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

pka

7.44±0.10(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

1-Diphenylmethylazetidine Usage And Synthesis

Uses

Azetidine derivatives as antiarrhythmic agents

Uses

1-(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 Description

1-(Diphenylmethyl)azetidine is a N-containing heterocyclic building block.

Synthesis

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(107128-00-7)Related Product Information

• Azetidine
• TRIMETHYLENE OXIDE
• Hexamethyldisilazane
• 5-Methyl-1H-benzotriazole
• Toluene
• (-)-2-[METHYLAMINO]-1-PHENYLPROPANE
• 1-(Diphenylmethyl)-3-hydroxyazetidine
• 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