(Z)-pent-3-enoic acid

Base Information

• Chemical Name: (Z)-pent-3-enoic acid
• CAS No.: 33698-87-2
• Molecular Formula: C5H8 O2
• Molecular Weight: 100.117
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID401314880
• Nikkaji Number: J98.001C
• Wikidata: Q27117618
• Metabolomics Workbench ID: 55843
• Mol file: 33698-87-2.mol

Synonyms:(Z)-pent-3-enoic acid;(Z)-3-pentenoic acid;33698-87-2;cis-pent-3-enoic acid;cis-beta,gamma-Penteneoic acid;Z-3-Pentensaeure;cis-Pent-3-ensaeure;cis-3-pentenoic acid;(3Z)-pent-3-enoic acid;C5:1, n-2 cis;pent-3-enoic acid;(3Z)-3-Pentenoic acid;3-Pentenoic acid, (Z)-;SCHEMBL360177;(Z)-CH3CH=CHCH2COOH;CHEBI:38369;DTXSID401314880;LMFA01031005;A848882;Q27117618

Chemical Property of (Z)-pent-3-enoic acid

Chemical Property:

• Vapor Pressure: 0.219mmHg at 25°C
• Melting Point: 20.44°C (estimate)
• Refractive Index: 1.4222 (estimate)
• Boiling Point: 192°C at 760 mmHg
• Flash Point: 89.5°C
• PSA: 37.30000
• Density: 1.008g/cm³
• LogP: 1.03720
• XLogP3: 0.8
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (Z)-pent-3-enoic acid

There total 10 articles about (Z)-pent-3-enoic 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: 70.0%

(Z)-5-(Ethylthio)-3-pentenoic Acid (69962-08-9) → pent-4-enoic acid (591-80-0) + (Z)-pent-3-enoic acid (33698-87-2)

Guidance literature:

With ammonia; lithium; for 1h;

DOI:10.1021/jo00167a013

Reference yield: 18.7%

3-(3-methyl-3H-diazirine-3-yl)propionic acid (25055-86-1) → pent-4-enoic acid (591-80-0) + (Z)-pent-3-enoic acid (33698-87-2) + (E)-3-pentenoic acid (1617-32-9) + 5-methyl-dihydro-furan-2-one (108-29-2)

Guidance literature:

In xylene; at 80 ℃; Kinetics; Product distribution; Mechanism; E^a; other temperatures (95-125 deg C); other solvent;

DOI:10.1039/P29900000661

Reference yield:

ethene (74-85-1) + C21H38N4NiO2 → pent-4-enoic acid (591-80-0) + (Z)-pent-3-enoic acid (33698-87-2) + (E)-3-pentenoic acid (1617-32-9)

Guidance literature:

In tetrahydrofuran; at 60 ℃; for 30h; Yield given. Yields of byproduct given;

upstream raw materials:

ethene

(Z)-5-(Ethylthio)-3-pentenoic Acid

3-(3-methyl-3H-diazirine-3-yl)propionic acid

(E/Z)-2-buten-1-ol

Downstream raw materials:

4-p-tolylpentanoic acid

β-ethyl-4-methylbenzenepropanoic acid

n-Pent-4-enyl alcohol

(3Z)-pent-3-en-1-ol

Refernces

• 1、 Becica, Joseph,Glaze, Owen D.,Wozniak, Derek I.,Dobereiner, Graham E.. "Selective Isomerization of Terminal Alkenes to (Z)-2-Alkenes Catalyzed by an Air-Stable Molybdenum(0) Complex". . p. 482 - 490. Retrieved 2018/02/17.
• 2、 Aleman, Jose,Del Solar, Virginia,Navarro-Ranninger, Carmen. "Anticancer platinum complexes as non-innocent compounds for catalysis in aqueous media". supporting information; experimental part. p. 454 - 456. Retrieved 2010/04/30.