Description
N,N-diphenyl-4-(7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)aniline (CAS: 1883615-46-0) is a high-purity boronate ester derivative featuring a benzothiadiazole core, designed for advanced research and synthetic applications. With the molecular formula C30H28BN3O2S, this compound exhibits exceptional stability and reactivity, making it ideal for cross-coupling reactions such as Suzuki-Miyaura couplings. The presence of both electron-rich diphenylaniline and electron-deficient benzothiadiazole moieties enables tunable optoelectronic properties, suitable for organic electronics and material science research. This product is rigorously characterized by NMR, HPLC, and mass spectrometry to ensure ≥95% purity, meeting the stringent demands of academic and industrial researchers.
Properties
- CAS Number: 1883615-46-0
- Complexity: 730
- IUPAC Name: N,N-diphenyl-4-[7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,1,3-benzothiadiazol-4-yl]aniline
- InChI: InChI=1S/C30H28BN3O2S/c1-29(2)30(3,4)36-31(35-29)26-20-19-25(27-28(26)33-37-32-27)21-15-17-24(18-16-21)34(22-11-7-5-8-12-22)23-13-9-6-10-14-23/h5-20H,1-4H3
- InChI Key: FOEQDLXCKCBNIK-UHFFFAOYSA-N
- Exact Mass: 505.1995285
- Molecular Formula: C30H28BN3O2S
- Molecular Weight: 505.4
- SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C3=NSN=C23)C4=CC=C(C=C4)N(C5=CC=CC=C5)C6=CC=CC=C6
- Topological: 75.7
- Monoisotopic Mass: 505.1995285
- Synonyms: 1883615-46-0, N,N-diphenyl-4-(7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)aniline
Application
This compound serves as a key intermediate in the synthesis of organic semiconductors, OLEDs, and photovoltaic materials due to its boronate ester functionality and conjugated structure. Researchers utilize it in Suzuki-Miyaura cross-coupling reactions to construct extended π-systems for optoelectronic devices. Its benzothiadiazole core also makes it valuable in developing fluorescent probes and sensors for biochemical applications.
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