Cas no 103989-84-0 ((2-Methylnaphthalen-1-yl)boronic Acid)

(2-Methylnaphthalen-1-yl)boronic acid is a boronic acid derivative featuring a methyl-substituted naphthalene core. This compound is commonly employed as a versatile intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of biaryl and heteroaryl structures. Its stability and reactivity make it suitable for constructing complex organic frameworks in pharmaceutical and materials chemistry. The methyl group at the 2-position may influence steric and electronic properties, offering selectivity in coupling reactions. The boronic acid functionality ensures compatibility with a range of palladium catalysts and mild reaction conditions. Proper handling under inert atmospheres is recommended to prevent protodeboronation. This reagent is typically used in research and industrial applications requiring precise aryl-aryl bond formation.
(2-Methylnaphthalen-1-yl)boronic Acid structure
103989-84-0 structure
Product Name:(2-Methylnaphthalen-1-yl)boronic Acid
CAS No:103989-84-0
MF:C11H11BO2
MW:186.014843225479
MDL:MFCD03452758
CID:125982
PubChem ID:11401196
Update Time:2025-06-25

(2-Methylnaphthalen-1-yl)boronic Acid Chemical and Physical Properties

Names and Identifiers

    • (2-Methylnaphthalen-1-yl)boronic acid
    • 2-Methylnaphthalene-1-boronic Acid
    • 2-METHYL-1-NAPHTHALENEBORONIC ACID
    • 2-Methyl-1-naphthylboronic acid
    • Boronic acid,B-(2-methyl-1-naphthalenyl)-
    • 2-methyl-1-naphthalenylboronic acid
    • 2-methylnaphthalen-1-ylboronic acid
    • [2-METHYLPHTHALENE-1-BORONIC ACID]
    • 2-METHYLPHTHALENE-1-BORONIC ACID
    • 2-methyl-1-naphthalene boronic acid
    • Boronic acid, (2-methyl-1-naphthalenyl)-
    • RIZYBSMDFJDHOI-UHFFFAOYSA-N
    • 2-Methylnaphthalene-1-boronicAcid
    • (2-Methyl-1-naphthyl)boronic acid
    • 4725AJ
    • TRA0031255
    • SY027103
    • ST24033
    • EN300-119426
    • SCHEMBL2151120
    • FT-0612905
    • AKOS004116515
    • MFCD03452758
    • 103989-84-0
    • AS-32306
    • AMY29820
    • CS-0134843
    • A896317
    • DTXSID50464698
    • Z1198162890
    • DB-002947
    • (2-Methylnaphthalen-1-yl)boronic Acid
    • MDL: MFCD03452758
    • Inchi: 1S/C11H11BO2/c1-8-6-7-9-4-2-3-5-10(9)11(8)12(13)14/h2-7,13-14H,1H3
    • InChI Key: RIZYBSMDFJDHOI-UHFFFAOYSA-N
    • SMILES: OB(C1C(C)=CC=C2C=CC=CC=12)O

Computed Properties

  • Exact Mass: 186.08500
  • Monoisotopic Mass: 186.0852098g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 196
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 40.5

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.18±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 126 oC
  • Boiling Point: 393.8℃ at 760 mmHg
  • Flash Point: 192.0±25.9 °C
  • Refractive Index: 1.623
  • Solubility: Very slightly soluble (0.18 g/l) (25 o C),
  • PSA: 40.46000
  • LogP: 0.82800
  • Vapor Pressure: 0.0±1.0 mmHg at 25°C

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(2-Methylnaphthalen-1-yl)boronic Acid Production Method

(2-Methylnaphthalen-1-yl)boronic Acid Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:103989-84-0)(2-Methylnaphthalen-1-yl)boronic Acid
Order Number:A896317
Stock Status:in Stock
Quantity:5g/10g/25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 11:54
Price ($):250.0/470.0/702.0

(2-Methylnaphthalen-1-yl)boronic Acid Related Literature

Additional information on (2-Methylnaphthalen-1-yl)boronic Acid

(2-Methylnaphthalen-1-yl)boronic Acid: A Comprehensive Overview

(2-Methylnaphthalen-1-yl)boronic Acid, identified by the CAS number 103989-84-0, is a significant compound in the field of organic synthesis and materials science. This compound, also referred to as 2-methylnaphthylboronic acid, has garnered considerable attention due to its versatile applications in chemical research and industrial processes.

The structure of (2-Methylnaphthalen-1-yl)boronic Acid consists of a naphthalene ring system with a methyl group at the 2-position and a boronic acid group at the 1-position. This arrangement imparts unique electronic and steric properties, making it an ideal candidate for various chemical reactions, particularly in cross-coupling reactions such as the Suzuki-Miyaura coupling. Recent studies have highlighted its role in constructing complex aromatic systems, which are crucial in drug discovery and material synthesis.

In terms of physical properties, (2-Methylnaphthalen-1-yl)boronic Acid exhibits a melting point of approximately 250°C and is sparingly soluble in common organic solvents. Its stability under various reaction conditions has been extensively studied, with findings indicating that it performs optimally under mild conditions, reducing the risk of side reactions and enhancing yield.

The synthesis of (2-Methylnaphthalen-1-yl)boronic Acid typically involves a multi-step process, including Friedel-Crafts alkylation followed by boronation using palladium catalysts. Recent advancements in catalytic methods have improved the efficiency of this synthesis, making it more accessible for large-scale production.

Applications of (2-Methylnaphthalen-1-yl)boronic Acid span across multiple disciplines. In pharmaceutical research, it serves as a key intermediate in the synthesis of bioactive compounds targeting various diseases, including cancer and neurodegenerative disorders. In materials science, it contributes to the development of advanced materials such as organic semiconductors and light-emitting diodes (LEDs), where its aromatic stability and electronic properties are highly valued.

Recent studies have explored the use of (2-Methylnaphthalen-1-yl)boronic Acid in click chemistry and other modular synthetic strategies, further expanding its utility in constructing diverse molecular architectures. Its compatibility with green chemistry principles has also been recognized, with researchers advocating for its use in environmentally friendly synthetic protocols.

In conclusion, (2-Methylnaphthalen-1-yl)boronic Acid, CAS No. 103989-84-0, stands as a pivotal compound in modern organic chemistry. Its unique properties, versatile applications, and alignment with contemporary research trends underscore its importance in both academic and industrial settings.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:103989-84-0)(2-Methylnaphthalen-1-yl)boronic Acid
A896317
Purity:99%/99%/99%
Quantity:5g/10g/25g
Price ($):250.0/470.0/702.0
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