4-(3-Oxobutanoyl)benzonitrile

Base Information

• Chemical Name: 4-(3-Oxobutanoyl)benzonitrile
• CAS No.: 62585-03-9
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• DSSTox Substance ID: DTXSID70491880
• Nikkaji Number: J2.838.581A
• Wikidata: Q82336974
• Mol file: 62585-03-9.mol

Synonyms:4-(3-oxobutanoyl)benzonitrile;62585-03-9;MFCD00477607;SCHEMBL3362638;DTXSID70491880;AKOS009233214;AS-41139;CS-0319698

Chemical Property of 4-(3-Oxobutanoyl)benzonitrile

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 279

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=O)C1=CC=C(C=C1)C#N

Technology Process of 4-(3-Oxobutanoyl)benzonitrile

There total 9 articles about 4-(3-Oxobutanoyl)benzonitrile 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: 86.0%

4-bromobenzenecarbonitrile (623-00-7) + 9-methyl-9H-fluorene-9-carbonyl chloride (82102-37-2) + acetylacetone (123-54-6,81235-32-7) → 4-cyanobenzoic Acid (619-65-8,333406-09-0) + 1-(4-cyanophenyl)-1,3-butanedione (62585-03-9)

Guidance literature:

4-bromobenzenecarbonitrile; acetylacetone; With dichloro(1,5-cyclooctadiene)palladium(II); triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 80 ℃; Glovebox; Inert atmosphere;

9-methyl-9H-fluorene-9-carbonyl chloride; With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; at 80 ℃; Further stages; Glovebox; Inert atmosphere;

DOI:10.1002/chem.201303872

Reference yield: 81.0%

4-cyanobenzaldehyde (105-07-7) + acetone (67-64-1) → 1-(4-cyanophenyl)-1,3-butanedione (62585-03-9)

Guidance literature:

With tert.-butylhydroperoxide; di-tert-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid; at 120 ℃; for 24h;

DOI:10.1016/j.tetlet.2015.10.006

Reference yield:

3-(4-cyanobenzoyl)-2,4-pentanedione (105151-79-9) → 4-cyanobenzoic Acid (619-65-8,333406-09-0) + 1-(4-cyanophenyl)-1,3-butanedione (62585-03-9)

Guidance literature:

With hydrogenchloride; In water; at 80 ℃; for 1h;

DOI:10.1002/chem.201303872

upstream raw materials:

4-cyanobenzoic acid methyl ester

acetone

ethyl 4-cyanobenzoate

lithium isopropenolate

Downstream raw materials:

3-(4-cyanobenzoyl)-2-methylquinoline

3-(4-carboxybenzoyl)-2-methylquinoline

3-(4-carboxybenzoyl)-2-quinolinecarboxaldehyde

(Z)-4-(1,5-dihydroxy-5-methyl-3-oxohex-1-enyl)benzonitrile