4-(2-Cyanoacetyl)benzenecarbonitrile

Base Information

• Chemical Name: 4-(2-Cyanoacetyl)benzenecarbonitrile
• CAS No.: 71292-11-0
• Molecular Formula: C10H6N2O
• Molecular Weight: 170.17
• Hs Code.: 2926909090
• Mol file: 71292-11-0.mol

Synonyms:(4-Cyanobenzoyl)acetonitrile;

Chemical Property of 4-(2-Cyanoacetyl)benzenecarbonitrile

Chemical Property:

• Vapor Pressure: 7.16E-07mmHg at 25°C
• Melting Point: 126-129℃
• Refractive Index: 1.558
• Boiling Point: 408.1 °C at 760 mmHg
• PKA: 6.59±0.10(Predicted)
• Flash Point: 200.6 °C
• PSA: 64.65000
• Density: 1.21 g/cm³
• LogP: 1.65466
• Storage Temp.: 2-8°C

Purity/Quality:

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

4-(2-Cyanoacetyl)benzonitrile 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(2-Cyanoacetyl)benzenecarbonitrile

There total 11 articles about 4-(2-Cyanoacetyl)benzenecarbonitrile 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: 93.0%

4-cyanobenzoic acid methyl ester (1129-35-7) + acetonitrile (75-05-8,26809-02-9) → 3-(4-cyanophenyl)-3-oxopropanenitrile (71292-11-0)

Guidance literature:

acetonitrile; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.25h;

4-cyanobenzoic acid methyl ester; In tetrahydrofuran; mineral oil; at 60 ℃; for 2h;

Reference yield: 87.0%

ethyl 4-cyanobenzoate (7153-22-2) + acetonitrile (75-05-8,26809-02-9) → 3-(4-cyanophenyl)-3-oxopropanenitrile (71292-11-0)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 78.0%

cyanoacetic acid tert-butyl ester (1116-98-9) + 4-bromobenzenecarbonitrile (623-00-7) + 9-methyl-9H-fluorene-9-carbonyl chloride (82102-37-2) → 3-(4-cyanophenyl)-3-oxopropanenitrile (71292-11-0)

Guidance literature:

cyanoacetic acid tert-butyl ester; 4-bromobenzenecarbonitrile; 9-methyl-9H-fluorene-9-carbonyl chloride; With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; magnesium chloride; tri tert-butylphosphoniumtetrafluoroborate; In 1,4-dioxane; at 100 ℃; for 18h; Glovebox; Inert atmosphere;

With formic acid; In 1,4-dioxane; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.5b02897

upstream raw materials:

4-cyanophenyl methyl ketone

sodium cyanide

4-cyanobenzoic acid methyl ester

acetonitrile

Downstream raw materials:

Dithiophosphoric acid O-[(E)-2-cyano-1-(4-cyano-phenyl)-vinyl] ester O'-ethyl ester S-propyl ester

(S)-3-(4'-cyanophenyl)-3-hydroxypropanenitrile

4-[2-cyano-7-(trimethylsilyl)hept-6-ynoyl]benzonitrile

C₁₄H₁₃N₅O₂S

Refernces

• 1、 Eagon, Scott,Hammill, Jared T.,Sigal, Martina,Ahn, Kevin J.,Tryhorn, Julia E.,Koch, Grant,Belanger, Briana,Chaplan, Cory A.,Loop, Lauren,Kashtanova, Anna S.,Yniguez, Kenya,Lazaro, Horacio,Wilkinson, Steven P.,Rice, Amy L.,Falade, Mofolusho O.,Takahashi, Rei,Kim, Katie,Cheung, Ashley,Dibernardo, Celine,Kimball, Joshua J.,Winzeler, Elizabeth A.,Eribez, Korina,Mittal, Nimisha,Gamo, Francisco-Javier,Crespo, Benigno,Churchyard, Alisje,García-Barbazán, Irene,Baum, Jake,Anderson, Marc O.,Laleu, Beno?t,Guy, R. Kiplin. "Synthesis and Structure-Activity Relationship of Dual-Stage Antimalarial Pyrazolo[3,4- b]pyridines". . p. 11902 - 11919. Retrieved 2020/11/26.
• 2、 -. "SUBSTITUTED 6-(1H-PYRAZOL-1-YL)PYRIMIDIN-4-AMINE DERIVATIVES AND USES THEREOF". Page/Page column 293. . Retrieved 2018/04/27.