CAS 177171-16-3

3-(Trimethylsilyl)phenylboronic acid

Description:

3-(Trimethylsilyl)phenylboronic acid is an organoboron compound characterized by the presence of a boronic acid functional group attached to a phenyl ring that is further substituted with a trimethylsilyl group. This compound typically appears as a white to off-white solid and is soluble in organic solvents such as dichloromethane and tetrahydrofuran, while being less soluble in water due to the hydrophobic nature of the trimethylsilyl group. The presence of the boronic acid moiety allows for participation in various chemical reactions, particularly in Suzuki coupling reactions, which are essential for forming carbon-carbon bonds in organic synthesis. The trimethylsilyl group enhances the stability and reactivity of the compound, making it useful in synthetic organic chemistry. Additionally, this compound can serve as a reagent in the development of pharmaceuticals and agrochemicals, owing to its ability to form complexes with various substrates. Proper handling and storage conditions are necessary to maintain its stability and reactivity, as boronic acids can be sensitive to moisture and air.

Formula: C₉H₁₅BO₂Si

InChI: InChI=1S/C9H15BO2Si/c1-13(2,3)9-6-4-5-8(7-9)10(11)12/h4-7,11-12H,1-3H3

InChI key: InChIKey=REMKRZLFPLDTKR-UHFFFAOYSA-N

SMILES: [Si](C)(C)(C)C1=CC(B(O)O)=CC=C1

Synonyms:

• 3-Trimethylsilylbenzeneboronic Acid
• Akos Brn-0601
• B-[3-(Trimethylsilyl)phenyl]boronic acid
• Boronic acid, B-[3-(trimethylsilyl)phenyl]-
• Boronic acid, [3-(trimethylsilyl)phenyl]-
• m-(Trimethylsilyl)phenylboronic acid
• 3-(Trimethylsilyl)phenylboronic acid

Boronic acid, B-[3-(trimethylsilyl)phenyl]-

CAS: 177171-16-3

Formula: C₉H₁₅BO₂Si

Purity: 98%

Color and Shape: Solid

Molecular weight: 194.1107

Ref: IN-DA002554

3-(Trimethylsilyl)phenylboronic Acid (contains varying amounts of Anhydride)

CAS: 177171-16-3

Formula: C₉H₁₅BO₂Si

Purity: 97.0 to 113.0 %

Color and Shape: White to Almost white powder to crystal

Molecular weight: 194.11

Ref: 3B-T2663

3-(trimethylsilyl)phenylboronic acid

CAS: 177171-16-3

3-(trimethylsilyl)phenylboronic acid

Purity: 98%

Color and Shape: Pale Yellow Powder

Molecular weight: 194.11g/mol

Ref: 54-OR360037

3-Trimethylsilyl phenyl boronic acid

CAS: 177171-16-3

S20000 - 3-Trimethylsilyl phenyl boronic acid

Formula: C₉H₁₅BO₂Si

Purity: 95%

Color and Shape: Solid

Molecular weight: 194.11

Ref: 10-S20000

3-(Trimethylsilyl)phenylboronic acid

CAS: 177171-16-3

3-(Trimethylsilyl)phenylboronic acid is an organic compound with the chemical formula B(SiMe3)2. It is used in cross-coupling reactions, such as the Suzuki reaction. 3-(Trimethylsilyl)phenylboronic acid has been shown to be a very effective catalyst for square planar substrates and isomeric substrates. The photophysical properties of this compound have been studied extensively. In addition, 3-(trimethylsilyl)phenylboronic acid has been used to synthesize a variety of anilines. This compound reacts with chloride to produce cyclic compounds and can also be used to synthesize boronate esters for use in palladium-catalyzed cross-coupling reactions.

Formula: C₉H₁₅BO₂Si

Purity: Min. 95%

Molecular weight: 194.11 g/mol

Ref: 3D-CHA17116