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1-Diphenylmethylazetidine

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CAS:107128-00-7
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  • CAS:107128-00-7
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1-Diphenylmethylazetidine Basic information
Product Name:1-Diphenylmethylazetidine
Synonyms:LABOTEST-BB LT00159241;1-(DIPHENYLMETHYL)AZETIDINE;N-Benzhydrylazetidine;1-Benzhydrylazetidine;N-(Diphenylmethyl)azetidine;1-(DiphenylMethyl)azetidine7.;Azetidine, 1-(diphenylmethyl)-;1-Diphenylmethylazetidine ISO 9001:2015 REACH
CAS:107128-00-7
MF:C16H17N
MW:223.31
EINECS:
Product Categories:Aromatics;Heterocycles;Heterocyclic Building Blocks;N-Containing;Others
Mol File:107128-00-7.mol
1-Diphenylmethylazetidine Structure
1-Diphenylmethylazetidine Chemical Properties
Melting point 109-112 °C (lit.)
Boiling point 307.7±11.0 °C(Predicted)
density 1.093±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka7.44±0.10(Predicted)
AppearanceWhite to off-white Solid
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
1-Diphenylmethylazetidine Usage And Synthesis
UsesAzetidine derivatives as antiarrhythmic agents
Uses1-(Diphenylmethyl)azetidine may be used in the preparation of monofunctional poly(tetrahydrofuran), (poly(THF)), having a 1-(diphenylmethyl)azetidinium end group.
Synthesis Reference(s)Synthetic Communications, 18, p. 205, 1988 DOI: 10.1080/00397918808077346
General Description1-(Diphenylmethyl)azetidine is a N-containing heterocyclic building block.
Synthesis
1-Bromo-3-chloropropane

109-70-6

Benzhydrylamine

91-00-9

1-Butanol

71-36-3

1-Diphenylmethylazetidine

107128-00-7

Example 1 Synthesis of N-diphenylmethylazetidine: To a 7.5 liter aqueous solution containing 6.9 kg (50 moles) of potassium carbonate, 18.5 liters of n-butanol, 7.85 kg (50 moles) of 1-bromo-3-chloropropane, and 5.18 kg (25 moles, 97% purity, with 10% toluene as a residual solvent) of dibenzidine were sequentially added. The reaction mixture was heated to 100 °C with external steam under nitrogen protection and stirred slowly overnight. Upon completion of the reaction, about 12 liters of water were added to the mixture to dissolve the inorganic salt precipitate formed. The organic and aqueous layers were separated and about 18 liters of n-butanol and water were removed from the organic layer by distillation under reduced pressure. To the distillation residue 1.5 liters of methanol was added, slowly stirred and cooled to room temperature. The precipitated white solid was collected by filtration, washed twice with 700 mL of methanol and finally dried in a vacuum oven to give 4.2 kg (75% yield) of N-diphenylmethylazetidine with a melting point of 205°C (literature value: 107°-109°).

References[1] Patent: US4870189, 1989, A
1-Diphenylmethylazetidine Preparation Products And Raw materials
Raw materials1-Bromo-3-chloropropane-->Benzhydrylamine-->1-Butanol-->Water-->Toluene-->Methanol-->Potassium carbonate
Tag:1-Diphenylmethylazetidine(107128-00-7) Related Product Information
Azetidine TRIMETHYLENE OXIDE Hexamethyldisilazane 5-Methyl-1H-benzotriazole Toluene (-)-2-[METHYLAMINO]-1-PHENYLPROPANE 1-benzhydrylazetidin-3-Ol 1-Benzhydrylazetidine-3-carboxylic acid 1-benzhydrylazetidin-3-Ol 1-Benzhydrylazetane-3-carbonitrile 3-Amino-1-diphenylmethylazetidine 1-BENZHYDRYLAZETIDIN-3-ONE Azelnidipine 1-(Diphenylmethyl)-3-azetidinyl methanesulfonate METHYL 1-(DIPHENYLMETHYL)AZETIDINE-3-CARBOXYLATE 1-BENZHYDRYLAZETAN-3-OL tert-Butyl 1-benzhydryl-3-azetidinylcarbamate 1-(DIPHENYLMETHYL)-3-AZETIDINONE HYDROCHLORIDE

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