3-Phenyl-4,5-dihydro-5-isoxazolecarbonitrile

Base Information

• Chemical Name: 3-Phenyl-4,5-dihydro-5-isoxazolecarbonitrile
• CAS No.: 1011-38-7
• Molecular Formula: C10H8N2O
• Molecular Weight: 172.18300
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00344714
• Nikkaji Number: J356.309J
• Mol file: 1011-38-7.mol

Synonyms:1011-38-7;3-Phenyl-4,5-dihydro-5-isoxazolecarbonitrile;3-phenyl-4,5-dihydro-1,2-oxazole-5-carbonitrile;3-phenyl-4,5-dihydroisoxazole-5-carbonitrile;5-Cyano-4,5-dihydro-3-phenylisoxazole;SCHEMBL12385481;DTXSID00344714;3-Phenyl-2-isoxazoline-5-carbonitrile;3-Phenyl-4,5-dihydro-5-isoxazolecarbonitrile #

Chemical Property of 3-Phenyl-4,5-dihydro-5-isoxazolecarbonitrile

Chemical Property:

• PSA: 45.38000
• LogP: 1.13878
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 172.063662883
• Heavy Atom Count: 13
• Complexity: 257

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(ON=C1C2=CC=CC=C2)C#N

Technology Process of 3-Phenyl-4,5-dihydro-5-isoxazolecarbonitrile

There total 18 articles about 3-Phenyl-4,5-dihydro-5-isoxazolecarbonitrile 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: 95.0%

C10H10N2O2 → 4,5-dihydro-3-phenyl-5-isoxazolecarbonitrile (1011-38-7)

Guidance literature:

With tert.-butylnitrite; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; magnesium sulfate; In acetonitrile; at 20 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201701651

Reference yield: 94.0%

(Z)-2-(hydroxyimino)-2-phenylacetic acid (25327-36-0) + acrylonitrile (107-13-1,25014-41-9) → 4,5-dihydro-3-phenyl-5-isoxazolecarbonitrile (1011-38-7)

Guidance literature:

With Oxone; tris(2,2'-bipyridyl)ruthenium dichloride; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Sealed tube; Irradiation;

DOI:10.1039/c6cc06029c

Reference yield: 93.0%

acrylonitrile (107-13-1,25014-41-9) + Benzaldoxime (932-90-1) → 4,5-dihydro-3-phenyl-5-isoxazolecarbonitrile (1011-38-7)

Guidance literature:

With cetyltrimethylammonium cerium nitrate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/j.cclet.2010.05.015

upstream raw materials:

benzonitrile oxide

acrylonitrile

1-nitro-1-phenylmethane

N-(Trimethylsilyloxy)benzenecarboximidic Chloride

Downstream raw materials:

3-phenylisoxazole-5-carbonitrile

3-phenyl-4,5-dihydroisoxazole-5-carboxylic acid