3-Hexenoic acid

Base Information

• Chemical Name: 3-Hexenoic acid
• CAS No.: 1577-18-0
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 29161900
• European Community (EC) Number: 216-417-8,224-157-1
• UNII: 9B3N069EDG
• DSSTox Substance ID: DTXSID10883700
• Nikkaji Number: J54.020J,J98.004H
• Wikidata: Q27121594
• Metabolomics Workbench ID: 444
• Mol file: 1577-18-0.mol

Synonyms:trans-3-Hexenoic acid;1577-18-0;(E)-hex-3-enoic acid;Hydrosorbic acid;3-HEXENOIC ACID;3-Hexenoic acid, (3E)-;(E)-3-Hexenoic acid;trans-Hex-3-enoic acid;3-Hexenoic acid, (E)-;FEMA No. 3170;trans-3-Hexanoic acid;4219-24-3;(3E)-3-Hexenoic acid;EINECS 224-157-1;NSC 26715;(3E)-hex-3-enoic acid;BRN 1745294;UNII-9B3N069EDG;9B3N069EDG;EINECS 216-417-8;3-02-00-01321 (Beilstein Handbook Reference);C6:1n-3;NSC-26715;Hex-3-ensaeure;hex-3t-enoic acid;MFCD00002786;beta.gamma-Hexensaeure;trans-Hex-3-ensaeure;3-trans-hexenoic acid;Hex-3-en-carbonsaeure;(Z)-hex-3-enoicacid;beta,gamma-hexenoic acid;C6:1, n-3 trans;6:1, n-3 trans;3(E)-HEXENOIC ACID;SCHEMBL26621;SCHEMBL37416;trans-3-hexenoic acid (Pure);trans-3-Hexenoic acid, 97%;3-HEXENOIC ACID [FHFI];CHEBI:49283;CHEBI:49285;3-HEXENOIC ACID, TRANS-;DTXSID10883700;LMFA01030009;AKOS006222797;CS-W011248;HY-W010532;trans-3-Hexenoic acid, >=98%, FG;LS-75567;H0077;EN300-7590517;A883480;J-009442;Q27121594

Chemical Property of 3-Hexenoic acid

Chemical Property:

• Appearance/Colour: clear colorless to pale yellow liquid
• Vapor Pressure: 0.0831mmHg at 25°C
• Melting Point: 11-12 °C(lit.)
• Refractive Index: n20/D 1.44(lit.)
• Boiling Point: 209 °C at 760 mmHg
• PKA: pK1:4.72 (25°C)
• Flash Point: 106.4 °C
• PSA: 37.30000
• Density: 0.985 g/cm³
• LogP: 1.42730
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: SLIGHTLY SOLUBLE
• 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

(E)-3-HexenoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-25-28-27

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC=CCC(=O)O
• Isomeric SMILES: CC/C=C/CC(=O)O
• Uses: trans-3-Hexenoic acid was used in the preparation of trans-3-hexen-1-ol, starting reagent for the synthesis of endo-brevicomin.

Technology Process of 3-Hexenoic acid

There total 19 articles about 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: 95.0%

1,1,1-trichlorohex-3-en-2-ol (1050443-35-0) → (E)-3-hexenoic acid (1577-18-0)

Guidance literature:

1,1,1-trichlorohex-3-en-2-ol; With sodium tetrahydroborate; diphenyl diselenide; In ethanol; Inert atmosphere;

With sodium hydroxide; In ethanol; at 40 ℃; Inert atmosphere;

DOI:10.1021/ol8016484

Reference yield: 92.0%

(E)-4-iodobut-3-en-1-oic acid (190203-25-9) + ethylzinc bromide (6107-37-5) → (E)-3-hexenoic acid (1577-18-0)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); In N,N-dimethyl-formamide; at 50 ℃; for 12h;

DOI:10.1016/S0040-4020(03)00616-1

Reference yield: 90.0%

1,1-dimethylethyl (E)-3-hexenoate → (E)-3-hexenoic acid (1577-18-0) + tert-butyl nitrate (926-05-6)

Guidance literature:

With nitric acid; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/S0040-4039(98)02079-6

upstream raw materials:

sorbic Acid

pent-2-ynecarboxylic acid

β-vinyl-β-propiolactone

methylmagnesium bromide

Downstream raw materials:

methyl (E)-hex-3-enoate

2-methyl-3-hexenoic acid

4,6-dimethyl-2-oxocyclohex-3-enecarbonitrile

3-hexenyl chloride