Ethyl (E)-3-Amino-4,4,4-trifluoro-2-butenoate

Base Information

• Chemical Name: Ethyl (E)-3-Amino-4,4,4-trifluoro-2-butenoate
• CAS No.: 372-29-2
• Molecular Formula: C₆H₈F₃NO₂
• Molecular Weight: 183.13
• Hs Code.: 29224999
• European Community (EC) Number: 609-360-9
• Mol file: 372-29-2.mol

Synonyms:Ethyl (E)-3-Amino-4,4,4-trifluoro-2-butenoate;498583-09-8;372-29-2;(E)-ethyl 3-amino-4,4,4-trifluorobut-2-enoate;SCHEMBL21673002;MFCD00068195;BS-44494;CS-0453001;Ethyl 3-amino-4,4,4-trifluorocrotonate, 96%;Ethyl(E)-3-Amino-4,4,4-trifluoro-2-butenoate;ethyl (E)-3-amino-4,4,4-trifluorobut-2-enoate;(3R,4R)-4,5-ISOPROPYLIDENEPENT-2-EN-3-OL

Chemical Property of Ethyl (E)-3-Amino-4,4,4-trifluoro-2-butenoate

Chemical Property:

• Appearance/Colour: Colourless liquid or white solid
• Vapor Pressure: 1.16mmHg at 25°C
• Melting Point: 26 °C
• Refractive Index: n20/D 1.424(lit.)
• Boiling Point: 226 °C at 760 mmHg
• PKA: 0.76±0.70(Predicted)
• Flash Point: 90.5 °C
• PSA: 52.32000
• Density: 1.266 g/cm³
• LogP: 1.65470
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 183.05071298
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

98% ^*data from raw suppliers

Ethyl 3-amino-4- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, T, Xi
• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-36/37
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=C(C(F)(F)F)N
• Isomeric SMILES: CCOC(=O)/C=C(\C(F)(F)F)/N
• Uses: Ethyl 3-amino-4,4,4-trifluorocrotonate is used as building block in chemical synthesis. Attributes Development Product Contact

Technology Process of Ethyl (E)-3-Amino-4,4,4-trifluoro-2-butenoate

There total 4 articles about Ethyl (E)-3-Amino-4,4,4-trifluoro-2-butenoate 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: 96.5%

ammonium acetate (631-61-8,92206-38-7) + ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → acetic acid (64-19-7,77671-22-8) + ethyl 3-amino-4,4,4-trifluoro-2-butenoate (372-29-2,141860-78-8)

Guidance literature:

at 90 ℃; for 3h; Concentration; Temperature; Large scale;

Reference yield: 63.2%

ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → ethyl 3-amino-4,4,4-trifluoro-2-butenoate (372-29-2,141860-78-8)

Guidance literature:

With ammonia; In neat (no solvent); at 85 ℃; for 3h;

DOI:10.1021/acschemneuro.7b00282

Reference yield: 62.0%

ethyl trifluoroacetate, (383-63-1) + ethyl acetate (141-78-6) → ethyl 3-amino-4,4,4-trifluoro-2-butenoate (372-29-2,141860-78-8)

Guidance literature:

ethyl trifluoroacetate,; ethyl acetate; With sodium ethanolate;

With ammonium acetate; acetic acid; In cyclohexane; for 5h; Heating / reflux;

upstream raw materials:

ethyl 4,4,4-trifluoroacetoacetate

ethyl trifluoroacetate,

ethyl acetate

ammonium acetate

Downstream raw materials:

3-(4-chloro-phenyl)-6-trifluoromethyl-1H-pyrimidine-2,4-dione

2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]aniline

Refernces

• 1、 Liu, Hao-Nan,Cao, Hao-Qiang,Cheung, Chi Wai,Ma, Jun-An. "Cu-Mediated Expeditious Annulation of Alkyl 3-Aminoacrylates with Aryldiazonium Salts: Access to Alkyl N2-Aryl 1,2,3-Triazole-carboxylates for Druglike Molecular Synthesis". supporting information. p. 1396 - 1401. Retrieved 2020/02/22.
• 2、 Kaplan, Alan P.,Keenan, Terence,Scott, Roderick,Zhou, Xianbo,Bourchouladze, Rusiko,McRiner, Andrew J.,Wilson, Mark E.,Romashko, Darlene,Miller, Regina,Bletsch, Matthew,Anderson, Gary,Stanley, Jennifer,Zhang, Adia,Lee, Dong,Nikpur, John. "Identification of 5-(1-Methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)thiophene-2-Carboxamides as Novel and Selective Monoamine Oxidase B Inhibitors Used to Improve Memory and Cognition". . p. 2746 - 2758. Retrieved 2017/12/26.