ETHYL 2-CYANO-3-METHYLCROTONATE

Base Information

• Chemical Name: ETHYL 2-CYANO-3-METHYLCROTONATE
• CAS No.: 759-58-0
• Molecular Formula: C8H11NO2
• Molecular Weight: 153.181
• Hs Code.: 29269095
• Mol file: 759-58-0.mol

Synonyms:Crotonicacid, 2-cyano-3-methyl-, ethyl ester (6CI,7CI,8CI);2-Cyano-3-methyl-2-butenoicacid ethyl ester;Ethyl 2-cyano-3-methyl-2-butenoate;Ethyl2-cyano-3-methylcrotonate;Ethyl 2-isopropylidene-2-cyanoacetate;Ethylisopropylidene(cyano)acetate;NSC 1074;NSC 11260;NSC 127868;

Chemical Property of ETHYL 2-CYANO-3-METHYLCROTONATE

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 0.00386mmHg at 25°C
• Melting Point: ca 20℃
• Refractive Index: n20/D 1.464(lit.)
• Boiling Point: 280.1 °C at 760 mmHg
• Flash Point: 103.7 °C
• PSA: 50.09000
• Density: 1.016 g/cm³
• LogP: 1.40948

Purity/Quality:

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

Ethyl2-Cyano-3-methylbut-2-enoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL 2-CYANO-3-METHYLCROTONATE

There total 12 articles about ETHYL 2-CYANO-3-METHYLCROTONATE 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%

ethyl 2-cyanoacetate (105-56-6) + acetone (67-64-1) → ethyl isopropylidenecyanoacetate (759-58-0)

Guidance literature:

With morpholine; bis(acetylacetonate)oxovanadium; at 40 ℃; for 3h; Reagent/catalyst;

DOI:10.1134/S1070363218030052

Reference yield: 10.0%

ethyl (2Z)-2-cyano-3-ethoxypent-2-enoate (25468-53-5) + C6H14N4 → ethyl isopropylidenecyanoacetate (759-58-0) + acetone N(3)-[(2-cyano-2-ethoxycarbonyl-1-ethyl)vinyl]amino-N(4),N(4)-dimethylaminomethylenehydrazone + 2-Dimethylamino-4-ethyl-6-imino-1-isopropylideneamino-1,6-dihydro-pyrimidine-5-carboxylic acid ethyl ester

Guidance literature:

In benzene; for 20h; Ambient temperature;

DOI:10.1002/jhet.5570330447

Reference yield:

piperidine (110-89-4) + ethyl 2-cyanoacetate (105-56-6) → ethyl isopropylidenecyanoacetate (759-58-0)

Guidance literature:

In acetone;

upstream raw materials:

ethyl 2-cyanoacetate

acetone

diazomethane

ethyl 2-cyanobut-2-enoate

Downstream raw materials:

ethyl 2-isopropylcyanoacetate

2-cyano-3,3-dimethyl-heptanoic acid ethyl ester

ethyl 1,2,2-tricyano-3,3-dimethylcyclopropane-1-carboxylate

2,2-dimethylsuccinic acid

Refernces

• 1、 -. "ISOINDOLINES AS HDAC INHIBITORS". Paragraph 00253. . Retrieved 2019/11/12.
• 2、 Crowley, Daniel C.,Lynch, Denis,Maguire, Anita R.. "Copper-Mediated, Heterogeneous, Enantioselective Intramolecular Buchner Reactions of α-Diazoketones Using Continuous Flow Processing". . p. 3794 - 3805. Retrieved 2018/04/14.