![]() | |
Names | |
---|---|
Preferred IUPAC name
Diphenylmethanimine | |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.103.715 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C13H11N | |
Molar mass | 181.238 g·mol−1 |
Hazards | |
GHS labelling: | |
![]() | |
Warning | |
H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Benzophenone imine is an organic compound with the formula of (C6H5)2C=NH. A pale yellow liquid, benzophenone imine is used as a reagent in organic synthesis. [1]
Benzophenone imine can be prepared by the thermal decomposition of benzophenone oxime: [2]
Benzophenone imine can also be synthesized by addition of phenylmagnesium bromide to benzonitrile followed by careful hydrolysis (lest the imine be hydrolyzed): [3]
This method is known as Moureu-Mignonac ketimine synthesis. [4] Yet another route to benzophenone imine involves reaction of benzophenone and ammonia. [5]
Benzophenone imine undergoes deprotonation with alkyl lithium reagents. [6]
Primary amines can be protected as benzophenone imines, and the protected amines are stable in flash chromatography. [7]
Buchwald-Hartwig amination involves coupling aromatic halide and amine to form carbon-nitrogen bonds with the help of palladium-based catalysts. Benzophenone imine can be used as an ammonia-equivalent in such reactions. [1]
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![]() | |
Names | |
---|---|
Preferred IUPAC name
Diphenylmethanimine | |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.103.715 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C13H11N | |
Molar mass | 181.238 g·mol−1 |
Hazards | |
GHS labelling: | |
![]() | |
Warning | |
H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Benzophenone imine is an organic compound with the formula of (C6H5)2C=NH. A pale yellow liquid, benzophenone imine is used as a reagent in organic synthesis. [1]
Benzophenone imine can be prepared by the thermal decomposition of benzophenone oxime: [2]
Benzophenone imine can also be synthesized by addition of phenylmagnesium bromide to benzonitrile followed by careful hydrolysis (lest the imine be hydrolyzed): [3]
This method is known as Moureu-Mignonac ketimine synthesis. [4] Yet another route to benzophenone imine involves reaction of benzophenone and ammonia. [5]
Benzophenone imine undergoes deprotonation with alkyl lithium reagents. [6]
Primary amines can be protected as benzophenone imines, and the protected amines are stable in flash chromatography. [7]
Buchwald-Hartwig amination involves coupling aromatic halide and amine to form carbon-nitrogen bonds with the help of palladium-based catalysts. Benzophenone imine can be used as an ammonia-equivalent in such reactions. [1]
{{
cite book}}
: |journal=
ignored (
help); Missing or empty |title=
(
help)
{{
cite book}}
: |journal=
ignored (
help); Missing or empty |title=
(
help)