Name: 2-(4-BIPHENYLYL)-5-PHENYL-1,3,4-OXADIAZOLE
SKU: 852-38-0

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Basic Information

Molecular Structure:
CAS No.:	852-38-0
Name:	2-(4-BIPHENYLYL)-5-PHENYL-1,3,4-OXADIAZOLE
Article Data:	9

Formula:	C₂₀H₁₄N₂O
Molecular Weight:	298.344
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;
EINECS:	212-712-0
Density:	1.172 g/cm³
Melting Point:	167-169 °C
Boiling Point:	480.7 °C at 760 mmHg
Flash Point:	240.7 °C
Solubility:	Soluble in toluene and xylene, insoluble in water
Appearance:	white fine crystalline powder
Safety:	22-24/25
PSA:	38.92000
LogP:	5.07060

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

Conditions	Yield
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

Conditions	Yield
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

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

...Expand

: 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

Conditions	Yield
With lead dioxide In acetic acid at 90 - 100℃; for 0.5h;	65%

: 100989-00-2
DC-S337

: 852-38-0
2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole

Conditions

Conditions	Yield
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

Conditions	Yield
Multistep reaction;

: 92-92-2
biphenyl-4-carboxylic acid

: 852-38-0
2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

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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