Ethyl trans-2-pentenoate

Base Information

• Chemical Name: Ethyl trans-2-pentenoate
• CAS No.: 27805-84-1
• Molecular Formula: C7H12 O2
• Molecular Weight: 128.171
• Hs Code.: 2916190090
• Nikkaji Number: J181.274B,J216.087K
• Mol file: 27805-84-1.mol

Synonyms:24410-84-2;Ethyl trans-2-pentenoate;ethyl (E)-pent-2-enoate;(Z)-2-Pentenoic acid ethyl ester;ETHYL (2E)-PENT-2-ENOATE;(E)-Ethyl pent-2-enoate;Ethyl 2-pentenoate;2-Pentenoic acid, ethyl ester;(E)-2-Pentenoic acid ethyl ester;2-Pentenoic acid, ethylester, (2E)-;27805-84-1;ethyl-(2E)-pent-2-enoate;Ethyl(E)-2-pentenoate;Ethyl (E)-2-Pentenoate;SCHEMBL94678;2-Pentenoic acid ethyl ester;Ethyl trans-pent-2-enoate 99%;Ethyl (2E)-pent-2-enoate, tech;MFCD06204561;AKOS006230266;CS-0361328

Chemical Property of Ethyl trans-2-pentenoate

Chemical Property:

• Vapor Pressure: 4.06mmHg at 25°C
• Boiling Point: 149.3°Cat760mmHg
• Flash Point: 45.4°C
• PSA: 26.30000
• Density: 0.907g/cm³
• LogP: 1.51570
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 106

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CC(=O)OCC
• Isomeric SMILES: CC/C=C/C(=O)OCC

Technology Process of Ethyl trans-2-pentenoate

There total 9 articles about Ethyl trans-2-pentenoate 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: 99.0%

ethyl pent-2-ynoate (55314-57-3) → (cis)-2-pentenoic acid ethyl ester (27805-84-1)

Guidance literature:

With hydrogen; In toluene; at 20 ℃; for 12h; under 38002.6 Torr; chemoselective reaction; Autoclave;

DOI:10.1021/jacs.5b07521

Reference yield: 60.0%

triphenyl(carbethoxymethyl)phosphonium bromide (4083-85-6) + propionaldehyde (123-38-6) → (cis)-2-pentenoic acid ethyl ester (27805-84-1)

Guidance literature:

With potassium hydroxide; In benzene; at 40 ℃; for 2h;

DOI:10.1021/jm00112a032

Reference yield: 58.0%

(Z)-2-pentenoic acid (16666-42-5) + ethyl iodide (75-03-6) → (cis)-2-pentenoic acid ethyl ester (27805-84-1)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In tetrahydrofuran; for 6h; Heating;

DOI:10.1002/jps.2600780813

upstream raw materials:

3-Acetoxy-pentanoic acid ethyl ester

2-<(ethoxycarbonyl)methyl>-2-oxo-4,5-dimethyl-1,3,2-dioxaphospholane

propionaldehyde

(Z)-2-pentenoic acid

Downstream raw materials:

ethyl 3-(benzylamino)valerate

(R)-1-(naphthalen-1-yl)ethanammonium (3S,4R)-1-(benzyloxycarbonyl)-4-ethylpyrrolidine-3-carboxylate

(S)-1-(naphthalen-1-yl)ethanammonium (3S,4R)-1-(benzyloxycarbonyl)-4-ethylpyrrolidine-3-carboxylate

(3R,4S)-1-((benzyloxy)carbonyl)-4-ethylpyrrolidine-3-carboxylic acid (R)-1-(naphthalen-1-yl)ethan-1-amine salt

Refernces

• 1、 Bhagavatula, Lakshmi,Christesen, Alan,Dunn, Travis B.,Ickes, Andrew,Kotecki, Brian J.,Marek, James C.,Morrill, Westin H.,Moschetta, Eric,Mulhern, Mathew,Rasmussen, Michael,Reynolds, Troy,Rozema, Michael J.,Yu, Su. "Development of a Scalable Enantioselective Synthesis of JAK Inhibitor Upadacitinib". . . Retrieved 2021/10/21.
• 2、 Mitsudome, Takato,Yamamoto, Masaaki,Maeno, Zen,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi. "One-step Synthesis of Core-Gold/Shell-Ceria Nanomaterial and Its Catalysis for Highly Selective Semihydrogenation of Alkynes". supporting information. p. 13452 - 13455. Retrieved 2015/11/10.