Methyl 2-ethylpentanoate

Base Information

• Chemical Name: Methyl 2-ethylpentanoate
• CAS No.: 816-16-0
• Molecular Formula: C8H16O2
• Molecular Weight: 144.214
• DSSTox Substance ID: DTXSID601002075
• Nikkaji Number: J124.053F
• Mol file: 816-16-0.mol

Synonyms:Methyl 2-ethylpentanoate;816-16-0;Pentanoic acid, 2-ethyl-, methyl ester;2-Ethylpentanoic acid methyl ester;Valeric acid, 2-ethyl-, methyl ester;starbld0006668;Methyl .alpha.-ethylvalerate;SCHEMBL1849772;IVNZXKXOTJLKHM-UHFFFAOYSA-N;DTXSID601002075

Chemical Property of Methyl 2-ethylpentanoate

Chemical Property:

• Vapor Pressure: 2.91mmHg at 25°C
• Boiling Point: 156.3°Cat760mmHg
• Flash Point: 46.7°C
• PSA: 26.30000
• Density: 0.876g/cm³
• LogP: 1.98570
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 99.4

Purity/Quality:

2-EthylpentanoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(CC)C(=O)OC

Technology Process of Methyl 2-ethylpentanoate

There total 6 articles about Methyl 2-ethylpentanoate 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:

methanol (67-56-1) + 1-hexene (592-41-6,25067-06-5) + carbon monoxide (201230-82-2) → methyl heptanoate (106-73-0) + 2-Ethylpentansaeure-methylester (816-16-0)

Guidance literature:

With hydrogenchloride; [Pd(N-(1H-benzoimidazol-2-ylmethyl-2-methoxy)aniline)(OTs)(PPh₃)]; triphenylphosphine; In toluene; at 90 ℃; for 24h; Reagent/catalyst; Solvent; Temperature; regioselective reaction; Catalytic behavior; Autoclave;

DOI:10.1007/s11243-018-0222-8

Reference yield:

methanol (67-56-1) + n-hexan-2-ol (626-93-7) + carbon monoxide (201230-82-2) → methyl heptanoate (106-73-0) + 2-Ethylpentansaeure-methylester (816-16-0) + methyl 2-methylcaproate (2177-81-3)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; trifluorormethanesulfonic acid; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; at 140 ℃; for 48h; under 30003 Torr; Overall yield = 51 %Chromat.; Autoclave; Inert atmosphere;

DOI:10.1002/anie.201701950

Reference yield:

methanol (67-56-1) + n-hexan-3-ol (623-37-0) + carbon monoxide (201230-82-2) → methyl heptanoate (106-73-0) + 2-Ethylpentansaeure-methylester (816-16-0) + methyl 2-methylcaproate (2177-81-3)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; trifluorormethanesulfonic acid; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; at 140 ℃; for 48h; under 30003 Torr; Overall yield = 65 %Chromat.; Autoclave; Inert atmosphere;

DOI:10.1002/anie.201701950

upstream raw materials:

diazomethane

1-(2-Propenyl)cyclopropancarbonsaeure

hexane

methyl diazoacetate

Downstream raw materials:

2-Ethyl-1,1-bis-(4-acetoxy-phenyl)-penten-⁽¹⁾

2-Ethyl-1,1-bis-(4-methoxy-phenyl)-penten-⁽¹⁾

2-ethyl-1-pentanol

Refernces

• 1、 Dong, Kaiwu,Sang, Rui,Liu, Jie,Razzaq, Rauf,Franke, Robert,Jackstell, Ralf,Beller, Matthias. "Palladium-Catalyzed Carbonylation of sec- and tert-Alcohols". supporting information. p. 6203 - 6207. Retrieved 2017/05/22.
• 2、 Akhrem, Irena S.,Afanas'eva, Lyudmila V.,Vitt, Sergei V.,Petrovskii, Pavel V.. "First examples of the selective carbonylation of C6-C10 linear alkanes to tertiary carbonyl-containing compounds". . p. 180 - 182. Retrieved 2007/10/03.