ISOPROPYLIDENEMALONONITRILE

Base Information

• Chemical Name: ISOPROPYLIDENEMALONONITRILE
• CAS No.: 13166-10-4
• Molecular Formula: C6H6N2
• Molecular Weight: 106.127
• Hs Code.: 2926909090
• Mol file: 13166-10-4.mol

Synonyms:1,1-Dicyano-2-methylpropene;Isopropylidenemalonitrile;Isopropylidenemalonodinitrile;Isopropylidenemalononitrile;Malononitrile,isopropylidene- (6CI,7CI,8CI);Propanedinitrile, (1-methylethylidene)- (9CI);(1-Methylethylidene)propanedinitrile;1,1-Dicyano-2-methyl-1-propene;

Chemical Property of ISOPROPYLIDENEMALONONITRILE

Chemical Property:

• Vapor Pressure: 0.146mmHg at 25°C
• Refractive Index: 1.459
• Boiling Point: 215.7 °C at 760 mmHg
• Flash Point: 100.6 °C
• PSA: 44.48000
• Density: 0.986g/cm³
• LogP: 3.09580
• Storage Temp.: Refrigerator
• Solubility.: soluble in Methanol

Purity/Quality:

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

Isopropylidenemalononitrile >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 23/24/25-36/37/38
• Safety Statements: 25-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ISOPROPYLIDENEMALONONITRILE

There total 9 articles about ISOPROPYLIDENEMALONONITRILE 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%

acetone (67-64-1) + malononitrile (109-77-3) → isopropylidenemalonodinitrile (13166-10-4)

Guidance literature:

With aluminum oxide; In chloroform;

DOI:10.1021/ol2030586

Reference yield: 72.0%

acetone (67-64-1) + malononitrile (109-77-3) → 3,3-dimethylcyclopropane-1,1,2,2-tetracarbonitrile (13017-67-9) + isopropylidenemalonodinitrile (13166-10-4)

Guidance literature:

With sodium bromide; In ethanol; at 20 ℃; Further Variations:; Reagents; Solvents; Product distribution; Electrochemical reaction;

DOI:10.1016/S0040-4020(00)00195-2

Reference yield:

1,1-dicyano-2,4-dimethyl-4-phenylpent-1-ene (78386-09-1) → isopropylidenemalonodinitrile (13166-10-4) + isopropenylbenzene (98-83-9,6144-04-3,25014-31-7,42612-14-6)

Guidance literature:

In acetonitrile; Irradiation;

upstream raw materials:

piperidine

acetic acid

acetone

malononitrile

Downstream raw materials:

2-Butyl-2-methyl-cyclopropane-1,1-dicarbonitrile

1-phenyl-2,2-dicyano-1,3,3-trimethylcyclobutane

1-phenyl-3,3-dicyano-1,2,2-trimethylcyclobutane

2-cyano-3-methyl-3-phenylbutyronitrile

Refernces

• 1、 Damiani, D.,Scappini, F.,Lunelli, B.. "MICROWAVE SPECTRUM OF 1,1'-DIMETHYL-22'-DICYANOETHYLENE". . p. 115 - 122. Retrieved 1983.
• 2、 Longstreet, Ashley R.,Jo, Minyoung,Chandler, Rebecca R.,Hanson, Kenneth,Zhan, Naiqian,Hrudka, Jeremy J.,Mattoussi, Hedi,Shatruk, Michael,McQuade, D. Tyler. "Ylidenemalononitrile enamines as fluorescent "turn-on" indicators for primary amines". . p. 15493 - 15496. Retrieved 2014.
• 3、 Zhang, Lina,Wang, Hao,Qin, Zhangfeng,Wang, Jianguo,Fan, Weibin. "Synthesis of two-dimensional mesoporous carbon nitride under different carbonization temperatures and investigation of its catalytic properties in Knoevenagel condensations". . p. 22838 - 22846. Retrieved 2015.
• 4、 Broman, Soren Lindbaek,Petersen, Anne Ugleholdt,Tortzen, Christian Gregers,Vibenholt, Johan,Bond, Andrew D.,Nielsen, Mogens Brondsted. "A bis(heptafulvenyl)-dicyanoethylene thermoswitch with two sites for ring closure". . p. 318 - 321. Retrieved 2012.
• 5、 Wu, Hui-Chun,Wang, Chen,Chen, Ying-Han,Liu, Yan-Kai. "Asymmetric organocatalytic vinylogous Michael addition triggered triple-cascade reactions of 2-hydroxycinnamaldehydes and vinylogous nucleophiles: construction of benzofused oxabicyclo[3.3.1]nonane scaffolds". supporting information. p. 1762 - 1765. Retrieved 2021/02/27.
• 6、 Martelli, Lorena S.R.,Vieira, Lucas C.C.,Paix?o, Márcio W.,Zukerman-Schpector, Julio,de Souza, Juliana O.,Aguiar, Anna Caroline C.,Oliva, Glaucius,Guido, Rafael V.C.,Corrêa, Arlene G.. "Organocatalytic asymmetric vinylogous 1,4-addition of α,α-Dicyanoolefins to chalcones under a bio-based reaction media: Discovery of new Michael adducts with antiplasmodial activity". supporting information. p. 3530 - 3542. Retrieved 2019/05/24.