Cas no 1259285-61-4 (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine)

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine is a boronic ester derivative featuring a trifluoromethyl-substituted aromatic amine. This compound is valuable in Suzuki-Miyaura cross-coupling reactions due to its stable dioxaborolane protecting group, which enhances shelf life and handling. The electron-withdrawing trifluoromethyl group increases reactivity in palladium-catalyzed transformations, making it useful in pharmaceutical and agrochemical synthesis. Its amine functionality allows further derivatization, enabling modular construction of complex molecules. The steric hindrance from the tetramethyl substitution improves selectivity in coupling reactions. This reagent is particularly advantageous for constructing fluorinated aromatic systems, which are prevalent in bioactive compounds and materials science applications.
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine structure
1259285-61-4 structure
Product Name:4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine
CAS No:1259285-61-4
MF:C13H17BF3NO2
MW:287.085794210434
MDL:MFCD16996236
CID:2142833
PubChem ID:72221112
Update Time:2025-10-24

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine Chemical and Physical Properties

Names and Identifiers

    • 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine
    • 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)aniline
    • DB-357437
    • 1259285-61-4
    • 1-Amino-3-(trifluoromethyl)benzene-4-boronic Acid Pinacol Ester
    • AKOS027425395
    • 4-Amino-2-(trifluoromethyl)phenylboronic Acid Pinacol Ester
    • SY260786
    • MB20266
    • BENZENAMINE, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3-(TRIFLUOROMETHYL)-
    • P17016
    • RUAYESOEOHUYSN-UHFFFAOYSA-N
    • 3-(trifluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneamine
    • MFCD16996236
    • AS-53736
    • CS-0147031
    • 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3-(TRIFLUOROMETHYL)-BENZENAMINE
    • MDL: MFCD16996236
    • Inchi: 1S/C13H17BF3NO2/c1-11(2)12(3,4)20-14(19-11)10-6-5-8(18)7-9(10)13(15,16)17/h5-7H,18H2,1-4H3
    • InChI Key: RUAYESOEOHUYSN-UHFFFAOYSA-N
    • SMILES: FC(C1C=C(C=CC=1B1OC(C)(C)C(C)(C)O1)N)(F)F

Computed Properties

  • Exact Mass: 287.1304434g/mol
  • Monoisotopic Mass: 287.1304434g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 2
  • Complexity: 357
  • 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: 44.5?2

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Chemenu
CM206864-100mg
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)aniline
1259285-61-4 95+%
100mg
$130 2023-02-03
Chemenu
CM206864-250mg
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)aniline
1259285-61-4 95+%
250mg
$221 2023-02-03
eNovation Chemicals LLC
Y1001006-1g
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)aniline
1259285-61-4 95%
1g
$800 2024-08-02
Ambeed
A683389-100mg
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)aniline
1259285-61-4 97%
100mg
$48.0 2025-02-26
Ambeed
A683389-250mg
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)aniline
1259285-61-4 97%
250mg
$87.0 2025-02-26
Ambeed
A683389-1g
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)aniline
1259285-61-4 97%
1g
$330.0 2025-02-26
Chemenu
CM206864-1g
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)aniline
1259285-61-4 95+%
1g
$597 2023-02-03
abcr
AB486617-500 mg
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-benzenamine; .
1259285-61-4
500MG
€654.20 2023-04-20
abcr
AB486617-1 g
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-benzenamine; .
1259285-61-4
1g
€895.90 2023-04-20
Chemenu
CM206864-1g
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)aniline
1259285-61-4 95+%
1g
$605 2021-08-04

Additional information on 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine

Recent Advances in the Study of 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine (CAS: 1259285-61-4)

The compound 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine (CAS: 1259285-61-4) has recently garnered significant attention in the field of chemical biology and medicinal chemistry. This boronic acid derivative is a key intermediate in the synthesis of various biologically active molecules, particularly in the development of kinase inhibitors and other targeted therapies. Its unique structural features, including the boronate ester moiety and the trifluoromethyl group, make it a versatile building block for drug discovery and development.

Recent studies have focused on the application of this compound in Suzuki-Miyaura cross-coupling reactions, a widely used method for forming carbon-carbon bonds in pharmaceutical synthesis. Researchers have demonstrated its utility in the efficient synthesis of complex molecules, such as tyrosine kinase inhibitors, which are critical in the treatment of cancers and inflammatory diseases. The trifluoromethyl group enhances the metabolic stability and bioavailability of the resulting compounds, making them more effective as therapeutic agents.

In addition to its synthetic applications, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine has been investigated for its potential as a direct bioactive molecule. Preliminary studies suggest that it may exhibit inhibitory activity against certain enzymes involved in disease pathways, although further validation is required. The compound's mechanism of action and its interactions with biological targets are currently under rigorous investigation, with promising results that could lead to new therapeutic avenues.

Another area of interest is the compound's role in the development of boron neutron capture therapy (BNCT), an emerging treatment for aggressive cancers. The boron atom in the molecule can capture thermal neutrons, leading to localized radiation that targets cancer cells while sparing healthy tissue. This application highlights the compound's potential beyond traditional small-molecule drug development, positioning it as a multifunctional agent in both chemical and biomedical research.

Despite its promising applications, challenges remain in the large-scale synthesis and purification of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine. Recent advancements in catalytic systems and reaction optimization have improved yields and reduced byproducts, but further refinements are needed to meet industrial standards. Researchers are also exploring greener synthetic routes to minimize environmental impact, aligning with the growing emphasis on sustainable chemistry in drug development.

In conclusion, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)benzenamine (CAS: 1259285-61-4) represents a valuable tool in modern medicinal chemistry. Its diverse applications in synthesis, drug discovery, and innovative therapies underscore its importance in the field. Ongoing research will likely uncover additional uses and optimize its production, solidifying its role in the development of next-generation pharmaceuticals.

Recommended suppliers
Shandong Feiyang Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Feiyang Chemical Co., Ltd
Zhangzhou Sinobioway Peptide Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Zhangzhou Sinobioway Peptide Co.,Ltd.
Xiamen PinR Bio-tech Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.
Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Suzhou Senfeida Chemical Co., Ltd
Jiangsu Xinsu New Materials Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangsu Xinsu New Materials Co., Ltd