Allyl 2-cyanoacrylate

Base Information

• Chemical Name: Allyl 2-cyanoacrylate
• CAS No.: 7324-02-9
• Deprecated CAS: 101802-74-8
• Molecular Formula: C7H7NO2
• Molecular Weight: 137.138
• European Community (EC) Number: 230-796-7
• UNII: XJ3WUR5LXN
• DSSTox Substance ID: DTXSID5064625
• Nikkaji Number: J57.753G
• Wikidata: Q65224681
• Mol file: 7324-02-9.mol

Synonyms:Allyl 2-cyanoacrylate;7324-02-9;prop-2-enyl 2-cyanoprop-2-enoate;2-Propenoic acid, 2-cyano-, 2-propenyl ester;XJ3WUR5LXN;EINECS 230-796-7;2-Propenoic acid, 2-cyano-, 2-propen-1-yl ester;ALLYL-2-CYANOACRYLATE;2-Propenoic acid, 2-cyano-, 2-propen-1-yl ester, homopolymer;30209-88-2;allyl cyanoacrylate;Allyl2-cyanoacrylate;UNII-XJ3WUR5LXN;SCHEMBL30940;DTXSID5064625;2-Propen-1-yl 2-cyano-2-propenoate;AKOS006278026;prop-2-en-1-yl 2-cyanoprop-2-enoate;LS-123614;Q65224681

Chemical Property of Allyl 2-cyanoacrylate

Chemical Property:

• Vapor Pressure: 0.12mmHg at 25°C
• Boiling Point: 219.3°C at 760 mmHg
• Flash Point: 92.9°C
• PSA: 50.09000
• Density: 1.047g/cm³
• LogP: 0.79538
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 137.047678466
• Heavy Atom Count: 10
• Complexity: 209

Purity/Quality:

99.9% ^*data from raw suppliers

ALLYL-2-CYANOACRYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC(=O)C(=C)C#N

Technology Process of Allyl 2-cyanoacrylate

There total 3 articles about Allyl 2-cyanoacrylate 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: 80.0%

allyl cyanoacetate (13361-32-5) → allyl 2-cyanoacrylate (7324-02-9)

Guidance literature:

With hydroquinone; at 20 ℃; for 0.0833333h; Neat (no solvent);

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + allyl cyanoacetate (13361-32-5) → allyl 2-cyanoacrylate (7324-02-9)

Guidance literature:

With piperidine; phosphorus pentoxide; toluene-4-sulfonic acid; hydroquinone; Yield given. Multistep reaction; 1.) i-PrOH, 60 deg C, 2.) 170-190 deg C;

DOI:10.1007/BF00699831

Reference yield:

→ allyl 2-cyanoacrylate (7324-02-9)

Guidance literature:

Ester I, CH2O;

upstream raw materials:

formaldehyd

allyl cyanoacetate

Refernces

• 1、 Guseva, T. I.,Senchenya, N. G.,Mager, K. A.,Tsyryapkin, V. A.,Gololobov, Yu. G.. "Synthesis of functionally substituted 2-cyanoacrylates". . p. 595 - 598. Retrieved 2007/10/02.