Methyl (E)-2-Cyano-3-phenylacrylate

Base Information

• Chemical Name: Methyl (E)-2-Cyano-3-phenylacrylate
• CAS No.: 14533-86-9
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• Hs Code.: 2926907090
• Mol file: 14533-86-9.mol

Synonyms:Methyl (E)-2-Cyano-3-phenylacrylate;

Chemical Property of Methyl (E)-2-Cyano-3-phenylacrylate

Chemical Property:

• Melting Point: 87 °C
• Boiling Point: 317.8±30.0 °C(Predicted)
• PSA: 50.09000
• Density: 1.169±0.06 g/cm3(Predicted)
• LogP: 1.76658
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

2-Cyano-3-phenyl-acrylicacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl (E)-2-Cyano-3-phenylacrylate

There total 42 articles about Methyl (E)-2-Cyano-3-phenylacrylate 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%

benzaldehyde (100-52-7) + methyl 2-cyanoacetate (105-34-0) → methyl (E)-2-cyano-3-phenylprop-2-enoate (14533-86-9)

Guidance literature:

aluminum oxide; for 0.05h; Product distribution; Ambient temperature; investigation of reaction of aldehydes and ketones with active methylene compounds with and without solvent;

DOI:10.1016/S0040-4039(00)85749-4

Reference yield: 99.0%

benzaldehyde (100-52-7) + methyl 2-cyanoacetate (105-34-0) → methyl benzylidenecyanoacetate (3695-84-9,14533-85-8,14533-86-9)

Guidance literature:

In water; at 25 ℃; for 0.05h; Sonication; Green chemistry;

DOI:10.1080/00304948.2020.1831894

Reference yield: 98.4%

phenylacetonitrile (140-29-4) + methyl 2-cyanoacetate (105-34-0) → methyl benzylidenecyanoacetate (3695-84-9,14533-85-8,14533-86-9)

Guidance literature:

With ruthenium-carbon composite; at 160 ℃; for 4h;

upstream raw materials:

methanol

2-cyano-3-phenylacrylic acid

benzaldehyde

methyl 2-cyanoacetate

Downstream raw materials:

methyl 3-amino-2-benzylpropanoate

1,3-Diphenyl-2,4-dicyan-cyclobutan-dicarbonsaeure-(2,4)-methylester-methylamid

methyl 8-cyano-1,1,3,3-tetramethyl-2-oxo-7-phenyl-5-thiaspiro<3.4>octane-8-carboxylate

methyl 10-aza-1,1,3,3-tetramethyl-2,9-dioxo-7-phenyl-5-thiaspiro<3.6>decane-8-carboxylate

Refernces

• 1、 Sebti, Said,Saber, Ahmed,Rhihil, Abdallah. "Phosphate Naturel et Phosphate Trisodique : Nouveaux Catalyseurs Solides de la Condensation de Knoevenagel en Milieu Heterogene". . p. 9399 - 9400. Retrieved 1994.
• 2、 Mannarsamy, Maruthupandi,Prabusankar, Ganesan. "Highly Active Copper(I)-Chalcogenone Catalyzed Knoevenagel Condensation Reaction Using Various Aldehydes and Active Methylene Compounds". . . Retrieved 2021/10/05.
• 3、 Ivanov, Konstantin L.,Melnikov, Mikhail Ya.,Budynina, Ekaterina M.. "Reductive Knoevenagel Condensation with the Zn-AcOH System". . p. 1285 - 1291. Retrieved 2020/11/13.