5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid

Base Information

• Chemical Name: 5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid
• CAS No.: 99066-76-9
• Molecular Formula: C9H6N2O3
• Molecular Weight: 190.158
• Hs Code.: 2934999090
• Mol file: 99066-76-9.mol

Synonyms:5-phenyl-[1,3,4]oxadiazole-2-carboxylic acid;5-Phenyl-1,3,4-oxdiazol-2-carbonsaeure;I04-4323;

Chemical Property of 5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid

Chemical Property:

• Boiling Point: 400.4±28.0 °C(Predicted)
• PKA: 1.82±0.10(Predicted)
• PSA: 76.22000
• Density: 1.393±0.06 g/cm3(Predicted)
• LogP: 1.43480

Purity/Quality:

97% ^*data from raw suppliers

5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid

There total 4 articles about 5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate (16691-25-1) → 5-phenyl-1,3,4-oxadiazole-2-carboxylic acid (99066-76-9)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/j.bmc.2013.07.024

Reference yield:

benzoic acid hydrazide (613-94-5) → 5-phenyl-1,3,4-oxadiazole-2-carboxylic acid (99066-76-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: p-toluenesulfonyl chloride / 20 °C

3: water; lithium hydroxide / tetrahydrofuran / 0.5 h / 20 °C

With water; triethylamine; p-toluenesulfonyl chloride; lithium hydroxide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2013.07.024

Reference yield:

ethyl 2-(2-benzoylhydrazineyl)-2-oxoacetate (60214-04-2) → 5-phenyl-1,3,4-oxadiazole-2-carboxylic acid (99066-76-9)

Guidance literature:

Multi-step reaction with 2 steps

1: p-toluenesulfonyl chloride / 20 °C

2: water; lithium hydroxide / tetrahydrofuran / 0.5 h / 20 °C

With water; p-toluenesulfonyl chloride; lithium hydroxide; In tetrahydrofuran;

DOI:10.1016/j.bmc.2013.07.024

upstream raw materials:

benzoic acid hydrazide

ethyl 2-(2-benzoylhydrazineyl)-2-oxoacetate

ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate

Downstream raw materials:

5-phenyl-1,3,4-oxadiazole-2-carbonyl chloride

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