Piperonylidenemalononitrile

Base Information

• Chemical Name: Piperonylidenemalononitrile
• CAS No.: 2972-82-9
• Molecular Formula: C11H6 N2 O2
• Molecular Weight: 198.181
• Hs Code.: 2932999099
• NSC Number: 521577,1340
• UNII: AC2BZ3JS4G
• DSSTox Substance ID: DTXSID50183872
• Nikkaji Number: J147.655F
• ChEMBL ID: CHEMBL78005
• Mol file: 2972-82-9.mol

Synonyms:2972-82-9;Piperonylidenemalononitrile;2-(Benzo[d][1,3]dioxol-5-ylmethylene)malononitrile;MALONONITRILE, (PIPERONYLIDENE)-;NSC 1340;2-(1,3-benzodioxol-5-ylmethylidene)propanedinitrile;(Benzo[3,4-d]1,3-dioxolan-5-ylmethylene)methane-1,1-dicarbonitrile;AC2BZ3JS4G;NSC 521577;BRN 0181717;NSC-1340;NSC-521577;5-19-07-00480 (Beilstein Handbook Reference);2-(2H-1,3-benzodioxol-5-ylmethylidene)propanedinitrile;2-[(2H-1,3-benzodioxol-5-yl)methylidene]propanedinitrile;Propanedinitrile,2-(1,3-benzodioxol-5-ylmethylene)-;Maybridge1_007110;UNII-AC2BZ3JS4G;2-(1,3-benzodioxol-5-ylmethylene)malononitrile;Oprea1_083830;Oprea1_282990;CHEMBL78005;BDBM4330;SCHEMBL3369590;HMS561L04;DTXSID50183872;NSC1340;(Benzo[3,4-D]1,3-Dioxolan-5-Yl-Methylene)Methane-1,1-Dicarbonitrile;MFCD00022987;NSC521577;STK028870;AKOS000266877;benzylidenemalononitrile (BMN) deriv. 14;LS-89001;CS-0318187;FT-0634583;2-Benzo[1,3]dioxol-5-ylmethylene-malononitrile;(1,3-benzodioxol-5-ylmethylidene)propanedinitrile;2-(1,3-Benzodioxol-5-ylmethylene)propanedinitrile;2X-0244;Propanedinitrile, 2-(1,3-benzodioxol-5-ylmethylene)-;(Benzo[3,4-d]1,3-dioxolan-5-ylmethylene)-methane-1,1-dicarbonitrile

Chemical Property of Piperonylidenemalononitrile

Chemical Property:

• Vapor Pressure: 1.16E-05mmHg at 25°C
• Melting Point: 198.4-198.8 °C
• Boiling Point: 369.8 °C at 760 mmHg
• Flash Point: 158.7 °C
• PSA: 66.04000
• Density: 1.369 g/cm³
• LogP: 1.84586
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 198.042927438
• Heavy Atom Count: 15
• Complexity: 353

Purity/Quality:

99% ^*data from raw suppliers

Piperonylidenemalononitrile ^*data from reagent 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(C#N)C#N

Technology Process of Piperonylidenemalononitrile

There total 4 articles about Piperonylidenemalononitrile 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: 100.0%

piperonal (120-57-0,30024-74-9) + malononitrile (109-77-3) → 2-benzo[1,3]dioxol-5-ylmethylene-malononitrile (2972-82-9)

Guidance literature:

In ethanol; water; at 75 ℃; for 0.166667h;

DOI:10.21577/0103-5053.20170240

Reference yield:

1,3-dihydroisobenzofuran-5-carbaldehyde (89424-83-9) + malononitrile (109-77-3) → 2-benzo[1,3]dioxol-5-ylmethylene-malononitrile (2972-82-9)

Guidance literature:

With (2-aminomethyl)phenol moiety on the surface of hydroxyapatite encapsulated maghemite (γ-Fe₂O₃); In water; for 0.0833333h; Reflux;

DOI:10.1016/j.ejmech.2013.07.045

Reference yield:

malononitrile (109-77-3) + 1,2-bis(3,4-dioxymethylenephenyl)ethane-1,2-diol (4543-59-3) → 2-benzo[1,3]dioxol-5-ylmethylene-malononitrile (2972-82-9)

Guidance literature:

With aluminum oxide; silica gel; periodic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1002/ejoc.201101329

upstream raw materials:

piperonal

malononitrile

1,2-bis(3,4-dioxymethylenephenyl)ethane-1,2-diol

1,3-dihydroisobenzofuran-5-carbaldehyde

Downstream raw materials:

2-Amino-4-benzo[1,3]dioxol-5-yl-6-thiophen-2-yl-isophthalonitrile

2-amino-4-(benzo[d][1,3]dioxol-5-yl)-7,7-dimethyl-5-oxo-1-(4H-1,2,4-triazol-3-yl)-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile

2-mino-4-(benzo[d][1,3]dioxol-5-yl)-7,7-dimethyl-5-oxo-1-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile

Refernces

• 1、 Akhmadiev, Nail S.,Akhmetova, Vnira R.,Ibragimov, Askhat G.,Mescheryakova, Ekaterina S.. "Metal-free multicomponent synthesis of novel macrocyclic tetrathiadienes with cyano and amino groups". . p. 18768 - 18775. Retrieved 2021/06/03.
• 2、 Ferreira, Jo?o M. G. O.,De Resende Filho, Jo?o B. M.,Batista, Poliane K.,Teotonio, Ercules E. S.,Vale, Juliana A.. "Rapid and efficient uncatalyzed knoevenagel condensations from binary mixture of ethanol and water". . p. 1382 - 1387. Retrieved 2018/06/12.