2-(1,3-Benzodioxol-5-yl)-3-oxopropanenitrile

Base Information

• Chemical Name: 2-(1,3-Benzodioxol-5-yl)-3-oxopropanenitrile
• CAS No.: 24966-31-2
• Molecular Formula: C₁₀H₇NO₃
• Molecular Weight: 189.17
• NSC Number: 127685
• DSSTox Substance ID: DTXSID80299036
• Mol file: 24966-31-2.mol

Synonyms:24966-31-2;2-(1,3-benzodioxol-5-yl)-3-oxopropanenitrile;NSC127685;DTXSID80299036;NSC-127685

Chemical Property of 2-(1,3-Benzodioxol-5-yl)-3-oxopropanenitrile

Chemical Property:

• Vapor Pressure: 0.00032mmHg at 25°C
• Boiling Point: 320.3°Cat760mmHg
• Flash Point: 139.3°C
• Density: 1.337g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 189.042593085
• Heavy Atom Count: 14
• Complexity: 270

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C(C=O)C#N

Technology Process of 2-(1,3-Benzodioxol-5-yl)-3-oxopropanenitrile

There total 3 articles about 2-(1,3-Benzodioxol-5-yl)-3-oxopropanenitrile 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:

3,4-methylenedioxyphenylacetonitrile (4439-02-5) + formic acid ethyl ester (109-94-4) → α-formyl-α-(3',4'-methylenedioxyphenyl)acetonitrile (24966-31-2)

Guidance literature:

With sodium ethanolate; In ethanol; at 62 ℃; for 20h; Yield given;

DOI:10.1071/ch9960647

Reference yield:

3-(3,4-methylenedioxyphenyl)-1-propyne (133218-07-2) + formic acid ethyl ester (109-94-4) → α-formyl-α-(3',4'-methylenedioxyphenyl)acetonitrile (24966-31-2)

Guidance literature:

With sodium methylate; In toluene;

DOI:10.1021/acsmedchemlett.9b00615

Reference yield:

→ α-formyl-α-(3',4'-methylenedioxyphenyl)acetonitrile (24966-31-2)

Guidance literature:

3,4-Methylendioxy-phenylacetonitril (IV), Ethylformat/NaOEt/EtOH/Δ;

DOI:10.1248/yakushi1947.89.12_1688

upstream raw materials:

3,4-methylenedioxyphenylacetonitrile

formic acid ethyl ester

3-(3,4-methylenedioxyphenyl)-1-propyne

Refernces

• 1、 Frey, Robin R.,Curtin, Michael L.,Albert, Daniel H.,Glaser, Keith B.,Pease, Lori J.,Soni, Niru B.,Bouska, Jennifer J.,Reuter, David,Stewart, Kent D.,Marcotte, Patrick,Bukofzer, Gail,Li, Junling,Davidsen, Steven K.,Michaelides, Michael R.. "7-Aminopyrazolo[1,5-a]pyrimidines as potent multitargeted receptor tyrosine kinase inhibitors". supporting information; experimental part. p. 3777 - 3787. Retrieved 2009/04/07.
• 2、 Koyama,Toda,Hirota,Hashimoto,Yamato. "Reactions of benzylcarbonyl compounds with formamide. IV". . p. 1688 - 1690. Retrieved 2007/10/04.