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Benzophenone imine can be prepared by the thermal decomposition of benzophenone oxime: [2]. 2 (C 6 H 5) 2 C=NOH → (C 6 H 5) 2 C=NH + (C 6 H 5) 2 C=O. Benzophenone imine can also be synthesized by addition of phenylmagnesium bromide to benzonitrile followed by careful hydrolysis (lest the imine be hydrolyzed): [3]
Benzophenone is a naturally occurring organic compound with the formula (C 6 H 5) 2 CO, generally abbreviated Ph 2 CO. Benzophenone has been found in some fungi, fruits and plants, including grapes. [4] It is a white solid with a low melting point and rose-like odor [5] that is soluble in organic solvents. Benzophenone is the simplest ...
When R = H, the compound is a primary imine, when R is hydrocarbyl, the compound is a secondary imine. If this group is not a hydrogen atom, then the compound can sometimes be referred to as a Schiff base. [9] When R 3 is OH, the imine is called an oxime, and when R 3 is NH 2 the imine is called a hydrazone.
Benzophenone may undergo the pinacol coupling photochemically. [4] Benzaldehyde may also be used as a substrate with the use of catalytic vanadium(III) chloride and aluminium metal as the stoichiometric reductant. [5] This heterogeneous reaction in water at room temperature yields 72% after 3 days with 56:44 dl:meso composition.
[4] [10] One such method makes use of hydrogen peroxide as the oxidizer and iodine or an iodine salt as a catalyst for the oxidation occurring in a polar solvent; e.g. isopropyl alcohol. [11] When heated to near its melting point, 1,4-benzoquinone sublimes, even at atmospheric pressure, allowing for an effective purification.
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