2-(2-Methylpropylidene)propanedinitrile

Base Information

• Chemical Name: 2-(2-Methylpropylidene)propanedinitrile
• CAS No.: 13134-03-7
• Molecular Formula: C7H8N2
• Molecular Weight: 120.154
• Hs Code.: 2926909090
• Mol file: 13134-03-7.mol

Synonyms:Isobutylidenemalonodinitrile;isobutylidene-malononitrile;Malononitrile,isobutylidene;i-propylmethylidenemalononitrile;1,1-dicyano-3-methyl-1-butene;2-isobutilidenemalononitrile;

Chemical Property of 2-(2-Methylpropylidene)propanedinitrile

Chemical Property:

• PSA: 47.58000
• LogP: 1.61596

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(2-Methylpropylidene)propanedinitrile

There total 1 articles about 2-(2-Methylpropylidene)propanedinitrile 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: 98.0%

isobutyraldehyde (78-84-2) + malononitrile (109-77-3) → isobutylidene-malononitrile (13134-03-7)

Guidance literature:

With piperidine; for 0.0833333h; Ambient temperature;

DOI:10.1055/s-1994-25453

Reference yield: 81.0%

isobutylidene-malononitrile (13134-03-7) + 5-methylene-4-phenyl-4-vinyl-1,3-dioxolan-2-one → 7-isopropyl-5-oxo-4-phenylcyclohept-3-ene-1,1-dicarbonitrile

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 5,5’-bis(diphenylphosphino)-4,4’-bi-1,3-benzodioxole; In 1,4-dioxane; toluene; at 100 ℃; for 4h; Schlenk technique; Molecular sieve;

DOI:10.1021/acs.orglett.0c03856

Reference yield: 80.0%

C13H15NO4 + isobutylidene-malononitrile (13134-03-7) → (2,2-dicyano-1-isopropyl-pent-4-enyl)-phenyl-carbamic acid ethyl ester

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1021/jo061110c

upstream raw materials:

isobutyraldehyde

malononitrile

Downstream raw materials:

3-Isopropyl-2,2-dimethyl-cyclopropane-1,1-dicarbonitrile

(1-benzoyl-3-methylbutylidene)propanedinitrile

2-benzoyl-3-(1-methylethyl)-1,1-cyclopropanedicarbonitrile

Refernces

• 1、 Tavakolian, Mina,Najafpour, Mohammad Mahdi. "Molybdenum carbide as an efficient and durable catalyst for aqueous Knoevenagel condensation". . p. 16437 - 16440. Retrieved 2019.
• 2、 Texier-Boullet, Francoise,Foucaud, Andre. "KNOEVENAGEL CONDENSATION CATALYSED BY ALUMINIUM OXIDE.". . p. 4927 - 4928. Retrieved 1982.
• 3、 Khan, Faiz Ahmed,Dash, Jyotirmayee,Satapathy, Rashmirekha,Upadhyay, Sarasij K.. "Hydrotalcite catalysis in ionic liquid medium: A recyclable reaction system for heterogeneous Knoevenagel and nitroaldol condensation". . p. 3055 - 3058. Retrieved 2004.
• 4、 Coll, Deysma,Escalona, Néstor,Jessop, Ignacio A.,Martin-Trasanco, Rudy,Niebla, Vladimir,Ortiz, Pablo A.,Pérez, Edwin,Rodríguez-González, Fidel E.,Tagle, Luis H.,Terraza, Claudio A.,Tundidor-Camba, Alain,Velázquez-Tundidor, M. V.. "A new porous organic polymer containing Tr?ger's base units: Evaluation of the catalytic activity in Knoevenagel condensation reaction". . . Retrieved 2021/08/10.
• 5、 Gontala, Arjun,Woo, Sang Kook. "Visible-Light Photoredox-Catalyzed α-Regioselective Conjugate Addition of Allyl Groups to Activated Alkenes". supporting information. p. 3223 - 3228. Retrieved 2020/07/06.