cis-3-Hexenoic acid

Base Information

• Chemical Name: cis-3-Hexenoic acid
• CAS No.: 4219-24-3
• Molecular Formula: C6H10 O2
• Molecular Weight: 114.144
• Hs Code.: 2916190090
• European Community (EC) Number: 224-157-1
• NSC Number: 26715
• UNII: 86H58C39ZV
• DSSTox Substance ID: DTXSID20883579
• Nikkaji Number: J98.005F
• Wikidata: Q27121593
• Metabolomics Workbench ID: 1119
• Mol file: 4219-24-3.mol

Synonyms:cis-3-Hexenoic acid;(Z)-3-hexenoic acid;1775-43-5;(Z)-hex-3-enoic acid;3-Hexenoic acid, (3Z)-;cis-hex-3-enoic acid;(3Z)-3-Hexenoic acid;3-HEXENOIC ACID;3-Hexenoic acid, (Z)-;3Z-hexenoic acid;Cis-3-hexenoicacid;(3Z)-hex-3-enoic acid;UNII-86H58C39ZV;86H58C39ZV;EINECS 217-205-8;C6:1n-3;4219-24-3;NSC-26715;hex-3c-enoic acid;cis-Hydrosorbic acid;cis-Hex-3-ensaeure;fema 3170;WLN: QV2U3;(3Z)-3-Hexenoic acid #;C6:1, n-3 cis;2-Pentene-1-carboxylic acid;6:1, n-3 cis;SCHEMBL1129707;3-HEXENOIC ACID, CIS-;FEMA NO. 4493;CHEBI:49284;cis-Hexenoic Acid Bri (Natural);DTXSID20883579;XXHDAWYDNSXJQM-ARJAWSKDSA-N;NSC26715;LMFA01030779;AKOS025116646;F18341;Q27121593

Chemical Property of cis-3-Hexenoic acid

Chemical Property:

• Vapor Pressure: 0.0831mmHg at 25°C
• Melting Point: 12°C
• Refractive Index: 1.4935
• Boiling Point: 209°Cat760mmHg
• PKA: 4.51±0.10(Predicted)
• Flash Point: 106.4°C
• PSA: 37.30000
• Density: 0.985g/cm³
• LogP: 1.42730
• XLogP3: 1.2
• 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

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC(=O)O
• Isomeric SMILES: CC/C=C\CC(=O)O
• Description: May be synthesized by condensation of butyraldehyde and malonic acid; also formed during the distillation of ethyl paraconic acid.

Technology Process of cis-3-Hexenoic acid

There total 32 articles about cis-3-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: 94.0%

2-bromo-3-hexen-1-one → hex-3-enoic acid (4219-24-3)

Guidance literature:

2-bromo-3-hexen-1-one; With potassium nitrate; at 36 ℃; for 1.16667h;

With isopropyl butyrate; at 45 ℃; for 2h;

for 1.5h; Temperature;

Reference yield: 77.0%

sorbic Acid (110-44-1,91751-55-2) → hex-3-enoic acid (4219-24-3)

Guidance literature:

With sodium hydroxide; sodium dithionite; sodium hydrogencarbonate; at 110 ℃; for 1h; Product distribution; Mechanism; other substituted 2,4-alkadienoic acids, var. reaction times and ratios of reagents;

Reference yield:

malonic acid (141-82-2) + butyraldehyde (123-72-8) → hex-3-enoic acid (4219-24-3)

Guidance literature:

With triethanolamine;

DOI:10.3758/BF03195780

upstream raw materials:

sorbic Acid

2-ethyl-5-oxo-tetrahydro-furan-3-carboxylic acid

1-penten

n-pentylsodium

Downstream raw materials:

ethyl hex-3-enoate

hexan-4-olide

oxalic acid

propionic acid

Refernces

• 1、 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". supporting information. p. 8187 - 8191. Retrieved 2019/05/27.
• 2、 Xu, Jia,Zhang, Yuanyuan,Qin, Tian,Zhao, Xiaodan. "Catalytic Regio- and Enantioselective Oxytrifluoromethylthiolation of Aliphatic Internal Alkenes by Neighboring Group Assistance". supporting information. p. 6384 - 6388. Retrieved 2018/10/09.