267221-88-5

Basic information

• Product Name: N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
• Synonyms: 4-(Diphenylamino)phenylboronic acid, pinacol ester;N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline;Diphenyl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amine;N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl-N-phenylbenzenamine;N,N-diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine;N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)
• CAS NO: 267221-88-5
• Molecular Formula: C₂₄H₂₆BNO₂
• Molecular Weight: 371.27974
• Mol File: 267221-88-5.mol
• Article Data: 79

Chemical Properties

• Melting Point: 93-98 °C
• Boiling Point: 495.8±28.0 °C(Predicted)
• Appearance: /
• Density: 1.12±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -3.32±0.60(Predicted)
• CAS DataBase Reference: N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline(267221-88-5)
• EPA Substance Registry System: N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline(267221-88-5)

Safety Data

• Hazardous Substances Data: 267221-88-5(Hazardous Substances Data)

Usage

Description

N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, also known as 4-(Diphenylamino)phenylboronic acid pinacol ester, is an aryl boronic acid ester that is majorly used in organic synthesis. It is characterized by its unique reactivity and low toxicity, making it a valuable compound in the field of chemical research and development.

Uses

1. Used in Sensing Devices:
N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is used as a key intermediate in the synthesis of 4-(2,2′ -bithiophen-5-yl)5-phenylpyrimidine, which has potential applications in the development of sensing devices for the detection of nitroaromatic explosives. Its role in this application is due to its ability to contribute to the formation of the desired compound with specific properties that can interact with nitroaromatic explosives.
2. Used in Dye Sensitized Solar Cells (DSSCs):
In the field of renewable energy, N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is used as a component in the synthesis of oligothiophene, an electron-donating group. This group is essential for the fabrication of dye sensitized solar cells, which are a type of photovoltaic cell that aims to convert sunlight into electrical energy more efficiently and at a lower cost.
3. Used in Organic Synthesis:
As an aryl boronic acid ester, N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is utilized in various organic synthesis processes. Its electron-rich nature and unique reactivity make it a suitable candidate for the transition metal-catalyzed Suzuki-Miyaura cross-coupling reaction, a widely used method in the formation of carbon-carbon bonds.
4. Used in Protodeboronation:
N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline can also be used in protodeboronation, a chemical reaction that involves the removal of a boron atom from a molecule. This process is valuable in the synthesis of various organic compounds and materials, further expanding the utility of this compound in the field of chemistry.

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 201802-67-7 4-(diphenylamino)phenyl boronic acid 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 36809-26-4 4-N,N-diphenylamino-1-bromobenzene 
• 603-34-9 N,N-diphenylaminobenzene 
• 73183-34-3 bis(pinacol)diborane 
• 4316-56-7 (p-chlorophenyl)diphenylamine 
• 106-39-8 bromochlorobenzene 
• 5419-55-6 Triisopropyl borate 
• 121-43-7 Trimethyl borate 
• 13517-10-7 boron triiodide 
• 6156-37-2 4-diphenylaminobenzoic acid 
• 76347-13-2 2-isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 7732-18-5 water 

Downstream Products

• 159892-55-4 4′?(N,N?diphenylamino)?[1,1′?biphenyl]?4?ol 
• 1314040-02-2 2-fluoro-4-(7-(4-(diphenylamino)phenyl)-4,4'-di-n-hexylclopentadithiophen-2-yl)benzaldehyde 
• 1240243-70-2 7'-(4-(diphenylamino)phenyl)-9,9,9',9'-tetraoctyl-9H,9'H-2,2'-bifluorene-7-carbonitrile 
• 1240243-67-7 7-(4-(N,N-diphenylamino)phenyl)-9,9-dioctyl-9H-fluorene-2-carbonitrile 
• 1301629-54-8 N,N-diphenyl-4-(5-(6-phenyl-2,2'-bipyridin-4-yl)thiophen-2-yl)aniline 
• 1310371-01-7 N,N-diphenyl-4-[5-[6-[3-(trifluoromethyl)phenyl]-2,2'-bipyridin-4-yl]thiophen-2-yl]aniline 
• 1310371-04-0 4-[5-[6-(3-methoxyphenyl)-2,2'-bipyridin-4-yl]thiophen-2-yl]-N,N-diphenylaniline 
• 1334531-93-9 methyl 2-(4-(diphenylamino)phenyl)-2-(4-chlorophenyl)-3-phenylpropanoate 
• 1310803-84-9 C₄₈H₄₄N₂O₂ 
• 1310803-83-8 C₄₆H₃₆N₂O₄ 
• 830325-93-4 (4-(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)-N,N-diphenyl-aniline) 
• 1379795-66-0 ethyl 4-(4-(diphenylamino)phenyl)-6-formylthieno[3,4-b]thiophene-2-carboxylate 
• 1192758-96-5 4-(4-(pyridin-2-yl)-2,1,3-benzothiadiazol-7-yl)triphenylamine 
• 1422552-47-3 4′-(2-(diphenylphosphoryl)phenoxy)-N,N-diphenylbiphenyl-4-amine 

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