827-53-2

Basic information

• Product Name: 1,4-Dioxane, 2-phenyl-
• CAS NO: 827-53-2
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Mol File: 827-53-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1,4-Dioxane, 2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dioxane, 2-phenyl-(827-53-2)
• EPA Substance Registry System: 1,4-Dioxane, 2-phenyl-(827-53-2)

Safety Data

• Hazardous Substances Data: 827-53-2(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Odor

Faint

Usage

Solvent in industrial and laboratory processes

Health hazard

Potential human carcinogen

Toxicity

Toxic to liver and kidneys

Exposure routes

Inhalation, ingestion, and skin contact

Environmental presence

Found in groundwater and surface water due to industrial discharge

Handling and disposal

Importance of proper handling and disposal to minimize impact on human health and the environment

Upstream product

• 96-09-3 styrene oxide 
• 107-21-1 ethylene glycol 
• 109-99-9 tetrahydrofuran 
• 908094-04-2 phenyldiazomethane 
• 73089-26-6 (4ar,4bt,8at,8bc)-2,3,4a,4b,8a,8b-hexahydro-benzo[3,4]cyclobuta[1,2-b][1,4]dioxine 
• 7664-93-9 sulfuric acid 
• 109-63-7 trifluoroborane diethyl ether 
• 104-15-4 toluene-4-sulfonic acid 
• 123-91-1 1,4-dioxane 
• 98-80-6 phenylboronic acid 
• 100-59-4 phenylmagnesium chloride 

Relevant articles and documents

Nickel complex catalyzed efficient activation of sp3and sp 2c-h bonds for alkylation and arylation of oxygen containing heterocyclic molecules

A nickel(II) complex (1) of N,N'-bis(2,6-diisopropylphenyl)-2,6- pyridinedicarboxamido (L) ligand was examined for catalytic coupling of Grignard reagents with the C-H bond of oxygen containing heterocyclic compounds such as tetrahydrofuran and furan. The nickel( II) complex showed excellent activity in catalyzing C-H activation and further coupling with various Grignard reagents. The effective activation of the C-H bond proceeded under ambient reaction conditions with a short reaction time (1-2 h). The catalyst (1) displays high turnover frequency of 4,130 h-1with catalyst loading as low as 0.01 mol%. This catalytic route could prove to be an efficient mode of activation of sp3and sp2C-H bonds in various heterocycles for the preparation of synthetically and pharmaceutically relevant molecules. Springer Science+Business Media New York 2013.

Direct functionalization of tetrahydrofuran and 1,4-dioxane: Nickel-catalyzed oxidative C(sp3)-H arylation

CHoose nickel: The nickel-catalyzed oxidative arylation of C(sp 3)-H bonds has been achieved. Several substituted arylboronic acids and various C(sp3)-H bonds were found to be suitable substrates for this novel transformation, which is likely to proceed through a radical pathway. This method allows the introduction of simple ether derivatives to construct α-arylated ethers. FG=functional group. Copyright

MODIFICATION OF SINGLET CARBENE REACTIVITIES BY SOLVENT

The solvent effect on the reactivity of singlet carbenes has been investigated.Competition reactions between pairs of alcohols for arylcarbenes in various solvents indicates that the O-H insertion selectivity is influenced only by 1,4-dioxane.Thus, phenylcarbene is some 33 times more reactive toward methanol relative to t-butyl alcohol in 90 molpercent dioxane than without solvent.Similar competition reactions between alcohol and olefin indicate that the O-H insertion-addition selectivities of arylcarbenes are considerably altered by dioxane.These results are interpreted as indicating that dioxane stabilizes singlet carbenes by complexing with its ione pairs of electrons.