Cas no 501944-43-0 ((4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester)

(4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester is a high-purity boronic ester derivative widely used in Suzuki-Miyaura cross-coupling reactions. Its stable pinacol ester group enhances shelf life and handling convenience, while the methoxycarbonyl substituent offers versatility for further functionalization. The compound exhibits excellent reactivity with aryl and heteroaryl halides, facilitating efficient C-C bond formation in pharmaceutical and materials science applications. Its well-defined structure ensures consistent performance in synthetic workflows, and it is particularly valuable in constructing biphenyl scaffolds. The product is typically supplied with rigorous quality control to meet research and industrial standards, ensuring reproducibility in complex organic syntheses.
(4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester structure
501944-43-0 structure
Product Name:(4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester
CAS No:501944-43-0
MF:C14H13BO4
MW:256.061624288559
MDL:MFCD08544388
CID:68316
PubChem ID:16244481
Update Time:2025-05-20

(4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester Chemical and Physical Properties

Names and Identifiers

    • 4'-(Methoxycarbonyl)biphenyl-4-ylboronic acid
    • (4'-(Methoxycarbonyl)-[1,1'-biphenyl]-4-yl)boronic acid
    • [1,1'-Biphenyl]-4-carboxylic acid, 4'-borono-, 4-methyl ester
    • [4-(4-methoxycarbonylphenyl)phenyl]boronic acid
    • 4-(Methoxycarbonyl)biphenyl-4-ylboronic acid
    • 4'-BORONICACID-BIPHENYL-4-CARBOXYLICACID METHYL ESTER
    • 4'-Boronic acid-biphenyl-4-carboxylic acid methyl ester
    • AK543298
    • [4-(4-Methoxycarbonylphenyl)phenyl]boronicacid
    • (4-(Methoxycarbonyl)-[1,1-biphenyl]-4-yl)boronic acid
    • OBHWJBMJYPCGPE-UHFFFAOYSA-N
    • DS-3328
    • BCP16423
    • 4'-Borono-[1,1'-biphenyl]-4-carboxylic acid 4-methyl ester
    • 501944-43-0
    • 4 inverted exclamation mark -(Methoxycarbonyl)biphenyl-4-boronic Acid
    • MFCD08544388
    • DTXSID80585709
    • 2-(O-METHYL)-INOSINE
    • {4-[4-(methoxycarbonyl)phenyl]phenyl}boronic acid
    • AKOS028109886
    • [4'-(Methoxycarbonyl)[1,1'-biphenyl]-4-yl]boronic acid
    • AMY29920
    • SCHEMBL6605832
    • CS-B1245
    • (4'-(Methoxycarbonyl)-[1,1'-biphenyl]-4-yl)boronicacid
    • SY017953
    • 4-(4-methoxycarbonylphenyl)phenylboronic acid
    • A10587
    • (4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester
    • MDL: MFCD08544388
    • Inchi: 1S/C14H13BO4/c1-19-14(16)12-4-2-10(3-5-12)11-6-8-13(9-7-11)15(17)18/h2-9,17-18H,1H3
    • InChI Key: OBHWJBMJYPCGPE-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=CC(=CC=1)C1C=CC(B(O)O)=CC=1)=O

Computed Properties

  • Exact Mass: 256.09100
  • Monoisotopic Mass: 256.0906891g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 4
  • Complexity: 292
  • 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
  • Topological Polar Surface Area: 66.8

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.3±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 451℃ at 760 mmHg
  • Flash Point: 226.6±31.5 °C
  • Refractive Index: 1.597
  • PSA: 66.76000
  • LogP: 0.82000
  • Vapor Pressure: 0.0±1.2 mmHg at 25°C

(4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester Pricemore >>

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(4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:501944-43-0)(4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester
Order Number:A930639
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 15:01
Price ($):283.0
Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:501944-43-0)4'-BORONIC ACID-BIPHENYL-4-CARBOXYLIC ACID METHYL ESTER
Order Number:sfd17432
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:37
Price ($):discuss personally

Additional information on (4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester

(4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester (CAS No. 501944-43-0)

(4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester (CAS No. 501944-43-0) is a versatile and important compound in the field of organic synthesis and medicinal chemistry. This boronic acid pinacol ester is widely used as a key intermediate in the synthesis of various pharmaceuticals, materials, and fine chemicals due to its unique reactivity and stability. The compound's structure consists of a biphenyl moiety linked to a boronic acid pinacol ester, which provides it with valuable properties for cross-coupling reactions and other synthetic transformations.

The biphenyl core in (4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester imparts rigidity and planarity to the molecule, making it an excellent scaffold for the construction of complex molecular architectures. The presence of the methoxycarbonyl group adds an additional functional handle that can be readily manipulated in subsequent synthetic steps. This combination of structural features makes the compound particularly useful in the development of novel drugs and materials with tailored properties.

In recent years, significant advancements have been made in the application of boronic acid pinacol esters in organic synthesis. One notable example is their use in Suzuki-Miyaura cross-coupling reactions, which are widely employed for the formation of carbon-carbon bonds. The high reactivity and stability of (4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester make it an ideal substrate for these reactions, enabling the efficient synthesis of a wide range of biologically active compounds.

Recent studies have highlighted the importance of this compound in the development of new therapeutic agents. For instance, researchers at the University of California have utilized (4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester as a key intermediate in the synthesis of novel anti-cancer drugs. The compound's ability to form stable intermediates and its compatibility with various functional groups have facilitated the design and synthesis of compounds with improved pharmacological profiles.

In addition to its applications in drug discovery, (4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester has also found use in materials science. Its unique electronic properties make it suitable for the preparation of organic semiconductors and other advanced materials. Researchers at MIT have demonstrated the utility of this compound in the fabrication of organic light-emitting diodes (OLEDs), where its biphenyl core contributes to enhanced charge transport properties.

The synthesis of (4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester typically involves several well-established synthetic routes. One common approach is the reaction of 4-bromobiphenyl with methyl acrylate followed by a palladium-catalyzed cross-coupling reaction with bis(pinacolato)diboron. This method provides high yields and excellent purity, making it suitable for large-scale production.

The safety and handling of (4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester are important considerations for researchers and industrial users. While the compound is generally stable under standard laboratory conditions, it should be stored in a dry environment to prevent hydrolysis. Additionally, appropriate personal protective equipment (PPE) should be used when handling this compound to ensure safety.

In conclusion, (4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester (CAS No. 501944-43-0) is a valuable compound with a wide range of applications in organic synthesis, medicinal chemistry, and materials science. Its unique structural features and reactivity make it an essential tool for researchers working on the development of new drugs and advanced materials. As research continues to advance, it is likely that new applications for this compound will be discovered, further cementing its importance in the scientific community.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:501944-43-0)(4-(Methoxycarbonyl)-1,1-Biphenyl-4-Yl)Boronic Acid Pinacol Ester
A930639
Purity:99%
Quantity:25g
Price ($):283.0
Email
Suzhou Senfeida Chemical Co., Ltd
(CAS:501944-43-0)4'-BORONIC ACID-BIPHENYL-4-CARBOXYLIC ACID METHYL ESTER
sfd17432
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email