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

Base Information

• Chemical Name: 5-Phenyl-1,3,4-oxadiazole-2-carbonyl chloride
• CAS No.: 98591-60-7
• Molecular Formula: C9H5 Cl N2 O2
• Molecular Weight: 208.604
• Hs Code.: 2934999090
• European Community (EC) Number: 638-955-6
• DSSTox Substance ID: DTXSID00381487
• Nikkaji Number: J3.391.722H
• Wikidata: Q82172342
• Mol file: 98591-60-7.mol

Synonyms:5-phenyl-1,3,4-oxadiazole-2-carbonyl chloride;98591-60-7;5-PHENYL-1,3,4-OXADIAZOLE-2-CARBONYLCHLORIDE;SCHEMBL893125;DTXSID00381487;BNBPFMDHCGJSSB-UHFFFAOYSA-N;MFCD03086204;AS-9650;FT-0620746;5-phenyl-[1,3,4]oxadiazole-2-carbonyl chloride;5-phenyl-1,3,4-oxadiazole-2-carbonyl-chloride;5-phenyl-1,3,4-oxadiazole-2-carbonyl chloride, AldrichCPR

Chemical Property of 5-Phenyl-1,3,4-oxadiazole-2-carbonyl chloride

Chemical Property:

• Vapor Pressure: 3.92E-05mmHg at 25°C
• Melting Point: 80-90
• Boiling Point: 352.1°Cat760mmHg
• Flash Point: 166.8°C
• PSA: 55.99000
• Density: 1.387g/cm³
• LogP: 2.11560
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 208.0039551
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

98%min ^*data from raw suppliers

5-Phenyl-1,3,4-oxadiazole-2-carbonylChloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NN=C(O2)C(=O)Cl

Technology Process of 5-Phenyl-1,3,4-oxadiazole-2-carbonyl chloride

There total 6 articles about 5-Phenyl-1,3,4-oxadiazole-2-carbonyl chloride 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:

5-phenyl-1,3,4-oxadiazole-2-carboxylic acid (99066-76-9) → 5-phenyl-1,3,4-oxadiazole-2-carbonyl chloride (98591-60-7)

Guidance literature:

With thionyl chloride; for 4h; Reflux;

DOI:10.1016/j.bmc.2013.07.024

Reference yield:

potassium 5-(phenyl)-1,3,4-oxadiazole-2-carboxylate → 5-phenyl-1,3,4-oxadiazole-2-carbonyl chloride (98591-60-7)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In acetonitrile; at 0 ℃; for 2.16667h;

DOI:10.1021/ol5033909

Reference yield:

ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate (16691-25-1) → 5-phenyl-1,3,4-oxadiazole-2-carbonyl chloride (98591-60-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: thionyl chloride / 4 h / Reflux

With thionyl chloride; water; lithium hydroxide; In tetrahydrofuran;

DOI:10.1016/j.bmc.2013.07.024

upstream raw materials:

oxalyl dichloride

5-phenyl-2H-1,2,3,4-tetrazole

benzoic acid hydrazide

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

Downstream raw materials:

5-phenyl-[1,3,4]oxadiazole-2-carboxylic acid [2-(2,6-dioxo-piperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl]-methylamide

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

Refernces

• 1、 Kumar, N. N. Bhuvan,Kuznetsov, Dmitry M.,Kutateladze, Andrei G.. "Intramolecular cycloadditions of photogenerated azaxylylenes with oxadiazoles provide direct access to versatile polyheterocyclic ketopiperazines containing a spiro-oxirane moiety". . p. 438 - 441. Retrieved 2015/03/03.