Cas no 1218791-23-1 (4-(N-t-Butylamino)-3-nitrophenylboronic acid, pinacol ester)

4-(N-t-Butylamino)-3-nitrophenylboronic acid pinacol ester is a boronic acid derivative commonly employed in Suzuki-Miyaura cross-coupling reactions due to its enhanced stability and handling properties. The pinacol ester group improves shelf life and solubility in organic solvents, facilitating its use in synthetic applications. The tert-butylamino and nitro substituents on the phenyl ring contribute to its reactivity and selectivity in forming carbon-carbon bonds. This compound is particularly useful in pharmaceutical and materials science research, where controlled functionalization of aromatic systems is required. Its stability under ambient conditions and compatibility with diverse reaction conditions make it a practical choice for complex organic transformations.
4-(N-t-Butylamino)-3-nitrophenylboronic acid, pinacol ester structure
1218791-23-1 structure
Product Name:4-(N-t-Butylamino)-3-nitrophenylboronic acid, pinacol ester
CAS No:1218791-23-1
MF:C16H25BN2O4
MW:320.191704511642
MDL:MFCD13195754
CID:828320
PubChem ID:53217134
Update Time:2025-05-21

4-(N-t-Butylamino)-3-nitrophenylboronic acid, pinacol ester Chemical and Physical Properties

Names and Identifiers

    • N-(tert-Butyl)-2-nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
    • 4-(N-T-BUTYLAMINO)-3-NITROPHENYLBORONIC ACID, PINACOL ESTER
    • N-tert-butyl-2-nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
    • JGGKCJSMOIHHHW-UHFFFAOYSA-N
    • 4-tert-Butylamino-3-nitrophenylboronic acid pinacol ester
    • OR360839
    • AX8209692
    • X1758
    • 4-(N-tert-Butylamino)-3-nitrophenylboronic acid, pinacol ester
    • 4-(N-tert-butylamino)-3-nitrophenylboronic acid pinacol ester
    • N-tert-butyl-2-nitro-4-(4,
    • 4-(N-t-Butylamino)-3-nitrophenylboronic acid pinacol ester
    • Benzenamine, N-(1,1-dimethylethyl)-2-nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • D92874
    • DB-367080
    • AS-74397
    • 4-(N-t-Butylamino)-3-nitrophenylboronic acid,pinacol ester
    • MFCD13195754
    • CS-0175387
    • AKOS022172794
    • 1218791-23-1
    • tert-butyl-[2-nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl]-amine
    • SCHEMBL14852810
    • DTXSID70682236
    • 4-(N-t-Butylamino)-3-nitrophenylboronic acid, pinacol ester
    • MDL： MFCD13195754
    • Inchi： 1S/C16H25BN2O4/c1-14(2,3)18-12-9-8-11(10-13(12)19(20)21)17-22-15(4,5)16(6,7)23-17/h8-10,18H,1-7H3
    • InChI Key： JGGKCJSMOIHHHW-UHFFFAOYSA-N
    • SMILES： O1B(C2C=CC(=C(C=2)[N+](=O)[O-])NC(C)(C)C)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 320.19100
  • Monoisotopic Mass: 320.1907374g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 3
  • Complexity: 440
  • 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: 76.3

Experimental Properties

  • PSA: 76.31000
  • LogP: 3.70060

4-(N-t-Butylamino)-3-nitrophenylboronic acid, pinacol ester Customs Data

  • HS CODE：2934999090
  • Customs Data：

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

4-(N-t-Butylamino)-3-nitrophenylboronic acid, pinacol ester Pricemore >>

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4-(N-t-Butylamino)-3-nitrophenylboronic acid, pinacol ester Production Method

4-(N-t-Butylamino)-3-nitrophenylboronic acid, pinacol ester Related Literature

Additional information on 4-(N-t-Butylamino)-3-nitrophenylboronic acid, pinacol ester

4-(N-t-Butylamino)-3-nitrophenylboronic Acid, Pinacol Ester: A Comprehensive Overview

The compound with CAS No. 1218791-23-1, known as 4-(N-t-butylamino)-3-nitrophenylboronic acid, pinacol ester, is a significant molecule in the field of organic chemistry and materials science. This compound has garnered attention due to its unique structural properties and potential applications in various research domains. The pinacol ester form of this boronic acid is particularly valuable in cross-coupling reactions, which are pivotal in modern organic synthesis.

Recent studies have highlighted the importance of 4-(N-t-butylamino)-3-nitrophenylboronic acid, pinacol ester in the development of advanced materials. Researchers have explored its role in the synthesis of functional polymers and high-performance composites. The t-butylamino group imparts steric hindrance, which can influence the reactivity and selectivity of the molecule in various reactions. Additionally, the presence of a nitro group at the meta position introduces electron-withdrawing effects, further modulating the electronic properties of the aromatic ring.

The synthesis of this compound involves a multi-step process that typically includes nucleophilic aromatic substitution and subsequent esterification. The use of palladium catalysts in its preparation has been optimized to enhance yield and purity. Recent advancements in catalytic systems have made it possible to synthesize this compound with higher efficiency, making it more accessible for large-scale applications.

In terms of applications, 4-(N-t-butylamino)-3-nitrophenylboronic acid, pinacol ester has been utilized in Suzuki-Miyaura coupling reactions to construct biaryl structures with high precision. These structures are essential components in pharmaceuticals, agrochemicals, and electronic materials. The pinacol ester form is preferred due to its stability and ease of handling compared to other boronic acid derivatives.

Emerging research has also explored the use of this compound in the development of novel sensors and optoelectronic devices. Its ability to participate in versatile cross-coupling reactions makes it a valuable building block for constructing complex molecular architectures. Furthermore, studies on its thermal stability and reactivity under different conditions have provided insights into its suitability for high-temperature applications.

The structural features of 4-(N-t-butylamino)-3-nitrophenylboronic acid, pinacol ester make it a versatile tool in organic synthesis. The combination of an amino group and a nitro group on the aromatic ring offers opportunities for further functionalization, enabling the creation of molecules with tailored properties. This compound serves as a prime example of how strategic design and synthesis can lead to materials with enhanced functionality.

In conclusion, 4-(N-t-butylamino)-3-nitrophenylboronic acid, pinacol ester (CAS No. 1218791-23-1) is a critical molecule with wide-ranging applications across multiple disciplines. Its unique chemical properties and compatibility with modern synthetic techniques make it an indispensable component in contemporary research and development efforts.

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