4-(4-Methoxyphenyl)-4-oxobutanenitrile

Base Information

• Chemical Name: 4-(4-Methoxyphenyl)-4-oxobutanenitrile
• CAS No.: 55234-56-5
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• Hs Code.: 2926909090
• European Community (EC) Number: 824-905-2
• DSSTox Substance ID: DTXSID70396700
• Nikkaji Number: J456.437E
• Wikidata: Q82197550
• Mol file: 55234-56-5.mol

Synonyms:4-(4-methoxyphenyl)-4-oxobutanenitrile;55234-56-5;4-(4-Methoxyphenyl)-4-oxobutyronitrile;MFCD00158889;SCHEMBL11730679;DTXSID70396700;UTVSIESNEORCDC-UHFFFAOYSA-N;AKOS005099866;4-Methoxy-gamma-oxobenzenebutyronitrile;3-(4-METHOXYBENZOYL)PROPIONITRILE;CS-0233757;Benzenebutanenitrile, 4-methoxy-.gamma.-oxo-;EN300-135914;7X-0923;Z440602716

Chemical Property of 4-(4-Methoxyphenyl)-4-oxobutanenitrile

Chemical Property:

• Vapor Pressure: 3.93E-06mmHg at 25°C
• Refractive Index: 1.52
• Boiling Point: 385°C at 760 mmHg
• Flash Point: 168.4°C
• PSA: 50.09000
• Density: 1.104g/cm³
• LogP: 2.18168
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 233

Purity/Quality:

99%min ^*data from raw suppliers

4-(4-methoxyphenyl)-4-oxobutanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)CCC#N

Technology Process of 4-(4-Methoxyphenyl)-4-oxobutanenitrile

There total 33 articles about 4-(4-Methoxyphenyl)-4-oxobutanenitrile 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: 99.0%

α-(2-cyanoethyl)-4,4'-dimethoxybenzoin (174869-04-6) → 4-(4-methoxy-phenyl)-4-oxo-butyronitrile (55234-56-5) + 4-methoxy-benzaldehyde (123-11-5)

Guidance literature:

With potassium cyanide; In N,N-dimethyl-formamide; at 80 ℃; for 1h;

DOI:10.1248/cpb.44.252

Reference yield: 99.0%

α-(2-cyanoethyl)-4,4'-dimethoxybenzoin (174869-04-6) → 4-(4-methoxy-phenyl)-4-oxo-butyronitrile (55234-56-5)

Guidance literature:

With potassium cyanide; In N,N-dimethyl-formamide; at 80 ℃; for 1h;

DOI:10.1248/cpb.46.6

Reference yield: 97.0%

S-(2-pyridyl) 4-methoxythiobenzoate (74032-48-7) + acrylonitrile (107-13-1,25014-41-9) → 4-(4-methoxy-phenyl)-4-oxo-butyronitrile (55234-56-5)

Guidance literature:

With C₅₃H₇₄CoN₅O₁₅⁽¹⁺⁾*ClO₄^(1-)*H₂O; ammonium chloride; zinc; In acetonitrile; at 19 - 25 ℃; for 16h; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1002/adsc.201700913

upstream raw materials:

1-(4-Methoxy-phenyl)-3-[3-(4-methoxy-phenyl)-3-oxo-propane-1-sulfonyl]-propan-1-one

sodium cyanide

4-(4-methoxy-phenyl)-4-oxo-butyric acid amide

4-methoxy-benzoyl chloride

Downstream raw materials:

4-(4-hydroxy-phenyl)-4-oxo-butyronitrile

(S)-4-hydroxy-4-(4-methoxyphenyl)butanenitrile

γ-(4-methoxyphenyl)-γ-butyrolactone

3-(4-Methoxy-benzoyl)-4,4-bis-methylsulfanyl-but-3-enenitrile

Refernces

• 1、 Qi, Linjun,Li, Renhao,Yao, Xinrong,Zhen, Qianqian,Ye, Pengqing,Shao, Yinlin,Chen, Jiuxi. "Syntheses of Pyrroles, Pyridines, and Ketonitriles via Catalytic Carbopalladation of Dinitriles". . p. 1097 - 1108. Retrieved 2020/01/22.
• 2、 Balletti, Matteo,De Pedro Beato, Eduardo,Mazzarella, Daniele,Melchiorre, Paolo. "Photochemical generation of acyl and carbamoyl radicals using a nucleophilic organic catalyst: Applications and mechanism thereof". . p. 6312 - 6324. Retrieved 2020/08/24.