Cas no 122590-75-4 (Methyl 4-Azidotetrafluorobenzoate)

Methyl 4-Azidotetrafluorobenzoate is a fluorinated aromatic ester featuring an azido functional group, making it a versatile intermediate in organic synthesis and click chemistry applications. The tetrafluorinated aromatic ring enhances its electron-withdrawing properties, while the azido group enables efficient participation in cycloaddition reactions, such as Cu-catalyzed azide-alkyne cycloaddition (CuAAC). This compound is particularly valuable in the preparation of fluorinated heterocycles, pharmaceuticals, and advanced materials due to its reactivity and stability under controlled conditions. Its high purity and well-defined structure ensure consistent performance in research and industrial applications, particularly where precise functionalization of fluorinated scaffolds is required.
Methyl 4-Azidotetrafluorobenzoate structure
122590-75-4 structure
Product Name:Methyl 4-Azidotetrafluorobenzoate
CAS No:122590-75-4
MF:C8H3F4N3O2
MW:249.121935129166
CID:143194
PubChem ID:129750
Update Time:2025-05-20

Methyl 4-Azidotetrafluorobenzoate Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid,4-azido-2,3,5,6-tetrafluoro-, methyl ester
    • Methyl 4-Azidotetrafluorobenzoate
    • methyl 4-azido-2,3,5,6-tetrafluorobenzoate
    • 4-Azido-2,3,5,6-tetrafluorobenzoic acid methyl ester
    • ATFMB methyl ester
    • DTXSID70153658
    • J-004831
    • Benzoic acid, 4-azido-2,3,5,6-tetrafluoro-, methyl ester
    • SCHEMBL13509295
    • FT-0671518
    • 122590-75-4
    • CGSQBDQXCKRZQT-UHFFFAOYSA-N
    • AKOS025294196
    • DB-298005
    • DTXCID3076149
    • Inchi: 1S/C8H3F4N3O2/c1-17-8(16)2-3(9)5(11)7(14-15-13)6(12)4(2)10/h1H3
    • InChI Key: CGSQBDQXCKRZQT-UHFFFAOYSA-N
    • SMILES: FC1C(=C(C(=C(C=1C(=O)OC)F)F)N=[N+]=[N-])F

Computed Properties

  • Exact Mass: 249.01600
  • Monoisotopic Mass: 249.01613900g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 334
  • 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
  • XLogP3: 3.1
  • Topological Polar Surface Area: 40.7?2

Experimental Properties

  • Melting Point: 54-55°C
  • PSA: 76.05000
  • LogP: 2.42416

Methyl 4-Azidotetrafluorobenzoate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
M288765-50mg
Methyl 4-Azidotetrafluorobenzoate
122590-75-4
50mg
$98.00 2023-05-18
TRC
M288765-100mg
Methyl 4-Azidotetrafluorobenzoate
122590-75-4
100mg
$ 141.00 2023-09-07
TRC
M288765-250mg
Methyl 4-Azidotetrafluorobenzoate
122590-75-4
250mg
$305.00 2023-05-18
TRC
M288765-500mg
Methyl 4-Azidotetrafluorobenzoate
122590-75-4
500mg
$580.00 2023-05-18
TRC
M288765-1g
Methyl 4-Azidotetrafluorobenzoate
122590-75-4
1g
$ 875.00 2022-06-04
TRC
M288765-1000mg
Methyl 4-Azidotetrafluorobenzoate
122590-75-4
1g
$1068.00 2023-05-18
SHENG KE LU SI SHENG WU JI SHU
sc-211857-100 mg
Methyl 4-Azidotetrafluorobenzoate,
122590-75-4
100mg
¥2256.00 2023-05-31
SHENG KE LU SI SHENG WU JI SHU
sc-211857-100mg
Methyl 4-Azidotetrafluorobenzoate,
122590-75-4
100mg
¥2256.00 2023-09-05
A2B Chem LLC
AA56180-100mg
Benzoic acid, 4-azido-2,3,5,6-tetrafluoro-, methyl ester
122590-75-4
100mg
$1088.00 2024-04-20
A2B Chem LLC
AA56180-500mg
Benzoic acid, 4-azido-2,3,5,6-tetrafluoro-, methyl ester
122590-75-4
500mg
$2100.00 2024-04-20

