3-Oxoisoindoline-5-carbonitrile

Base Information

• Chemical Name: 3-Oxoisoindoline-5-carbonitrile
• CAS No.: 1261726-80-0
• Molecular Formula: C₉H₆N₂O
• Molecular Weight: 158.159
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID40599923
• Wikidata: Q82495885
• Mol file: 1261726-80-0.mol

Synonyms:3-oxoisoindoline-5-carbonitrile;1261726-80-0;3-oxo-2,3-dihydro-1H-isoindole-5-carbonitrile;3-oxo-1,2-dihydroisoindole-5-carbonitrile;1H-Isoindole-5-carbonitrile, 2,3-dihydro-3-oxo-;MFCD12924851;SCHEMBL2041218;DTXSID40599923;OBXKDLJQBYJDHR-UHFFFAOYSA-N;AKOS015855729;CS-W006702;FD13077;SB32425;DS-15749;SY114181;AM20020336;A23922

Chemical Property of 3-Oxoisoindoline-5-carbonitrile

Chemical Property:

• Boiling Point: 464.2±45.0 °C(Predicted)
• PKA: 13.03±0.20(Predicted)
• PSA: 56.38000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 0.81208
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 158.048012819
• Heavy Atom Count: 12
• Complexity: 253

Purity/Quality:

97% ^*data from raw suppliers

3-Oxo-2,3-dihydro-1H-isoindole-5-carbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=C(C=C2)C#N)C(=O)N1

Technology Process of 3-Oxoisoindoline-5-carbonitrile

There total 3 articles about 3-Oxoisoindoline-5-carbonitrile 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: 83.0%

methyl 2-(bromomethyl)-5-cyanobenzoate (421551-82-8) → 3-oxoisoindoline-5-carbonitrile (1261726-80-0)

Guidance literature:

Reference yield:

5-cyano-2-methylbenzoic acid methyl ester (103261-68-3) → 3-oxoisoindoline-5-carbonitrile (1261726-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / 6 h / 80 °C / Inert atmosphere

2: ammonium hydroxide / methanol / 10 - 35 °C

With ammonium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In methanol; 1: |Wohl-Ziegler Bromination;

Reference yield:

methyl 2-methyl-5-bromobenzoate (79669-50-4) → 3-oxoisoindoline-5-carbonitrile (1261726-80-0)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 150 °C / Inert atmosphere

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / 6 h / 80 °C / Inert atmosphere

3: ammonium hydroxide / methanol / 10 - 35 °C

With ammonium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In methanol; N,N-dimethyl-formamide; 2: |Wohl-Ziegler Bromination;

upstream raw materials:

5-cyano-2-methylbenzoic acid methyl ester

methyl 2-(bromomethyl)-5-cyanobenzoate

methyl 2-methyl-5-bromobenzoate

Downstream raw materials:

C₁₉H₁₆N₂O₃