trans-2-Hexenyl propionate

Base Information

• Chemical Name: trans-2-Hexenyl propionate
• CAS No.: 53398-80-4
• Deprecated CAS: 139729-91-2
• Molecular Formula: C9H16 O2
• Molecular Weight: 156.225
• Hs Code.: 2915509000
• European Community (EC) Number: 258-513-2
• UNII: F3851R4663
• DSSTox Substance ID: DTXSID30886051
• Nikkaji Number: J118.145I,J59.828C
• Wikidata: Q27159826
• Metabolomics Workbench ID: 48139
• Mol file: 53398-80-4.mol

Synonyms:53398-80-4;trans-2-Hexenyl propionate;2-Hexenyl propanoate;Propionic Acid trans-2-Hexen-1-yl Ester;(E)-2-Hexenyl propionate;[(E)-hex-2-enyl] propanoate;(E)-2-Hexenyl propanoate;(E)-Hex-2-enyl propionate;2-HEXEN-1-OL, PROPANOATE, (E)-;(2E)-hex-2-en-1-yl propanoate;(2E)-2-Hexenyl propionate;2-Hexen-1-ol, propanoate, (2E)-;2-Hexenyl propionate;2-Hexenyl propionate, (2E)-;EINECS 258-513-2;2-Hexen-1-ol, 1-propanoate, (2E)-;trans-2-Hexenyl n-propionate;AI3-35969;PROPIONICACIDTRANS-2-HEXEN-1-YLESTER;(E)-2-Hexen-1-ol, propanoate;UNII-F3851R4663;FEMA No. 3778;F3851R4663;trans-2-Hexen-1-yl Propionate;(E) - hex - 2 - enyl propionate;trans-2-Hexenyl propanoate;(E)-2-Hexenyl=propionate;SCHEMBL873462;SCHEMBL873463;trans-2-HEXENYLPROPIONATE;Propionic acid 2-hexenyl ester;(E)-2-hexen-1-yl propionate;(E)-2-Hexen-1-ol propanoate;FEMA NO. 3932;CHEBI:87682;FEMA 3932;LPWKTEHEFDVAQS-VOTSOKGWSA-;DTXSID30886051;2-Hexenyl propionate, AldrichCPR;LPWKTEHEFDVAQS-VOTSOKGWSA-N;MFCD00036545;2-HEXENYL PROPIONATE, TRANS-;FEMA NO. 3778, 2E-;Cycloheptyl dipropylamidocyanidophosphate;propanoic acid trans-2-hexen-1-ylester;(E)-2-HEXENYL PROPIONATE [FHFI];LS-75609;P0884;Q27159826;InChI=1/C9H16O2/c1-3-5-6-7-8-11-9(10)4-2/h6-7H,3-5,8H2,1-2H3/b7-6+

Chemical Property of trans-2-Hexenyl propionate

Chemical Property:

• Vapor Pressure: 0.409mmHg at 25°C
• Melting Point: -57.45°C (estimate)
• Refractive Index: 1.4280-1.4310
• Boiling Point: 195.9°Cat760mmHg
• Flash Point: 73.6°C
• PSA: 26.30000
• Density: 0.896g/cm³
• LogP: 2.29590
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

98%,99%, ^*data from raw suppliers

trans-2-Hexen-1-yl Propionate >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of trans-2-Hexenyl propionate

There total 3 articles about trans-2-Hexenyl propionate 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: 69.0%

(E)-2-Hexen-1-ol (928-95-0) + propionyl chloride (79-03-8) → propionic acid trans-2-hexen-1-yl ester (53398-80-4,56922-76-0)

Guidance literature:

With pyridine; In dichloromethane; for 20h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86212-8

Reference yield:

trans-2-hexenylacrylate → propionic acid trans-2-hexen-1-yl ester (53398-80-4,56922-76-0)

Guidance literature:

With (triphenylphosphine)copper(I) hydride hexamer; In benzene-d6; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.201504870

Reference yield:

(E)-2-Hexen-1-ol (928-95-0) → propionic acid trans-2-hexen-1-yl ester (53398-80-4,56922-76-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2: (triphenylphosphine)copper(I) hydride hexamer / benzene-d6 / 0 - 20 °C / Inert atmosphere

With (triphenylphosphine)copper(I) hydride hexamer; triethylamine; In dichloromethane; benzene-d6;

DOI:10.1002/chem.201504870

upstream raw materials:

(E)-2-Hexen-1-ol

propionyl chloride

Downstream raw materials:

anti-N-phenyl-2-methyl-3-propyl-4-pentenamide

syn-N-phenyl-2-methyl-3-propyl-4-pentenamide

1-(toluene-4-sulfonyl)-1H-indole-2-carboxylic acid ethyl ester

ethyl 3-<(E)-2-hexenyl>-1-tosylindole-2-carboxylate

Refernces

• 1、 Metz, P.,Mues, C.. "THERMAL O -> C REARRANGEMENT OF N-PHENYL-ALLYLIMIDATES". . p. 6841 - 6854. Retrieved 2007/10/02.