3-Phenylisoxazole

Base Information

• Chemical Name: 3-Phenylisoxazole
• CAS No.: 1006-65-1
• Molecular Formula: C9H7NO
• Molecular Weight: 145.161
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60143422
• Nikkaji Number: J101.389K
• Wikidata: Q83007282
• ChEMBL ID: CHEMBL3276979
• Mol file: 1006-65-1.mol

Synonyms:3-Phenylisoxazole;3-phenyl-1,2-oxazole;1006-65-1;Isoxazole, 3-phenyl-;phenylisoxazole;3-Phenylisoxazol;3-phenyl-isoxazole;SCHEMBL139209;3-Phenylisoxazole, AldrichCPR;CHEMBL3276979;DTXSID60143422;AKOS006271674;BS-19048;CS-0439696;FT-0600229;EN300-138508

Chemical Property of 3-Phenylisoxazole

Chemical Property:

• Vapor Pressure: 0.00675mmHg at 25°C
• Refractive Index: 1.543
• Boiling Point: 279.6 °C at 760 mmHg
• Flash Point: 127.4 °C
• PSA: 26.03000
• Density: 1.11 g/cm³
• LogP: 2.34160
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 145.052763847
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Phenylisoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NOC=C2

Technology Process of 3-Phenylisoxazole

There total 93 articles about 3-Phenylisoxazole 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: 97.0%

3-phenyl-5-(trimethylsilyl)isoxazole (54773-27-2) → 3-phenylisoxazole (1006-65-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00446

Reference yield: 95.0%

3-phenyl-5-hydroxy-4,5-dihydroisoxazole (5868-58-6) → 3-phenylisoxazole (1006-65-1)

Guidance literature:

With sodium methylate; In methanol; Heating;

DOI:10.1016/S0040-4020(01)86800-9

Reference yield: 90.0%

3-Phenyl-5-nitro-Δ2-isoxazoline (7041-68-1) → 3-phenylisoxazole (1006-65-1)

Guidance literature:

With sodium methylate; In tetrahydrofuran; at -35 ℃; for 0.25h;

DOI:10.1007/s10593-007-0053-6

upstream raw materials:

3-phenyl-5-acetoxy-4,5-dihydroisoxazole

3-ethoxy-1-phenylprop-2-en-1-one

3-benzoyloxy-1-phenyl-propenone

benzohydroximoyl chloride

Downstream raw materials:

3-(p-nitrophenyl)isoxazole

3,5-dimethyl-3'-phenyl-4,5'-diazenediyl-bis-isoxazole

4-nitro-3-phenylisoxazole

hexamethyl benzenehexacarboxylate

Refernces

• 1、 Ambler, Philip W.,Paton, R. Michael,Tout, Jaki M.. "Synthesis of 3-Vinylisoxazole by a Nitrile Oxide Cycloaddition/Diels-Alder Cycloreversion Pathway". . p. 2661 - 2662. Retrieved 1994.
• 2、 Sakamoto,Uchiyama,Kondo,Yamanaka. "1,3-Dipolar cycloaddition reaction of substituted trimethylstannylacetylenes with nitrile oxides". . p. 478 - 480. Retrieved 1993.
• 3、 Padwa, Albert,Stengel, Thomas. "Transition metal catalyzed ring opening reactions of 2-phenyl-3-vinyl substituted 2H-azirines". . p. 5991 - 5993. Retrieved 2004.
• 4、 Kumar, Pravin,Kapur, Manmohan. "Catalyst control in positional-selective C-H alkenylation of isoxazoles and a ruthenium-mediated assembly of trisubstituted pyrroles". supporting information. p. 2134 - 2138. Retrieved 2019/03/26.
• 5、 -. "Preparation method of isoxazole derivative". Paragraph 0054-0059. . Retrieved 2019/12/02.