3379-37-1

Basic information

• Product Name: 1,2-Diphenoxybenzene
• Synonyms: 1,2-Diphenoxybenzene;o-Diphenoxybenzene;o-Phenylenebis(oxy)dibenzene
• CAS NO: 3379-37-1
• Molecular Formula: C₁₈H₁₄O₂
• Molecular Weight: 0
• Mol File: 3379-37-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Diphenoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Diphenoxybenzene(3379-37-1)
• EPA Substance Registry System: 1,2-Diphenoxybenzene(3379-37-1)

Safety Data

• Hazardous Substances Data: 3379-37-1(Hazardous Substances Data)

Usage

Physical state

Colorless to light yellow liquid

Odor

Floral

Uses

a. Fragrance ingredient in perfumes and cosmetics
b. Precursor in the synthesis of other organic compounds

Polarity

Non-polar molecule

Solubility

a. Insoluble in water
b. Soluble in organic solvents

Toxicity

Not highly toxic, but can cause irritation to respiratory and digestive systems upon inhalation or ingestion of large amounts

Effects

May have narcotic effects on the central nervous system

Primary uses

Aromatic properties and as a chemical building block in organic synthesis

Upstream product

• 100-67-4 potassium phenolate 
• 583-53-9 2,3-dibromobenzene 
• 120-80-9 benzene-1,2-diol 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 34883-46-0 1-(2-iodophenoxy)benzene 
• 108-95-2 phenol 
• 615-42-9 1,2-Diiodobenzene 
• 591-50-4 iodobenzene 

Relevant articles and documents

Intramolecular Aryl Migration of Diaryliodonium Salts: Access to ortho-Iodo Diaryl Ethers

By using vicinal trifluoromethanesulfonate-substituted diaryliodonium salts, a novel approach was developed for the synthesis of ortho-iodo diaryl ethers by intramolecular aryl migration. The reaction conditions are mild with a broad substrate scope. Mechanistic insight suggests a sulfonyl-directed nucleophilic aromatic substitution pathway. Additionally, the product ortho-iodo diaryl ethers serve as versatile synthons as demonstrated with several coupling reactions. Furthermore, a useful thyroxine analogue of the 3-iodo-l-thyronine (3-T1) derivative was synthesized by this aryl migration procedure.

Recyclable heterogeneous copper oxide on alumina catalyzed coupling of phenols and alcohols with aryl halides under ligand-free conditions

An efficient alumina-supported CuO-catalyzed O-arylation of phenols and aliphatic alcohols with various aryl as well as heteroaryl halides under ligand-free conditions are reported. This protocol provides a variety of diaryl ether and bis-diaryl ether motifs by reacting different aryl/aliphatic halides with differently substituted phenols and saturated alcohols in the presence of a catalytic amount of CuO on alumina and KOH as a base at moderate temperature under nitrogen atmosphere. The described methodology is simple, straightforward and efficient to afford the cross-coupled products in high yields under ligand-free conditions. The explored catalyst is inexpensive, air-stable and recyclable up to three cycles.

Facile O-Arylation of Phenols and Carboxylic Acids

(Equation presented) A facile, transition-metal-free O-arylation procedure for phenols and aromatic carboxylic acids has been developed that affords good to excellent yields of arylated products under very mild reaction conditions. A methoxy-substituted aryl triflate affords O-arylated products in high yields with excellent regioselectivity. This chemistry tolerates a variety of functional groups.