cis-Hex-4-enoic acid

Base Information

• Chemical Name: cis-Hex-4-enoic acid
• CAS No.: 35194-36-6
• Molecular Formula: C6H10 O2
• Molecular Weight: 114.144
• Hs Code.: 2916190090
• NSC Number: 409219
• Nikkaji Number: J1.363.915I
• Wikidata: Q27117527
• Metabolomics Workbench ID: 55837
• Mol file: 35194-36-6.mol

Synonyms:cis-hex-4-enoic acid;(4Z)-hex-4-enoic acid;(Z)-hex-4-enoic acid;NSC-409219;cis-4-hexenoic acid;(Z)-4-Hexenoic acid;SCHEMBL4192984;CHEBI:38357;NSC409219;Q27117527

Chemical Property of cis-Hex-4-enoic acid

Chemical Property:

• Vapor Pressure: 0.111mmHg at 25°C
• Melting Point: 17.3°C (estimate)
• Refractive Index: 1.4390
• Boiling Point: 203.9°Cat760mmHg
• Flash Point: 101.4°C
• PSA: 37.30000
• Density: 0.985g/cm³
• LogP: 1.42730
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 94.7

Purity/Quality:

99% ^*data from raw suppliers

4-HEXENOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34:Causes burns.
• Hazard Codes: R34:Causes burns.
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of cis-Hex-4-enoic acid

There total 28 articles about cis-Hex-4-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: 89.0%

1-methyl-2-propenyl iodoacetate → hex-4-enoic acid (35194-36-6)

Guidance literature:

1-methyl-2-propenyl 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: 57.0%

5-Hexen-1-ol (821-41-0) → hex-4-enoic acid (35194-36-6) + 5-hexenoic acid (1577-22-6) + hexanoic acid (142-62-1)

Guidance literature:

5-Hexen-1-ol; With ((CH₃C₆H₄CH(CH₃)2)RuI(C₆H₄NC₃H₂NCH₃)); potassium hydroxide; In m-xylene; for 16h; Schlenk technique; Reflux;

With hydrogenchloride; In water; m-xylene; pH=2; Schlenk technique;

DOI:10.1039/c9cc03519b

Reference yield: 32.0%

caprolactam (105-60-2,9012-16-2) → hex-4-enoic acid (35194-36-6) + 5-hexenoic acid (1577-22-6)

Guidance literature:

With hydrogenchloride; sodium nitrite; Yield given;

upstream raw materials:

1,3,4-tribromo-pentane

2-hydroxy-2-methylhexane-1,6-dioic acid

hex-4-enoic acid ethyl ester

(E)-Hex-4-enoic acid cyano-dimethyl-methyl ester

Downstream raw materials:

hexan-4-olide

E,Z-4-hexenecarboxylic acid methyl ester

Refernces

• 1、 Darkwa, James,Kumar, Gopendra,Makhubela, Banothile C. E.,Muyaneza, Apollinaire,Olaoye, Oluwasegun E.,Oyetunji, Olayinka. "Catalytic hydrogenation of sorbic acid using pyrazolyl palladium(II) and nickel(II) complexes as precatalysts". . p. 50 - 56. Retrieved 2021/12/09.
• 2、 Wang, Guangzhu,Liang, Xinyi,Chen, Lili,Gao, Qian,Wang, Jian-Guo,Zhang, Panke,Peng, Qian,Xu, Senmiao. "Iridium-Catalyzed Distal Hydroboration of Aliphatic Internal Alkenes". . p. 8187 - 8191. Retrieved 2019/05/27.