Methyl 4-Azidotetrafluorobenzoate Production Method

Methyl 4-Azidotetrafluorobenzoate Related Literature

Additional information on Methyl 4-Azidotetrafluorobenzoate

Methyl 4-Azidotetrafluorobenzoate (CAS No. 122590-75-4): A Comprehensive Overview

Methyl 4-Azidotetrafluorobenzoate, identified by its CAS number 122590-75-4, is a specialized organic compound that has garnered significant attention in the field of chemical and pharmaceutical research. This compound, characterized by its unique structural and functional properties, serves as a crucial intermediate in the synthesis of various bioactive molecules. Its molecular structure incorporates both an azido group and tetrafluorobenzene moiety, which endow it with distinct reactivity and potential applications in medicinal chemistry.

The Methyl 4-Azidotetrafluorobenzoate molecule is particularly intriguing due to its ability to participate in various chemical transformations, making it a valuable tool for synthetic chemists. The presence of the azido group provides a site for nucleophilic substitution reactions, while the tetrafluorobenzene ring enhances lipophilicity and metabolic stability, which are critical factors in drug design. These attributes have positioned this compound as a key building block in the development of novel therapeutic agents.

Recent advancements in the field of pharmaceutical chemistry have highlighted the importance of fluorinated aromatic compounds in drug development. The tetrafluorobenzene substituent in Methyl 4-Azidotetrafluorobenzoate contributes to improved pharmacokinetic properties, including enhanced bioavailability and prolonged circulation time. Such characteristics are highly desirable in the design of next-generation drugs aimed at treating complex diseases.

In addition to its role as a synthetic intermediate, Methyl 4-Azidotetrafluorobenzoate has been explored in various research studies for its potential applications in material science. The unique electronic properties of the tetrafluorobenzene ring make this compound a candidate for use in organic electronics, such as light-emitting diodes (LEDs) and photovoltaic cells. The azido group also offers opportunities for functionalization, enabling the creation of tailored materials with specific properties.

The synthesis of Methyl 4-Azidotetrafluorobenzoate involves multi-step organic reactions that require precise control over reaction conditions. The introduction of the azido group into the tetrafluorobenzene framework necessitates careful handling to ensure high yield and purity. Researchers have employed advanced catalytic systems and purification techniques to optimize the synthesis process, thereby improving accessibility to this valuable compound.

One of the most promising areas of research involving Methyl 4-Azidotetrafluorobenzoate is its application in medicinal chemistry. The compound has been utilized as a precursor in the synthesis of various heterocyclic compounds, which are known for their biological activity. For instance, derivatives of this molecule have shown potential in inhibiting enzymes involved in inflammatory pathways, making them attractive candidates for anti-inflammatory drug development.

The structural features of Methyl 4-Azidotetrafluorobenzoate also make it a suitable candidate for exploring novel drug delivery systems. Researchers are investigating ways to leverage its chemical properties to enhance the efficacy of therapeutic agents by improving their targeting and release profiles. This includes encapsulating drugs within fluorinated aromatic frameworks to achieve controlled release mechanisms.

Furthermore, the compound's stability under various conditions makes it an excellent candidate for industrial applications. Its resistance to degradation under thermal and oxidative stress ensures that it can be stored and handled without significant loss of integrity. This stability is particularly important in pharmaceutical manufacturing, where consistency and reliability are paramount.

The growing interest in Methyl 4-Azidotetrafluorobenzoate has led to increased research efforts aimed at expanding its utility across multiple domains. Computational studies have been conducted to predict its behavior in different chemical environments, providing insights into potential reaction pathways and product outcomes. These studies not only enhance our understanding of the compound but also guide future synthetic endeavors.

In conclusion, Methyl 4-Azidotetrafluorobenzoate (CAS No. 122590-75-4) is a multifaceted compound with significant potential in both pharmaceutical and material science applications. Its unique structural features enable diverse chemical transformations, making it a valuable intermediate in drug development and material design. As research continues to uncover new applications for this compound, its importance is likely to grow further, solidifying its role as a cornerstone in modern chemical innovation.

Recommended suppliers
Yunnanjiuzhen
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Yunnanjiuzhen
Jiangsu Xinsu New Materials Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangsu Xinsu New Materials Co., Ltd
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Suzhou Genelee Bio-Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Suzhou Genelee Bio-Technology Co., Ltd.
Zhejiang Brunova Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Zhejiang Brunova Technology Co., Ltd.