73259-67-3

Usage

Nitro compound

Contains a nitro group (-NO2) a functional group that consists of one nitrogen atom and two oxygen atoms.

Benzene ring

The compound has a benzene ring, which is a six-membered aromatic ring with alternating single and double carbon-carbon bonds.

Nitro group position

1-position the nitro group is attached to the first carbon atom of the benzene ring.

1-Phenylethoxy group

A phenyl group (a ring with a substituent attached to the carbon atom) connected to an ethoxy group (an ethyl group attached to an oxygen atom) at the 4-position of the benzene ring.

Pharmaceutical and chemical industries use

Commonly used as a precursor in the synthesis of various organic compounds.

Biological activity

Known to have biological activity and has been studied for its potential pharmacological effects.

Toxicity and health hazards

Potential toxicity and health hazards associated with 1-nitro-4-(1-phenylethoxy)benzene, requiring careful handling and storage.

Upstream product

• 98-85-1 1-Phenylethanol 
• 350-46-9 4-Fluoronitrobenzene 
• 905718-45-8 [(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] 
• 100-02-7 4-nitro-phenol 
• 134920-71-1 1-Diphenylphosphinoxy-1-phenylethan 

Relevant academic research and scientific papers

Metal-free synthesis of aryl ethers in water

The first arylation of allylic and benzylic alcohols with diaryliodonium salts is reported. The reaction yields alkyl aryl ethers under mild and metal-free conditions. Phenols are arylated to diaryl ethers in good to excellent yields. The reaction employs diaryliodonium salts and sodium hydroxide in water at low temperature, and excess amounts of the coupling partners are avoided.

Efficient method for the preparation of carboxylic acid alkyl esters or alkyl phenyl ethers by a new-type of oxidation-reduction condensation using 2,6-dimethyl-1,4-benzoquinone and alkoxydiphenylphosphines

A new-type of oxidation-reduction condensation proceeded smoothly to afford carboxylic acid alkyl esters or alkyl phenyl ethers in good to high yields by combined use of alkoxydiphenylphosphines (1) having primary, bulky secondary or tertiary alkoxy groups, a mild quinone-type oxidant such as 2,6-dimethyl-1,4-benzoquinone (DMBQ) and carboxylic acids or phenols. Generally, alkoxydiphenylphosphines were prepared easily from chlorodiphenylphosphine (2) and alcohols in the presence of pyridine, and were isolated by distillation. On the other hand, the phosphines 1 were also prepared in situ from N,N-dimethylaminodiphenylphosphine (3a) and primary or secondary alcohols while primary, bulky secondary or tertiary alkoxydiphenylphosphines were alternatively formed in situ by adding 2 to the "BuLi-treated alcohols in order to perform the above reactions by a one-pot procedure from alcohols and nucleophiles. The reaction of thus formed 1, DMBQ and carboxylic acids or phenols afforded the corresponding alkylated products, including hindered secondary and tertiary alkylated ones, in good to high yields at room temperature. In the case of using chiral secondary alcohols, the corresponding carboxylic acid alkyl esters were obtained as well in high yields with perfect inversion of stereochemistry by SN2 replacement.

Electron Apportionment in Cleavage of Radical Anions. 1. Nitro-Substituted Benzyl Phenyl Ethers

The radical anions of 4-nitrobenzyl phenyl ethers undergo cleavage at least 10E4 times faster than the radical anions of corresponding 4-nitrophenyl benzyl ethers despite a perceived thermodynamic advantage for the latter set of reactions.It is suggested that this results reflects a kinetic advantage for cleavage reactions which take place with regioconservation of spin density.