trans-2-Hexenoic acid

Base Information

• Chemical Name: trans-2-Hexenoic acid
• CAS No.: 13419-69-7
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 29161900
• European Community (EC) Number: 236-528-5,214-727-8
• UNII: VQ24908VRU
• DSSTox Substance ID: DTXSID60884601
• Nikkaji Number: J21.741G,J98.002A
• Wikidata: Q27159869
• Metabolomics Workbench ID: 443
• ChEMBL ID: CHEMBL2252747
• Mol file: 13419-69-7.mol

Synonyms:2-Hexenoicacid, (E)- (8CI);(E)-2-Hexenoic acid;(2E)-Hex-2-enoic acid;(2E)-2-Hexenoic acid;

Chemical Property of trans-2-Hexenoic acid

Chemical Property:

• Appearance/Colour: white crystalline low melting solid
• Vapor Pressure: 0.0535mmHg at 25°C
• Melting Point: 33-35 °C(lit.)
• Refractive Index: n20/D 1.438(lit.)
• Boiling Point: 216.5 °C at 760 mmHg
• PKA: pK1:4.74 (25°C)
• Flash Point: 115.4 °C
• PSA: 37.30000
• Density: 0.985 g/cm³
• LogP: 1.42730
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water
• XLogP3: 1.6
• 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

(2E)-2-HexenoicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC=CC(=O)O
• Isomeric SMILES: CCC/C=C/C(=O)O
• Description: trans-2-Hexenoic acid has a pleasant fatty characteristic and is long-lasting. This substance may be synthesized by condensation of butyraldehyde with malonic acid.

Technology Process of trans-2-Hexenoic acid

There total 33 articles about trans-2-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%

(E)-2-Hexenal (6728-26-3) → (E)-2-Hexenoic acid (13419-69-7)

Guidance literature:

With diphenyl diselenide; dihydrogen peroxide; In water; at 20 ℃; for 6h; Green chemistry;

DOI:10.3390/molecules200610496

Reference yield: 86.4%

→ (E)-2-Hexenoic acid (13419-69-7)

Guidance literature:

Reference yield: 68.0%

(trimethylsilyl)ketene bis(trimethylsilyl) acetal (65946-59-0) + butyraldehyde (123-72-8) → (E)-2-Hexenoic acid (13419-69-7)

Guidance literature:

With zinc dibromide; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1016/S0040-4039(00)80544-4

upstream raw materials:

4-bromocrotonic acid

ethylmagnesium bromide

malonic acid

butyraldehyde

Downstream raw materials:

hexan-4-olide

(E)-2-Hexen-1-ol

methyl (E)-hex-2-enoate

ethyl (E)-hex-2-enoate

Refernces

• 1、 Tanaka, Shinji,Kon, Yoshihiro,Uesaka, Yumiko,Morioka, Ryo,Tamura, Masanori,Sato, Kazuhiko. "Iron-catalyzed selective oxidation of α,β-unsaturated aldehydes to α,β-unsaturated carboxylic acids by molecular oxygen". . p. 188 - 190. Retrieved 2016.
• 2、 Loesche, Anne,Wiemann, Jana,Al Halabi, Zayan,Karasch, Julia,Sippl, Wolfgang,Csuk, René. "Unexpected AChE inhibitory activity of (2E)α,β-unsaturated fatty acids". . p. 3315 - 3319. Retrieved 2018.
• 3、 Driessen-Hoelscher, Birgit,Heinen, Joerg. "Selective two-phase-hydrogenation of sorbic acid with novel water soluble ruthenium complexes". . p. 141 - 146. Retrieved 1998.
• 4、 Han, Sheng Hua,Chen, Jian Xin,Liu, Hong Yan,Zhang, Hai Rong,Ma, Peng Fei. "Synthesis of piperazine derivatives and biological evaluation of its inhibitory activities on vascular smooth muscle cell proliferation". . p. 1299 - 1303. Retrieved 2015.
• 5、 Yasui, Kengo,Fugami, Keigo,Tanaka, Shuji,Tamaru, Yoshinao,Ii, Atsuhiko,Yoshida, Zen-Ichi,Saidi, Mohamad R.. "Palladium(II) catalyzed novel rearrangement of 1-allyloxy-1-siloxycyclopropanes". . p. 789 - 792. Retrieved 1992.
• 6、 Yin, Sen,Friedrich, Steffen,Hrupins, Vjaceslavs,Cox, Russell J.. "In vitro studies of maleidride-forming enzymes". . p. 14922 - 14931. Retrieved 2021/05/19.