66052-06-0

Basic information

• Product Name: 4-N-HEXYLOXYBENZONITRILE
• Synonyms: 4-HEXYLOXYBENZONITRILE;4-N-HEXYLOXYBENZONITRILE;LABOTEST-BB LT01290078;P-(HEXYLOXY)BENZONITRILE;4-(Hexyloxy)benzonitritle;p-(Hexyloxy)benzonitritle
• CAS NO: 66052-06-0
• Molecular Formula: C₁₃H₁₇NO
• Molecular Weight: 203.28
• Product Categories: Aromatic Nitriles;Anisoles, Alkyloxy Compounds & Phenylacetates;Nitriles
• Mol File: 66052-06-0.mol
• Article Data: 15

Chemical Properties

• Melting Point: 32 °C
• Boiling Point: 326.2 °C at 760 mmHg
• Flash Point: 137.7 °C
• Appearance: /
• Density: 0.99 g/cm³
• Water Solubility: at 25 deg C (mg/L): 195.3
• CAS DataBase Reference: 4-N-HEXYLOXYBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-N-HEXYLOXYBENZONITRILE(66052-06-0)
• EPA Substance Registry System: 4-N-HEXYLOXYBENZONITRILE(66052-06-0)

Safety Data

• Hazardous Substances Data: 66052-06-0(Hazardous Substances Data)

Usage

Description

4-N-HEXYLOXYBENZONITRILE is a chemical compound characterized by the molecular formula C14H19NO and a molecular weight of 217.31 g/mol. It is a nitrile derivative featuring a hexyloxy group attached to the fourth carbon of a benzene ring, which contributes to its unique chemical properties and potential applications.

Uses

Used in Pharmaceutical Industry:
4-N-HEXYLOXYBENZONITRILE is used as a precursor in the synthesis of various pharmaceuticals for its ability to contribute to the development of new medicinal compounds with specific therapeutic properties.
Used in Pesticide Industry:
4-N-HEXYLOXYBENZONITRILE is used as a chemical intermediate in the production of pesticides, playing a role in creating effective and targeted pest control agents.
Used in Dye Industry:
4-N-HEXYLOXYBENZONITRILE is utilized in the synthesis of dyes, contributing to the creation of a diverse range of colorants for various applications.
Used in Chemical Intermediates:
4-N-HEXYLOXYBENZONITRILE is used as a building block in the development of new materials with specific properties, serving as a key component in the synthesis of various organic substances.
Used in Material Development:
4-N-HEXYLOXYBENZONITRILE is employed as a precursor for the development of new materials with tailored properties, potentially leading to advancements in various industries.

Upstream product

• 767-00-0 4-cyanophenol 
• 111-27-3 hexan-1-ol 
• 623-03-0 4-Cyanochlorobenzene 
• 623-00-7 4-bromobenzenecarbonitrile 
• 1179499-89-8 4-(6-hydroxyhexyloxy)benzonitrile 
• 3328-57-2 sodium 4-cyanophenolate 
• 80641-18-5 4-(n-hexyloxy)benzamidoxime 
• 111-25-1 1-bromo-hexane 

Downstream Products

• 1094682-19-5 5-(4-hexyloxyphenyl)-2H-tetrazole 
• 80641-18-5 C₁₃H₂₀N₂O₂ 
• 744221-50-9 3-(4-hexyloxy-benzylcarbamoyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 4950-91-8 [4-(hexyloxy)phenyl]methanamine 
• 31065-96-0 4-hexyloxy-benzamidine 
• 723238-54-8 4-(Hexyloxy)Benzenecarboximidic Acid Ethyl Ester 
• 80641-18-5 4-(n-hexyloxy)benzamidoxime 

Relevant articles and documents

Diaryl Ether Formation Merging Photoredox and Nickel Catalysis

Photoredox and Ni catalysis are combined to produce diaryl ethers under mild conditions. A broad range of aryl halides and phenol derivatives are cross-coupled in the presence of a readily available organic photocatalyst and NiBr2(dtbpy). Symmetrical diaryl ethers have also been directly obtained from aryl bromides in the presence of water. Mechanistic investigations support the involvement of Ni(0) species at the outset of the reaction and a Ni(II)/Ni(III)-photocatalyzed single electron transfer process preceding the productive C(sp2)-OAr reductive elimination.

Discovery and characterization of a novel perylenephotoreductant for the activation of aryl halides

To develop a photocatalyst with catalytical activity for substrates with low reactivities is always highly desired. Herein, based on the principle of structure–property relationships, we rationally designed the natural product cercosporin, the naturally occurring perylenequinonoid pigment, to develop a novel organic perylenephotoreductant, hexacetyl reduced cercosporin (HARCP), through structural manipulation. Compared with cercosporin, HARCP shows prominent electrochemical and photophysical characteristics with greatly improved photoreductive activity, fluorescence lifetime and fluorescence quantum yield. These properties allowed HARCP as a powerful photoreductant to efficiently realize a series of benchmark reactions, including photoreduction, alkoxylation and hydroxylation to construct C–H and C–O bonds using aryl halides as substrates under mild conditions, all of which have never been achieved by the same photocatalyst. Thus, this study well supports the notion that the principle between structural manipulation and photocatalytic activity is of great significance to design customized photocatalysts for photoredox chemistry.

Semiheterogeneous Dual Nickel/Photocatalytic (Thio)etherification Using Carbon Nitrides

A carbon nitride material can be combined with homogeneous nickel catalysts for light-mediated cross-couplings of aryl bromides with alcohols under mild conditions. The metal-free heterogeneous semiconductor is fully recyclable and couples a broad range of electron-poor aryl bromides with primary and secondary alcohols as well as water. The application for intramolecular reactions and the synthesis of active pharmaceutical ingredients was demonstrated. The catalytic protocol is applicable for the coupling of aryl iodides with thiols as well.