5-Hexenoic acid

Base Information

• Chemical Name: 5-Hexenoic acid
• CAS No.: 1577-22-6
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 29161900
• European Community (EC) Number: 628-738-4
• UNII: 5HL6OL352W
• DSSTox Substance ID: DTXSID30166305
• Nikkaji Number: J98.008K
• Wikidata: Q83035504
• Metabolomics Workbench ID: 446
• Mol file: 1577-22-6.mol

Synonyms:5-Hexenoic acid, GC 96%;5-HEXENOIC ACID 99%;5-HEXENOIC ACID 98+%;RARECHEM AL BO 0638;5-HEXENOIC ACID;hex-5-enoic acid

Chemical Property of 5-Hexenoic acid

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.12mmHg at 25°C
• Melting Point: -37°C
• Refractive Index: 1.4340
• Boiling Point: 202.6 °C at 760 mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 100.1 °C
• PSA: 37.30000
• Density: 0.973 g/cm³
• LogP: 1.42730
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 86.5

Purity/Quality:

99% ^*data from raw suppliers

5-Hexenoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCCCC(=O)O
• Uses: 5-Hexenoic acid is used as an organic chemical synthesis intermediate. 5-Hexenoic acid may be used for the preparation of iodolactone derivatives and fluorine-containing δ-valerolactones.

Technology Process of 5-Hexenoic acid

There total 82 articles about 5-Hexenoic 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: 99.0%

caprolactam; 6-aminocaproic acid; 6-aminocaproic amide; nylon-6-oligomers; water; mixture of → caprolactam (105-60-2,9012-16-2) + pentamide (626-97-1) + 5-hexenoic acid (1577-22-6) + hexanoic acid (142-62-1) + valeric acid (109-52-4)

Guidance literature:

at 300 ℃; for 5h; under 9000.9 Torr;

Reference yield: 98.0%

3-trimethylsilylcyclohexan-1-one (7531-60-4) → 5-hexenoic acid (1577-22-6)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 60 ℃; for 0.5h;

DOI:10.1021/ja992720f

Reference yield: 94.0%

5-Hexen-1-ol (821-41-0) → 5-hexenoic acid (1577-22-6)

Guidance literature:

With air; potassium carbonate; In water; at 46.84 ℃; for 24h;

DOI:10.1246/cl.2007.212

upstream raw materials:

diazomethane

pent-4-enoyl chloride

hexahydro-2H-oxepin-2-one

caprolactam

Downstream raw materials:

hexan-4-olide

cyclohexenone

hex-5-enoic acid-(4-bromo-phenacyl ester)

hept-6-en-2-one

Refernces

• 1、 Nookaraju,Kumar, Pradeep. "Total synthesis of (+)-petromyroxol via tandem α-aminoxylation-allylation and asymmetric dihydroxylation-SN2 cyclization approach". . p. 63311 - 63317. Retrieved 2015.
• 2、 Valiente, Alejandro,Martínez-Pardo, Pablo,Kaur, Gurpreet,Johansson, Magnus J.,Martín-Matute, Belén. "Electrochemical Proton Reduction over Nickel Foam for Z-Stereoselective Semihydrogenation/deuteration of Functionalized Alkynes". . . Retrieved 2021/12/22.
• 3、 Maier, Martin E.,Rengarasu, Rathikrishnan. "Synthesis of a C1-C12 Fragment of Gulmirecin B". supporting information. p. 1346 - 1350. Retrieved 2019/06/20.