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CAS No.: | 40320-60-3 |
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Name: | 1-Benzhydrylazetidin-3-one |
Molecular Structure: | |
Formula: | C16H15NO |
Molecular Weight: | 237.301 |
Synonyms: | 1-(1,1-Diphenylmethyl)azetidin-3-one;1-(Diphenylmethyl)-3-azetidinone;1-[Bis(phenyl)methyl]azetidin-3-one;N-Benzhydrylazetidin-3-one;N-Diphenylmethylazetidin-3-one; |
Density: | 1.182 g/cm3 |
Melting Point: | 75.0 to 79.0 °C |
Boiling Point: | 351.9 °C at 760 mmHg |
Flash Point: | 156.1 °C |
Safety: | 24/25 |
PSA: | 20.31000 |
LogP: | 2.59860 |
1-(diphenylmethyl)-3-hydroxyazetidine
N-benzhydryl 3-azetidinone
Conditions | Yield |
---|---|
Stage #1: 1-(diphenylmethyl)-3-hydroxyazetidine With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -78℃; for 1h; Stage #2: With triethylamine In dichloromethane | 96% |
With oxalyl dichloride; dimethyl sulfoxide at -78℃; Swern oxidation; | 93% |
With sulfur trioxide pyridine complex; triethylamine In dimethyl sulfoxide at 10 - 30℃; | 92.4% |
1-(diphenylmethyl)-3-hydroxyazetidine
N-benzhydryl 3-azetidinone
Conditions | Yield |
---|---|
With triethylamine In dimethyl sulfoxide | 89% |
1-(diphenylmethyl)-3-azetidinol hydrochloride
N-benzhydryl 3-azetidinone
Conditions | Yield |
---|---|
With sulfur trioxide pyridine complex; triethylamine In dimethyl sulfoxide at 0 - 20℃; | 82% |
With sulfur trioxide pyridine complex; triethylamine In tetrahydrofuran; dimethyl sulfoxide at 0 - 20℃; for 2h; | 67% |
With sulfur trioxide pyridine complex; triethylamine In dimethylsulfoxide-d6 for 2h; | 66% |
pyridine-2-sulfonic acid
1-(diphenylmethyl)-3-hydroxyazetidine
N-benzhydryl 3-azetidinone
Conditions | Yield |
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With triethylamine In dimethyl sulfoxide at 50℃; for 0.666667h; | 60% |
aminodiphenylmethane hydrochloride
N-benzhydryl 3-azetidinone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: NaOH / H2O; CH2Cl2 / 12 h / 20 °C 1.2: 51 percent / methanol / 72 h / 20 °C 2.1: alkaline aq. solution; CH2Cl2 / 1 h / 20 °C 2.2: 50 percent / SO3*pyridine; TEA / dimethylsulfoxide / 2 h / 20 °C View Scheme |
Benzhydrylamine
N-benzhydryl 3-azetidinone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2.) 1 N NaOH / 1.) a) RT, 3 d, b) reflux, 72 h, 2.) Et2O 2: 67 percent / pyridine, phosphoric acid, dicyclohexylcarbodiimide, DMSO / CH2Cl2 / 2 h / Ambient temperature View Scheme |
1-benzhydryl-3-hydroxy-azetidine-3-carbonitrile
N-benzhydryl 3-azetidinone
Conditions | Yield |
---|---|
With sodium hydroxide; dihydrogen peroxide; dimethyl sulfoxide In methanol; water at 45℃; for 0.166667h; Product distribution / selectivity; |
oxalyl dichloride
1-(diphenylmethyl)-3-azetidinol hydrochloride
N-benzhydryl 3-azetidinone
Conditions | Yield |
---|---|
With triethylamine In dichloromethane; dimethyl sulfoxide; ethyl acetate |
N-benzhydryl 3-azetidinone
chloroformic acid ethyl ester
3-oxo-azetidine-1-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
In benzene Heating; | 100% |
isonipecotic acid
N-benzhydryl 3-azetidinone
1-[1-(diphenylmethyl)azetidin-3-yl]piperidine-4-carboxylic acid
Conditions | Yield |
---|---|
With methanol; polymer-bound trimethyl ammonium cyanoborohydride; acetic acid at 120℃; for 0.0833333h; Polystyrene; Microwave irradiation; | 100% |
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The 1-Benzhydrylazetidin-3-one, also known as 1-Benzhydryl-3-azetidinone, is an organic compound with the formula C16H15NO. It belongs to the product category of Ring Systems. With the CAS registry number 40320-60-3, its IUPAC name is 1-benzhydrylazetidin-3-one.
Physical properties of 1-Benzhydrylazetidin-3-one: (1)ACD/LogP: 2.12; (2)#H bond acceptors: 2; (3)#Freely Rotating Bonds: 3; (4)Index of Refraction: 1.626; (5)Molar Refractivity: 71.09 cm3; (6)Molar Volume: 200.6 cm3; (7)Surface Tension: 51.5 dyne/cm; (8)Density: 1.182 g/cm3; (9)Flash Point: 156.1 °C; (10)Enthalpy of Vaporization: 59.66 kJ/mol; (11)Boiling Point: 351.9 °C at 760 mmHg; (12)Vapour Pressure: 3.99E-05 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1C(=O)CN1C(C2=CC=CC=C2)C3=CC=CC=C3
(2)InChI: InChI=1S/C16H15NO/c18-15-11-17(12-15)16(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10,16H,11-12H2
(3)InChIKey: AVUDXLOVIBJFQA-UHFFFAOYSA-N