4-Pentenoic acid

Base Information

• Chemical Name: 4-Pentenoic acid
• CAS No.: 591-80-0
• Molecular Formula: C5H8O2
• Molecular Weight: 100.117
• Hs Code.: 29161980
• European Community (EC) Number: 209-732-7
• NSC Number: 20944,9000
• UNII: D4S77Y29FB
• DSSTox Substance ID: DTXSID0044448
• Nikkaji Number: J53.731D
• Wikidata: Q27116641
• Metabolomics Workbench ID: 442
• ChEMBL ID: CHEMBL3185583
• Mol file: 591-80-0.mol

Synonyms:4-pentenoate;4-pentenoic acid;4-pentenoic acid, potassium salt;4-pentenoic acid, sodium salt;pent-4-enoate

Chemical Property of 4-Pentenoic acid

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.267mmHg at 25°C
• Melting Point: 54-57 °C(lit.)
• Refractive Index: n20/D 1.428(lit.)
• Boiling Point: 188.499 °C at 760 mmHg
• PKA: pK1:4.677 (25°C)
• Flash Point: 78.683 °C
• PSA: 37.30000
• Density: 0.993 g/cm³
• LogP: 1.03720
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in alcohol, Slightly soluble in water
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 100.052429494
• Heavy Atom Count: 7
• Complexity: 76.1

Purity/Quality:

99% ^*data from raw suppliers

4-Pentenoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,T
• Statements: 34-22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCCC(=O)O
• Description: Allylacetic acid (allyl acetate) is a derivative of acetate. It is the acetate ester of allyl alcohol. It is useful industrial intermediate. It is the precursor of some special polymer such as drying oils. It can also be used as a useful allylating reagent for catalyzing the allylation of aldehydes, and also allylation of aryl bromides in the palladium-catalyzed cross-coupling reaction. It has also demonstrated that it is a potential fumigant against grain beetle pests; study has shown that doses of 50–150 mg litre?1 with 24–120-h exposures are necessary to achieve 100% mortality of all life stages against grain beetle pests. Study has also shown that ally acetate is an effective oxidants during the Palladium— Iminophosphine-Catalyzed Homocoupling of Alkynylstannanes and Other Organostannanes
• Uses: Sulfonation yields the corresponding γ-lactone.1 The sulfonation of 4-pentenoic acid (Allylacetic acid) yields the corresponding γ-lactone. It was used to inhibit fatty acid oxidation in rat heart mitochondria. 4-Pentenoic acid (Allylacetic acid) was used to inhibit fatty acid oxidation in rat heart mitochondria.

Technology Process of 4-Pentenoic acid

There total 96 articles about 4-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: 96.0%

allylmalonic acid (2583-25-7) → pent-4-enoic acid (591-80-0)

Guidance literature:

With poly-4-vinylpyridine; In N,N-dimethyl-formamide; for 0.0666667h; microwave irradiation;

Reference yield: 85.0%

prop-2-en-1-yl 2-iodoacetate (90711-60-7) → pent-4-enoic acid (591-80-0)

Guidance literature:

prop-2-en-1-yl 2-iodoacetate; With triethyl borane; oxygen; In hexane; dichloromethane; at 20 ℃; for 2h;

With zinc; In tetrahydrofuran; for 4h; Heating;

DOI:10.1021/jo035461s

Reference yield: 84.0%

polymer, 38% reactive sites, 2,5 mmol/g; monomer(s): styrene, 4-vinylbenzylchloride, bromoacetic acid, allyltributyltin → pent-4-enoic acid (591-80-0)

Guidance literature:

With lithium hydroxide; tetrabutylammomium bromide; In tetrahydrofuran; water; for 12h; Heating;

DOI:10.1021/ol006449e

upstream raw materials:

piperidin-2-one

1,3,4-Tribromobutane

allylmalonic acid

2-acetyl-pent-4-enoic acid ethyl ester

Downstream raw materials:

pent-4-enoic acid propyl ester

vinyl pent-4-enoate

4-(2-methoxyphenyl)pentanoic acid

4-phenyl-1-pentanoic acid

Refernces

• 1、 Chen, Ping,Liang, Hai-Wei,Shen, Shan-Cheng,Wang, Lei,Xu, Shi-Long,Yin, Peng,Zhang, Le-Le. "Nitrogen-fixing of ultrasmall Pd-based bimetallic nanoclusters on carbon supports". . p. 297 - 304. Retrieved 2020/07/03.
• 2、 Chen, Chengsheng,Bosko, Cristin,McGeough, Catherine P.,McLean, Ryan,Zaino, Angela M.,Kyle Hadden,Peczuh, Mark W.. "Exploring the physicochemical and antiproliferative properties of biaryl-linked [13]-macrodilactones". . . Retrieved 2020/08/19.