CAS 13922-41-3

1-Naphthylboronic acid

Description:

1-Naphthylboronic acid, with the CAS number 13922-41-3, is an organoboron compound characterized by the presence of a boronic acid functional group attached to a naphthalene ring. This compound typically appears as a white to off-white solid and is soluble in polar organic solvents such as ethanol and methanol. It is known for its ability to form reversible covalent bonds with diols, making it valuable in various applications, including organic synthesis, materials science, and medicinal chemistry. The boronic acid functionality allows for the formation of boronate esters, which are crucial in Suzuki-Miyaura cross-coupling reactions, a widely used method for constructing carbon-carbon bonds. Additionally, 1-naphthylboronic acid can serve as a ligand in coordination chemistry and has potential applications in sensor technology due to its ability to selectively bind to certain biomolecules. Its reactivity and functional versatility make it an important compound in both academic research and industrial applications.

Formula: C₁₀H₉BO₂

InChI: InChI=1S/C10H9BO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7,12-13H

InChI key: InChIKey=HUMMCEUVDBVXTQ-UHFFFAOYSA-N

SMILES: B(O)(O)C=1C2=C(C=CC1)C=CC=C2

Synonyms:

• (1-Naphthalenyl)boronic acid
• (1-Naphthalyl)boronic acid
• (Naphthalen-1-yl)boronic acid
• 1-Naphthaleneboronic acid
• 1-Naphthylbenzoic acid
• 1-Naphthylboric acid
• Alpha-Naphthylboric Acid
• B-1-Naphthalenylboronic acid
• Boronic acid, 1-naphthalenyl-
• Boronic acid, B-1-naphthalenyl-
• NSC 78936
• Naphthalen-1-Yl-1-Boronic Acid
• Naphthalen-1-Ylboronic Acid
• Naphthalene-1-boronic acid
• Naphthalenyl-1-boronic acid
• Rarechem Ah Pb 0125
• α-Naphthaleneboronic acid

1-Naphthaleneboronic acid, 97%

CAS: 13922-41-3

1-Naphthaleneboronic acid is a very useful building block for introduction of a naphthyl group through cross-coupling protocols. It is useful in the synthesis of polyaromatic hydrocarbons utilizing the Suzuki reaction. This Thermo Scientific Chemicals brand product was originally part of the Alfa A

Formula: C₁₀H₉BO₂

Purity: 97%

Color and Shape: White to pale cream, Crystals or powder or crystalline powder

Molecular weight: 171.99

Ref: 02-B21219

Boronic acid, B-1-naphthalenyl-

CAS: 13922-41-3

Formula: C₁₀H₉BO₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 171.9883

Ref: IN-DA001AI9

1-Naphthaleneboronic acid

CAS: 13922-41-3

Formula: C₁₀H₉BO₂

Molecular weight: 171.99

Ref: 7W-GK6685

Naphthalene-1-boronic acid

CAS: 13922-41-3

Naphthalene-1-boronic acid

Formula: C₁₀H₉BO₂

Purity: ≥95%

Color and Shape: white crystalline solid

Molecular weight: 171.98826g/mol

Ref: 54-OR1778

1-Naphthaleneboronic Acid (contains varying amounts of Anhydride)

CAS: 13922-41-3

Formula: C₁₀H₉BO₂

Purity: 97.0 to 112.0 %

Color and Shape: White to Light yellow to Light red powder to crystal

Molecular weight: 171.99

Ref: 3B-N0630

1-Naphthaleneboronic acid

CAS: 13922-41-3

Formula: C₁₀H₉BO₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 171.99

Ref: 10-F011006

1-Naphthylboronic acid, min. 97%

CAS: 13922-41-3

1-Naphthylboronic acid, min. 97%

Formula: C₁₀H₇B(OH)₂

Purity: min. 97%

Color and Shape: white to off-white pwdr.

Molecular weight: 171.99

Ref: 08-05-1030

B-1-Naphthalenyl-boronic Acid

Controlled Product

CAS: 13922-41-3

Applications B-1-Naphthalenyl-boronic Acid is a useful synthetic intermediate. It is a reagent used to synthesize potassium aryltrifluoroborates which is a convenient precursor of arylboron difluoride lewis acids. It can also be used to prepare high yields of biaryls via Suzuki coupling.
References Vedejs, E., et al.: J. Org. Chem., 60, 3020 (1995); Larhed, M., et al.: Tetrahedron Lett., 37, 8219 (1996); Singh, R., et al.: 7, 1829 (2005)

Formula: C₁₀H₉BO₂

Color and Shape: Neat

Molecular weight: 171.99

Ref: TR-N377615