2-Pentenoic acid, 2-ethyl-, (E)-

Base Information

• Chemical Name: 2-Pentenoic acid, 2-ethyl-, (E)-
• CAS No.: 16403-07-9
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.171
• NSC Number: 244945
• UNII: MN3HVH3RLK
• Nikkaji Number: J690.842J,J799.504K
• ChEMBL ID: CHEMBL115551
• Mol file: 16403-07-9.mol

Synonyms:2-ethyl-2-pentenoic acid;2-Pentenoic acid, 2-ethyl-, (E)-;NSC-244945;16403-07-9;NSC244945;MN3HVH3RLK;2,3-Diethyl acrylic acid;2-Pentenoic acid, 2-ethyl-;SCHEMBL800055;CHEMBL115551;(E)-2-Ethyl-2-pentenoic acid;(2E)-2-Ethyl-2-pentenoic acid;2-ethylpent-2-enoic acid, (E)-;AKOS006376255;2-Pentenoic acid, 2-ethyl-, (2E)-;853386-80-8

Chemical Property of 2-Pentenoic acid, 2-ethyl-, (E)-

Chemical Property:

• Vapor Pressure: 0.0319mmHg at 25°C
• Boiling Point: 225.2°Cat760mmHg
• Flash Point: 132°C
• Density: 0.97g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Pentenoic acid, 2-ethyl-, (E)-

There total 14 articles about 2-Pentenoic acid, 2-ethyl-, (E)- 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: 79.0%

ethyl 2-ethylpent-2-enoate (474672-54-3) → (E)-2-ethylpent-2-enoic acid (16403-07-9)

Guidance literature:

With lithium hydroxide; In methanol; at 45 ℃; for 7.5h;

DOI:10.1002/ejoc.200500963

Reference yield: 70.0%

hex-3-yne (928-49-4) + carbon dioxide (124-38-9,18923-20-1) → (E)-2-ethylpent-2-enoic acid (16403-07-9)

Guidance literature:

hex-3-yne; With zirconocene dichloride; ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; diethyl ether; at 50 ℃; for 1h;

DOI:10.1055/s-2005-864807

Reference yield: 62.0%

methyl (E)-2-ethyl-2-pentenoate (71718-48-4) → (E)-2-ethylpent-2-enoic acid (16403-07-9)

Guidance literature:

With potassium hydroxide; In methanol; for 2h; Heating;

DOI:10.1021/jm00017a024

upstream raw materials:

2-ethyl-pent-2-enal

2-ethyl-3-pentenoic acid

propionaldehyde

2-bromobutyric acid ethyl ester

Refernces

• 1、 Kapferer, Tobias,Brueckner, Reinhard. "Asymmetric dihydroxylation of β,γ-unsaturated carboxylic esters with trisubstituted C=C bonds - Enantioselective syntheses of trisubstituted γ-butyrolactones". . p. 2119 - 2133. Retrieved 2007/10/03.
• 2、 Palaty,Abbott. "Structure-activity relationships of unsaturated analogues of valproic acid". . p. 3398 - 3406. Retrieved 2007/10/02.