71026-66-9

Basic information

• Product Name: 4-(TERT-BUTOXYCARBONYLAMINO)ANILINE
• Synonyms: tert-butyl N-(4-aMinophenyl)carbaMate;N-Boc-benzene-1,4-diaMine;Carbamicacid,N-(4-aminophenyl)-,1,1-dimethylethylester;N-Boc-p-phenylenediamine >=97.0% (NT);BOC-1,4-PHENYLENEDIAMINE;(4-AMINO-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER;4-(TERT-BUTOXYCARBONYLAMINO)ANILINE;N-BOC-P-PHENYLENEDIAMINE
• CAS NO: 71026-66-9
• Molecular Formula: C₁₁H₁₆N₂O₂
• Molecular Weight: 208.26
• EINECS: 275-132-7
• Product Categories: N-BOC
• Mol File: 71026-66-9.mol
• Article Data: 74

Chemical Properties

• Melting Point: 113-115 °C
• Boiling Point: 295.4 °C at 760 mmHg
• Flash Point: 132.5 °C
• Appearance: beige to brownish crystalline powder
• Density: 1.152 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 13.49±0.70(Predicted)
• BRN: 2969618
• CAS DataBase Reference: 4-(TERT-BUTOXYCARBONYLAMINO)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(TERT-BUTOXYCARBONYLAMINO)ANILINE(71026-66-9)
• EPA Substance Registry System: 4-(TERT-BUTOXYCARBONYLAMINO)ANILINE(71026-66-9)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-43-50/53
• Safety Statements: 36/37-60-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 71026-66-9(Hazardous Substances Data)

Usage

Description

4-(TERT-BUTOXYCARBONYLAMINO)ANILINE, also known as N-Boc-p-phenylenediamine, is an organic compound with the chemical formula C10H16N2O2. It is a white crystalline solid that is soluble in organic solvents. 4-(TERT-BUTOXYCARBONYLAMINO)ANILINE is a versatile building block in organic synthesis and has various applications in different industries.

Uses

Used in Dye-Sensitized Solar Cell Applications:
4-(TERT-BUTOXYCARBONYLAMINO)ANILINE is used as a reactant to prepare perylene monoimide-based dyes, which are employed in dye-sensitized solar cell applications. These dyes have high light absorption and charge transfer properties, making them suitable for efficient energy conversion in solar cells.
Used in Hydrogen Fuel Cell Applications:
4-(TERT-BUTOXYCARBONYLAMINO)ANILINE is used as a starting material to synthesize covalent organic frameworks (COFs). These COFs are utilized as proton exchange membranes in hydrogen fuel cell applications. They exhibit high proton conductivity, excellent chemical stability, and good mechanical properties, making them ideal for efficient energy conversion in fuel cells.
Used in Pharmaceutical Applications:
4-(TERT-BUTOXYCARBONYLAMINO)ANILINE is used as a reactant in the synthesis of bestatin-derived hydroxamic acids, which are potent pan-HDAC inhibitors. These inhibitors have potential applications in the treatment of various diseases, including cancer, by modulating the activity of histone deacetylases (HDACs) and regulating gene expression.

InChI:InChI=1/C11H16N2O2/c1-11(2,3)15-10(14)13-9-6-4-8(12)5-7-9/h4-7H,12H2,1-3H3,(H,13,14)

Upstream product

• 24608-52-4 tert-butyl chloroformate 
• 106-50-3 1,4-phenylenediamine 
• 851651-82-6 tert-butyl (4-(vinylsulfonamido)phenyl)carbamate 
• 179321-49-4 N-(tert-butoxycarbonyl)-4-aminocyclohexanone 
• 395639-03-9 bis(1,1-dimethylethyl)(4-nitrophenyl)imidocarbonate 
• 100-01-6 4-nitro-aniline 
• 24424-99-5 di-tert-butyl dicarbonate 
• 86031-24-5 O-(tert-butoxycarbonyl)hydroxylamine 
• 34619-03-9 tert-butyldicarbonate 
• 18437-63-3 tert-butyl N-(4-nitrophenyl)carbamate 
• 54840-15-2 4-N-tert-butoxycarbonylaminophenol 
• 2733-41-7 4-nitrobenzoyl azide 

Downstream Products

• 160291-53-2 tert-butyl N-<4-(7-diethylamino-2-oxo-2H-chromene-3-carboxamido)phenyl>carbamate 
• 183740-30-9 3-[4-(N-BOC-amino)-phenylamino]-2-cyano-3-methylmercapto-acrylonitrile 
• 390406-02-7 (4-{3-[2-(3,4-dichloro-phenyl)-2-hydroxy-ethyl]-3-isopropyl-ureido}-phenyl)-carbamic acid tert-butyl ester 
• 347423-83-0 7-benzyloxy-2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylic acid 
• 401510-58-5 4-(N-tert-butyloxycarbonylamino)phenylcyanamide 
• 769121-30-4 (4-acetylaminophenyl)carbamic acid tert-butyl ester 

Relevant articles and documents

Combined Intrinsic and Extrinsic Proton Conduction in Robust Covalent Organic Frameworks for Hydrogen Fuel Cell Applications

Developing new materials for the fabrication of proton exchange membranes (PEMs) for fuel cells is of great significance. Herein, a series of highly crystalline, porous, and stable new covalent organic frameworks (COFs) have been developed by a stepwise synthesis strategy. The synthesized COFs exhibit high hydrophilicity and excellent stability in strong acid or base (e.g., 12 m NaOH or HCl) and boiling water. These features make them ideal platforms for proton conduction applications. Upon loading with H3PO4, the COFs (H3PO4?COFs) realize an ultrahigh proton conductivity of 1.13×10?1 S cm?1, the highest among all COF materials, and maintain high proton conductivity across a wide relative humidity (40–100 %) and temperature range (20–80 °C). Furthermore, membrane electrode assemblies were fabricated using H3PO4?COFs as the solid electrolyte membrane for proton exchange resulting in a maximum power density of 81 mW cm?2 and a maximum current density of 456 mA cm?2, which exceeds all previously reported COF materials.

Thiazole ring-containing amide compounds as well as preparation method and application thereof

The invention discloses thiazole ring-containing amide compounds as well as a preparation method and application thereof, and belongs to the field of chemical technologies and pesticides. According to the present invention, p-phenylenediamine is adopted as a raw material to synthesize a series of the thiazole ring-containing amide compounds, and the synthesized thiazole ring-containing amide compounds have good inhibition effects on Xanthomonas oryzae pv.Oryza (Xoo), Xanthomonas oryzae pv.Oryzcola (Xoc) and Xanthomonas axonophora pv.Citri (Xac) in agricultural diseases and insect pests, and can be used for preparing the anti-plant bacterium agent.

Direct and Divergent Solid-Phase Synthesis of Azobenzene and Spiropyran Derivatives

Here, we report a solid-phase approach to synthesize azobenzene and spiropyran derivatives. The divergent synthesis process requires no purification steps to obtain the desired product with a 28-55% yield, depending on the specific compound. For the spiropyran compounds, solid-phase resin cleavage is performed under mild conditions to minimize spiropyran ring opening. The solid-phase method enables the synthesis of a library of azobenzene and spiropyran derivatives without the need to develop purification strategies for each derivative.