1,3-Bis(dicyanomethylidene)indan

Base Information

• Chemical Name: 1,3-Bis(dicyanomethylidene)indan
• CAS No.: 38172-19-9
• Molecular Formula: C15H6 N4
• Molecular Weight: 242.239
• Hs Code.: 2926909090
• European Community (EC) Number: 620-602-2
• DSSTox Substance ID: DTXSID60391784
• Nikkaji Number: J254.904B
• Wikidata: Q82189490
• Mol file: 38172-19-9.mol

Synonyms:1,3-bis(dicyanomethylidene)indan

Chemical Property of 1,3-Bis(dicyanomethylidene)indan

Chemical Property:

• Vapor Pressure: 1.53E-09mmHg at 25°C
• Melting Point: 250 °C (dec.)(lit.)
• Refractive Index: 1.661
• Boiling Point: 484.5°C at 760 mmHg
• Flash Point: 243.6°C
• PSA: 95.16000
• Density: 1.377g/cm³
• LogP: 2.69182
• Solubility.: very slightly in Methanol
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 242.059246208
• Heavy Atom Count: 19
• Complexity: 575

Purity/Quality:

99% ^*data from raw suppliers

1,3-bis(Dicyanomethylidene)indan ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=C(C#N)C#N)C2=CC=CC=C2C1=C(C#N)C#N

Technology Process of 1,3-Bis(dicyanomethylidene)indan

There total 2 articles about 1,3-Bis(dicyanomethylidene)indan 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: 88.0%

1H-indene-1,3(2H)-dione (606-23-5) + malononitrile (109-77-3) → 1,3-bis(dicyanomethylidene)-indane (38172-19-9)

Guidance literature:

With sodium acetate; In ethanol; room temp., 15 min.; reflux 5 h;

DOI:10.1039/P29870000815

Reference yield:

→ 1,3-bis(dicyanomethylidene)-indane (38172-19-9)

Guidance literature:

Reference yield: 98.0%

1,3-bis(dicyanomethylidene)-indane (38172-19-9) + 4-dimethylamino-benzaldehyde (100-10-7) → 2,2'-(2-(4-(dimethylamino)benzylidene)-1H-indene-1,3-(2H)-diylidene)dimalononitrile (42575-45-1)

Guidance literature:

In acetic anhydride; at 60 - 70 ℃; for 1h;

DOI:10.1039/P29870000815

upstream raw materials:

1H-indene-1,3(2H)-dione

malononitrile

Downstream raw materials:

2-(2-{4-[Bis-(2-hydroxy-ethyl)-amino]-phenylimino}-3-dicyanomethylene-indan-1-ylidene)-malononitrile

1,3-bis-(dicyanomethylene)-indan-2-one

2-[3-Dicyanomethylene-2-(4-hydroxy-phenylimino)-indan-1-ylidene]-malononitrile

1,3-bis(dicyanomethylene)-2-<4'-(N,N-diethylamino)phenylimino>indane

Refernces

• 1、 Morales, Alma R.,Frazer, Andrew,Woodward, Adam W.,Ahn-White, Hyo-Yang,Fonari, Alexandr,Tongwa, Paul,Timofeeva, Tatiana,Belfield, Kevin D.. "Design, synthesis, and structural and spectroscopic studies of push-pull two-photon absorbing chromophores with acceptor groups of varying strength". . p. 1014 - 1025. Retrieved 2013/04/10.
• 2、 Planells, Miquel,Robertson, Neil. "Naphthyl derivatives functionalised with electron acceptor units - Synthesis, electronic characterisation and DFT calculations". . p. 4947 - 4953,7. Retrieved 2020/08/24.