Ethyl 4,4,4-trifluoro-3-(methylamino)but-2-enoate

Base Information

• Chemical Name: Ethyl 4,4,4-trifluoro-3-(methylamino)but-2-enoate
• CAS No.: 121303-76-2
• Molecular Formula: C7H10F3NO2
• Molecular Weight: 197.15
• Hs Code.: 2922499990
• European Community (EC) Number: 801-277-8,601-768-5
• DSSTox Substance ID: DTXSID401208356
• Mol file: 121303-76-2.mol

Synonyms:ethyl 4,4,4-trifluoro-3-(methylamino)but-2-enoate;121303-76-2;Ethyl 3-methylamino-4,4,4-trifluorocrotonate;507448-65-9;ethyl (Z)-4,4,4-trifluoro-3-(methylamino)but-2-enoate;2-Butenoic acid, 4,4,4-trifluoro-3-(methylamino)-, ethyl ester, (2Z)-;ethyl3-methylamino-4,4,4-trifluorocrotonate;Ethyl 4,4,4-trifluoro-3-(methylamino)crotonate;SCHEMBL1573403;ethyl (2Z)-4,4,4-trifluoro-3-(methylamino)but-2-enoate;DTXSID401208356;AMY37086;AKOS005063441;AT24230;BS-52947;3-methylamino-4,4,4-trifluorocrotonic ethyl ester;A804711;ethyl-3-(n-methylamino)-4,4,4 trifluorocrotonate;4,4,4-trifluoro-3-methylamino-crotonic acid ethyl ester;Ethyl (2Z)-4,4,4-trifluoro-3-(methylamino)-2-butenoate

Chemical Property of Ethyl 4,4,4-trifluoro-3-(methylamino)but-2-enoate

Chemical Property:

• Vapor Pressure: 0.109mmHg at 25°C
• Refractive Index: 1.4336
• Boiling Point: 221.108 °C at 760 mmHg
• PKA: 1.22±0.70(Predicted)
• Flash Point: 87.523 °C
• PSA: 38.33000
• Density: 1.186 g/cm³
• LogP: 1.60600
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 197.06636305
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 3-methylamino-4,4,4-trifluorocrotonate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=C(C(F)(F)F)NC
• Isomeric SMILES: CCOC(=O)/C=C(/C(F)(F)F)\NC

Technology Process of Ethyl 4,4,4-trifluoro-3-(methylamino)but-2-enoate

There total 1 articles about Ethyl 4,4,4-trifluoro-3-(methylamino)but-2-enoate 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: 71.0%

ethyl trifluoroacetate, (383-63-1) + ethyl acetate (141-78-6) + methylamine (74-89-5) → 3-methylamino-4,4,4-trifluorocrotonic acid ethyl ester (121303-76-2)

Guidance literature:

ethyl trifluoroacetate,; ethyl acetate; With sodium ethanolate; at 20 - 76 ℃; for 5h;

methylamine; In cyclohexane; water; for 4 - 5h; Heating / reflux;

Reference yield: 43.6%

3-methylamino-4,4,4-trifluorocrotonic acid ethyl ester (121303-76-2) + N-(2-chloro-4-fluoro-5-isocyanatobenzoyl)-N'-methyl-(1-methylethyl)sulfamide (685568-56-3) → saflufenacil (372137-35-4)

Guidance literature:

3-methylamino-4,4,4-trifluorocrotonic acid ethyl ester; With potassium tert-butylate; In N,N-dimethyl-formamide; at 40 - 45 ℃; for 0.583333h;

N-(2-chloro-4-fluoro-5-isocyanatobenzoyl)-N'-methyl-(1-methylethyl)sulfamide; In N,N-dimethyl-formamide; at -15 - 22 ℃;

Reference yield: 25.0%

3-methylamino-4,4,4-trifluorocrotonic acid ethyl ester (121303-76-2) + 4-cyano-2-fluoro-5-ethylsulphonylamino-phenyl isothiocyanate → 1-(4-cyano-2-fluoro-5-ethylsulphonylamino-phenyl)-3,6-dihydro-2-thio-6-oxo-3-methyl-4-trifluoromethyl-1(2H)-pyrimidine (169467-04-3)

Guidance literature:

3-methylamino-4,4,4-trifluorocrotonic acid ethyl ester; With sodium hydride; In N,N-dimethyl-formamide; toluene; at -70 ℃; for 0.25h;

4-cyano-2-fluoro-5-ethylsulphonylamino-phenyl isothiocyanate; at -60 ℃; for 4h;

upstream raw materials:

ethyl trifluoroacetate,

ethyl acetate

methylamine

Downstream raw materials:

butafenacil

1-(4-cyano-2-fluoro-5-ethylsulphonylamino-phenyl)-3,6-dihydro-2-thio-6-oxo-3-methyl-4-trifluoromethyl-1(2H)-pyrimidine

3-(4-chloro-6-fluoro-2-methoxy-3-nitrophenyl)-1-methyl-2-thioxo-6-(trifluoromethyl)-2,3-dihydropyrimidin-4(1H)-one

saflufenacil

Refernces