACID
SCHEMBL1103785
DTXSID60274326
NRPZMSUGPMYBCQ-UHFFFAOYSA-N
4-trimethylsilyl-phenylboronic acid
4-Trimethylsilyl phenyl boronic acid
BBL100557
STL554351
4-(trimethylsilyl)phenyl boronic acid
AKOS004119222
AB03337
CS-W001042
FT40289
s20001
B-[4-(Trimethylsilyl)phenyl]boronic acid
DS-14798
SY031638
DB-016084
T2664
EN300-714512
4-(Trimethylsilyl)phenylboronic acid, >=95.0%
Z1255486786
672-616-3