Ethyl trans-2-hexenoate

Base Information

• Chemical Name: Ethyl trans-2-hexenoate
• CAS No.: 27829-72-7
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Hs Code.: 29171900
• European Community (EC) Number: 216-296-1,248-681-5
• UNII: OL4EUZ6C13
• DSSTox Substance ID: DTXSID30885403
• Nikkaji Number: J250.597E,J110.615E
• Wikidata: Q72475091
• Metabolomics Workbench ID: 45381
• Mol file: 27829-72-7.mol

Synonyms:27829-72-7;Ethyl hex-2-enoate;Ethyl trans-2-hexenoate;Ethyl 2-hexenoate;ethyl (E)-hex-2-enoate;Ethyl (E)-2-hexenoate;2-Hexenoic acid, ethyl ester;2-Hexenoic acid, ethyl ester, (2E)-;1552-67-6;Ethyl 2E-hexenoate;(2E)-2-Hexenoic Acid Ethyl Ester;FEMA No. 3675;Ethyl (E)hex-2-enoate;(E)-ethyl hex-2-enoate;UNII-OL4EUZ6C13;2-Hexenoic acid, ethyl ester, (E)-;ethyl (2E)-hex-2-enoate;OL4EUZ6C13;Ethyl ester of 2-hexenoic acid;trans-2-Hexenoic Acid Ethyl Ester;EINECS 216-296-1;EINECS 248-681-5;AI3-33376;Ethyl E-hex-2-enoate;SCHEMBL755909;(E)-ETHYL 2-HEXENOATE;CHEBI:87514;DTXSID30885403;(E)-2-Hexenoic acid ethyl ester;(E)-Hex-2-enoic acid ethyl ester;CBA82972;FEMA NO. 4613, E-;LMFA07010852;MFCD00036541;AKOS015903428;CS-W018283;HY-W017567;ETHYL TRANS-2-HEXENOATE [FHFI];E0787;EN300-7399033;A876859;J-016890;(R)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3- carbonyl)hexanoate

Chemical Property of Ethyl trans-2-hexenoate

Chemical Property:

• Vapor Pressure: 1.32mmHg at 25°C
• Melting Point: -2 °C(lit.)
• Refractive Index: n20/D 1.46(lit.)
• Boiling Point: 172.6 °C at 760 mmHg
• Flash Point: 62.3 °C
• PSA: 26.30000
• Density: 0.901 g/cm³
• LogP: 1.90580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-10
• Safety Statements: 26-27-28-36/37/39-36/39-45-35-3/9-36-15

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC=CC(=O)OCC
• Isomeric SMILES: CCC/C=C/C(=O)OCC
• Uses: (2E)-2-Hexenoic Acid Ethyl Ester is an odor active compound found in fruits such as papaya fruit cv. Red Maradol and guava (Psidium guajava L. cv. Red Suprema).

Technology Process of Ethyl trans-2-hexenoate

There total 40 articles about Ethyl trans-2-hexenoate 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: 92.0%

butyraldehyde (123-72-8) + ethyl bromoacetate (105-36-2) → ethyl (E)-hex-2-enoate (27829-72-7)

Guidance literature:

With tributylstibine; at 100 ℃; for 2.5h; other aldehydes and ketones;

DOI:10.1016/S0040-4039(00)84675-4

Reference yield: 90.0%

butyraldehyde (123-72-8) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl (E)-hex-2-enoate (27829-72-7)

Guidance literature:

In benzene; at 20 ℃;

DOI:10.1016/j.bmcl.2009.08.056

Reference yield: 90.0%

(Diethoxy-phosphanyloxy)-acetic acid ethyl ester (144152-65-8) + butyraldehyde (123-72-8) → ethyl (E)-hex-2-enoate (27829-72-7)

Guidance literature:

With n-butyllithium;

DOI:10.1055/s-0029-1219372

upstream raw materials:

hydrogen ethyl malonate

butyraldehyde

ethoxyethynylmagnesium bromide

tripropylborane

Downstream raw materials:

(1R,2R)-2-Propyl-cyclopropanecarboxylic acid ethyl ester

(3S,1'S)-3-(N-α-methylbenzyl-N'-benzylamino)-hexanoate

(3R,7R)-ethyl N-(α-methylbenzyl benzyl)-3-aminohexanoate

ethyl hex-3-enoate

Refernces

• 1、 Miyaura,N. et al.. "-". . p. 3369 - 3370. Retrieved 1977.
• 2、 Hebditch, Katherine R.,Nicolau, Laura,Brimble, Margaret A.. "Synthesis of isotopically labelled thiol volatiles and cysteine conjugates for quantification of Sauvignon Blanc wine". . p. 237 - 243. Retrieved 2007.
• 3、 Liu, Feng,Liu, Jia-Li,tu, Jia-Lin. "Visible-Light-Promoted Intramolecular α-Allylation of Aldehydes in the Absence of Sacrificial Hydrogen Acceptors". supporting information. p. 7369 - 7372. Retrieved 2020/10/05.
• 4、 Muhl, Jennifer R.,Pilkington, Lisa I.,Deed, Rebecca C.. "First synthesis of 3-S-glutathionylhexanal-d8 and its bisulfite adduct". supporting information. . Retrieved 2020/06/17.