2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene TCI B5288

Chemical Identity

CAS No.: 853377-10-3
PubChem: CID 58498962·SID 468590569
Formula: C22H30B2O4
Molecular weight: 380.1 g/mol
Purity: >95.0%(GC)(T)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 4,4,5,5-tetramethyl-2-[7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-yl]-1,3,2-dioxaborolane
SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)C=CC(=C3)B4OC(C(O4)(C)C)(C)C
InChIKey: PQQMFCQMJJVNTR-UHFFFAOYSA-N

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2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene is a versatile organoboron compound widely utilized in chemical laboratories for its unique reactivity and structural properties. This compound is a key reagent in various synthetic pathways, particularly in organic chemistry, where it plays a crucial role in facilitating carbon-carbon bond formation. Its application is especially prominent in coupling reactions such as the Suzuki-Miyaura and Kumada-Corriu reactions, which are fundamental in the synthesis of complex organic molecules. Due to its stability and reactivity, it is a valuable tool for chemists working on advanced synthetic strategies.

One of the main reasons this compound is preferred is its non-volatile nature and resistance to degradation under standard laboratory conditions. These properties ensure that it remains stable during storage and use, reducing the risk of contamination or loss of potency. Additionally, its molecular structure allows it to participate effectively in reactions involving transition metals and organic halides, making it an essential component in catalytic systems. The presence of multiple boron atoms in its structure further enhances its utility in a wide range of synthetic applications.

In Indonesian laboratories, this compound is commonly used in research focused on organic synthesis, pharmaceutical development, and materials science. Its role is particularly significant in academic and industrial settings where the creation of new compounds and materials is a priority. Researchers in Indonesia frequently rely on this reagent for its reliability and effectiveness in complex chemical processes. Its availability through AMI Scientific ensures that it remains accessible to local institutions and laboratories engaged in cutting-edge chemical research.

TCI brochures (PDF)

Suzuki-Miyaura Cross Coupling Reaction 2025-12-01 · p. 18
Boron Compounds 2025-10-07 · p. 17
Building Blocks for Organic Semiconductor 2026-03-24 · p. 7

Related TCI products

Organic synthesis reactions benefit from this compound's ability to form stable carbon-carbon bonds through coupling reactions, making it ideal for creating complex molecular structures.
Pharmaceutical research utilizes this reagent in the development of new drug compounds due to its role in catalytic processes that enhance molecular diversity.
Materials science applications leverage its reactivity to synthesize advanced polymers and functional materials with tailored properties.
Analytical chemistry laboratories use it as a reference standard for testing the efficiency of catalytic systems and reaction mechanisms.
Industrial chemical processes incorporate this compound to improve the yield and selectivity of synthetic pathways in large-scale production.

Brand	TCI
CAS number	853377-10-3
Molecular formula	—
Purity	—
Category	Chemistry > Organometallic Reagents > Organoboron [Organometallic Reagents]
Pack sizes	Available in various quantities as per supplier specifications
Physical form	Solid, typically in powder or crystalline form
Storage	Store in a cool, dry place away from moisture and direct sunlight

This compound should be stored in a cool, dry environment to maintain its stability and prevent degradation. It is recommended to use airtight containers to minimize exposure to moisture and air, which could affect its reactivity. Due to its non-volatile nature, it does not require refrigeration but should be kept away from heat sources. In laboratory settings, it is important to handle the compound with appropriate personal protective equipment, such as gloves and safety goggles, to ensure safe handling. Regular inspection of storage conditions is advised to maintain optimal performance and safety. Proper labeling and storage practices help ensure that the compound remains effective and safe for use in research and industrial applications.

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