2-dicyanoMethylene-3-cyano-4-Methyl-5-phenyl-5- trifluoroMethyl-2,5-dihydrofuran

Base Information

• Chemical Name: 2-dicyanoMethylene-3-cyano-4-Methyl-5-phenyl-5- trifluoroMethyl-2,5-dihydrofuran
• CAS No.: 436097-14-2
• Molecular Formula: C16H8F3N3O
• Molecular Weight: 315.254
• Mol file: 436097-14-2.mol

Synonyms:

Chemical Property of 2-dicyanoMethylene-3-cyano-4-Methyl-5-phenyl-5- trifluoroMethyl-2,5-dihydrofuran

Chemical Property:

• PSA: 80.60000
• Density: 1.40±0.1 g/cm3 (20 oC 760 Torr)
• LogP: 3.61574

Purity/Quality:

98%Min ^*data from raw suppliers

2-(3-cyano-4-methyl-5-phenyl-5-(trifluoromethyl)furan-2(5H)-ylidene)malononitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-dicyanoMethylene-3-cyano-4-Methyl-5-phenyl-5- trifluoroMethyl-2,5-dihydrofuran

There total 3 articles about 2-dicyanoMethylene-3-cyano-4-Methyl-5-phenyl-5- trifluoroMethyl-2,5-dihydrofuran 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: 42.0%

malononitrile (109-77-3) + 4,4,4-trifluoro-3-hydroxy-3-phenyl-2-butanone (436097-07-3) → [3-cyano-4-methyl-5-phenyl-5-(trifluoromethyl)-2(5H)-furanylidene]propanedinitrile (436097-14-2)

Guidance literature:

In ethanol; at 95 - 100 ℃; for 1h; microwave irradiation;

DOI:10.1021/ja0449123

Reference yield: 35.0%

Ethyl α-hydroxy-α-(trifluoromethyl)phenylacetate (130865-83-7) + malononitrile (109-77-3) → [3-cyano-4-methyl-5-phenyl-5-(trifluoromethyl)-2(5H)-furanylidene]propanedinitrile (436097-14-2)

Guidance literature:

With lithium ethoxide; In ethanol; at 95 ℃; for 1h; Microwave irradiation;

Reference yield:

2,2,2-Trifluoroacetophenone (434-45-7) → [3-cyano-4-methyl-5-phenyl-5-(trifluoromethyl)-2(5H)-furanylidene]propanedinitrile (436097-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tert.-butyl lithium / tetrahydrofuran / -78 °C

2: sodium ethanolate / ethanol

With tert.-butyl lithium; sodium ethanolate; In tetrahydrofuran; ethanol;

DOI:10.1039/c6tc00358c

upstream raw materials:

malononitrile

4,4,4-trifluoro-3-hydroxy-3-phenyl-2-butanone

2,2,2-Trifluoroacetophenone

Ethyl α-hydroxy-α-(trifluoromethyl)phenylacetate

Downstream raw materials:

YLD₁₂₄

Refernces

• 1、 -. "Microwave synthesis with D - π - A structure of second-order non-linear optical chromophore method". Paragraph 0100; 0104; 0109; 0110. . Retrieved 2018/05/24.
• 2、 Jin, Wenwei,Johnston, Peter V.,Elder, Delwin L.,Manner, Karl T.,Garrett, Kerry E.,Kaminsky, Werner,Xu, Ruimin,Robinson, Bruce H.,Dalton, Larry R.. "Structure-function relationship exploration for enhanced thermal stability and electro-optic activity in monolithic organic NLO chromophores". supporting information. p. 3119 - 3124. Retrieved 2016/05/10.