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2-(4-Biphenylyl)-5-phenyl-1,3,4-oxadiazole

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Name

2-(4-Biphenylyl)-5-phenyl-1,3,4-oxadiazole

EINECS 212-712-0
CAS No. 852-38-0 Density 1.172 g/cm3
PSA 38.92000 LogP 5.07060
Solubility Soluble in toluene and xylene, insoluble in water Melting Point 167-169 °C
Formula C20H14N2O Boiling Point 480.7 °C at 760 mmHg
Molecular Weight 298.344 Flash Point 240.7 °C
Transport Information N/A Appearance white fine crystalline powder
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 852-38-0 (2-(4-BIPHENYLYL)-5-PHENYL-1,3,4-OXADIAZOLE) Hazard Symbols N/A
Synonyms

1,3,4-Oxadiazole,2-(4-biphenylyl)-5-phenyl- (6CI,8CI);2-(4-Biphenyl)-5-phenyl-1,3,4-oxadiazole;2-(4-Biphenylyl)-5-phenyl-1,3,4-oxadiazole;2-(p-Biphenyl)-5-phenyl-1,3,4-oxadiazole;2-Phenyl-5-(4-biphenylyl)-1,3,4-oxadiazole;2-Phenyl-5-(4'-biphenylyl)-1,3,4-oxadiazole;2-Phenyl-5-p-biphenylyl-1,3,4-oxadiazole;2-p-Biphenylyl-5-phenyl-1,3,4-oxadiazole;5-(4'-Biphenylyl)-2-phenyl-1,3,4-oxadiazole;5-p-Biphenylyl-2-phenyl-1,3,4-oxadiazole;NSC 24858;PBD;Phenyl-2-p-biphenylyl-5-oxadiazole-1,3,4;

Article Data 9

2-(4-Biphenylyl)-5-phenyl-1,3,4-oxadiazole Synthetic route

613-94-5

benzoic acid hydrazide

92-92-2

biphenyl-4-carboxylic acid

852-38-0

2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole

Conditions
ConditionsYield
With PS-PPh3; trichloroacetonitrile In acetonitrile at 150℃; for 0.333333h; microwave irradiation;85%
412956-37-7

C20H16N2O

852-38-0

2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole

Conditions
ConditionsYield
Stage #1: C20H16N2O With iodine; potassium carbonate In dimethyl sulfoxide at 20℃; Green chemistry;
Stage #2: With dihydrogen peroxide In water; dimethyl sulfoxide at 20℃; for 7h; Green chemistry;
85%
With sodium hypochlorite In water; tert-butyl alcohol at 0 - 20℃;225 mg
18622-23-6

4-phenylbenzohydrazide

591-50-4

iodobenzene

119072-55-8, 7188-38-7

tert-butylisonitrile

852-38-0

2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; sodium acetate In N,N-dimethyl-formamide at 130℃; for 3h; Inert atmosphere;74%
86268-09-9

Biphenyl-4-carboxylic acid [1-phenyl-meth-(E)-ylidene]-hydrazide

852-38-0

2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole

Conditions
ConditionsYield
With lead dioxide In acetic acid at 90 - 100℃; for 0.5h;65%
852-38-0

2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole

Conditions
ConditionsYield
With trichlorophosphate
With trichlorophosphate for 10h; Reflux;

C17H16O4

613-94-5

benzoic acid hydrazide

852-38-0

2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole

Conditions
ConditionsYield
Multistep reaction;
92-92-2

biphenyl-4-carboxylic acid

852-38-0

2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-methylimidazole / CH2Cl2; toluene / 0.5 h / 0 - 20 °C
View Scheme
613-94-5

benzoic acid hydrazide

852-38-0

2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: POCl3
View Scheme
14002-51-8

4-biphenyl-carboxylic acid chloride

852-38-0

2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: POCl3
View Scheme
720-75-2

methyl 4-phenylbenzoate

852-38-0

2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrazine
2: pyridine / Heating
3: trichlorophosphate / 10 h / Reflux
View Scheme

2-(4-Biphenylyl)-5-phenyl-1,3,4-oxadiazole Specification

The 2-(4-Biphenylyl)-5-phenyl-1,3,4-oxadiazole is an organic compound with the formula C20H14N2O. The IUPAC name of this chemical is 2-phenyl-5-(4-phenylphenyl)-1,3,4-oxadiazole. With the CAS registry number 852-38-0 and EINECS 212-712-0, it is also named as 1,3,4-Oxadiazole, 2-(1,1'-biphenyl)-4-yl-5-phenyl-. The product's category is Biphenyl Derivatives. It is white fine crystalline powder which is soluble in toluene and xylene, insoluble in water. When using it, people should not breathe dust and avoid contact with skin and eyes. Additionally, this chemical should be sealed in the container and stored at the temperature of 2-8 °C.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 6.34; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.34; (4)ACD/LogD (pH 7.4): 6.34; (5)ACD/BCF (pH 5.5): 38447.32; (6)ACD/BCF (pH 7.4): 38447.32; (7)ACD/KOC (pH 5.5): 66593.3; (8)ACD/KOC (pH 7.4): 66593.3; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.612; (13)Molar Refractivity: 88.51 cm3; (14)Molar Volume: 254.5 cm3; (15)Polarizability: 35.08×10-24 cm3; (16)Surface Tension: 47.9 dyne/cm; (17)Enthalpy of Vaporization: 71.68 kJ/mol; (18)Vapour Pressure: 6.2E-09 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Exact Mass: 298.110613; (21)MonoIsotopic Mass: 298.110613; (22)Topological Polar Surface Area: 38.9; (23)Heavy Atom Count: 23; (24)Complexity: 355.

Uses of 2-(4-Biphenylyl)-5-phenyl-1,3,4-oxadiazole: It can react with acetyl chloride to get 1-[4'-(5-phenyl-[1,3,4]oxadiazol-2-yl)-biphenyl-4-yl]-ethanone. This reaction needs reagent AlCl3 and solvent CH2Cl2 by heating. The reaction time is 5 hours. The yield is 80%.

People can use the following data to convert to the molecule structure.
1. SMILES:n1nc(oc1c2ccccc2)c4ccc(c3ccccc3)cc4
2. InChI:InChI=1/C20H14N2O/c1-3-7-15(8-4-1)16-11-13-18(14-12-16)20-22-21-19(23-20)17-9-5-2-6-10-17/h1-14H
3. InChIKey:WMAXWOOEPJQXEB-UHFFFAOYAA

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