(Z)-2-pentenoic acid

Base Information

• Chemical Name: (Z)-2-pentenoic acid
• CAS No.: 16666-42-5
• Molecular Formula: C5H8O2
• Molecular Weight: 100.117
• Hs Code.: 2916190090
• European Community (EC) Number: 210-975-6
• NSC Number: 26713
• DSSTox Substance ID: DTXSID801314963
• Nikkaji Number: J97.998H
• Wikidata: Q27117604
• Metabolomics Workbench ID: 55842
• ChEMBL ID: CHEMBL114492
• Mol file: 16666-42-5.mol

Synonyms:pent-2-enoic acid;pent-2-enoic acid, (E)-isomer

Chemical Property of (Z)-2-pentenoic acid

Chemical Property:

• Melting Point: 20.44°C (estimate)
• Refractive Index: 1.4207 (estimate)
• Boiling Point: 194.4°C (estimate)
• PKA: 4.61±0.25(Predicted)
• PSA: 37.30000
• Density: 0.9776 (rough estimate)
• LogP: 1.03720
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 100.052429494
• Heavy Atom Count: 7
• Complexity: 84.1

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (Z)-2-pentenoic acid

There total 41 articles about (Z)-2-pentenoic acid 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: 93.0%

malonic acid (141-82-2) + propionaldehyde (123-38-6) → pent-2-enoic acid (626-98-2,13991-37-2,16666-42-5)

Guidance literature:

With pyridine; for 3h; Heating;

Reference yield:

(E/Z)-2-buten-1-ol (6117-91-5,542-72-3) + carbon monoxide (201230-82-2) → Adipic acid (124-04-9) + pent-4-enoic acid (591-80-0) + pent-2-enoic acid (626-98-2,13991-37-2,16666-42-5) + 2-methylglutaric acid (18069-17-5) + monoethylsuccinic acid (636-48-6) + 3-pentenoic acid (5204-64-8)

Guidance literature:

With α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; water; toluene-4-sulfonic acid; palladium dichloride; In tetrahydrofuran; at 125 ℃; for 24h; under 30003 Torr; Reagent/catalyst; regioselective reaction; Autoclave; Green chemistry;

DOI:10.1002/anie.202008916

Reference yield:

5-methyl-dihydro-furan-2-one (108-29-2) → 1-butylene (106-98-9,9003-28-5) + (Z)-2-Butene (590-18-1) + trans-2-Butene (624-64-6) + pent-2-enoic acid (626-98-2,13991-37-2,16666-42-5)

Guidance literature:

With silica-alumina; at 280 ℃; under 24002.4 Torr;

upstream raw materials:

quinoline

malonic acid

propionaldehyde

3-hydroxyvaleric acid

Downstream raw materials:

propionic acid

Tiglic acid

butanone

ethyl 2-pentenoate