Ethyl 2-pentynoate

Base Information

• Chemical Name: Ethyl 2-pentynoate
• CAS No.: 55314-57-3
• Molecular Formula: C7H10 O2
• Molecular Weight: 126.155
• Hs Code.: 2916190090
• European Community (EC) Number: 259-588-4
• NSC Number: 190964
• DSSTox Substance ID: DTXSID40203871
• Nikkaji Number: J266.969B
• Wikidata: Q83077296
• Mol file: 55314-57-3.mol

Synonyms:Ethyl 2-pentynoate;ethyl pent-2-ynoate;55314-57-3;2-Pentynoic acid ethyl ester;2-Pentynoic acid, ethyl ester;Ethyl-2-pentynoate;Ethyl pent-2-yn-1-oate;EINECS 259-588-4;MFCD00015221;AI3-35772;ETHYL2-PENTYNOATE;ethylpent-2-ynoate;Ethyl 2-pentynoate, 97%;SCHEMBL126072;pent-2-ynoic acid ethyl ester;AMY1274;DTXSID40203871;BCP20891;NSC190964;AKOS015915385;NSC-190964;SB40693;AS-44614;SY045959;CS-0049392;FT-0625978;EN300-246790

Chemical Property of Ethyl 2-pentynoate

Chemical Property:

• Vapor Pressure: 0.734mmHg at 25°C
• Refractive Index: n20/D 1.439(lit.)
• Boiling Point: 178-179 °C(lit.)
• Flash Point: 102 °F
• PSA: 26.30000
• Density: 0.957 g/mL at 25 °C(lit.)
• LogP: 0.96290
• Storage Temp.: 2-8°C
• Water Solubility.: Not miscible in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 147

Purity/Quality:

98%, ^*data from raw suppliers

2-PentynoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-43
• Safety Statements: 16-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC#CC(=O)OCC
• Uses: Ethyl 2-pentynoate is used as pharmaceutical intermediate.

Technology Process of Ethyl 2-pentynoate

There total 8 articles about Ethyl 2-pentynoate 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: 90.0%

ethyl propanoylacetate (4949-44-4) → ethyl pent-2-ynoate (55314-57-3)

Guidance literature:

ethyl propanoylacetate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.75h; Inert atmosphere;

With trifluoromethylsulfonic anhydride; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1021/jo801563x

Reference yield: 85.0%

ethyl 3-oxo-2-triphenylphosphoranylidenepentanoate (1474-33-5) → ethyl pent-2-ynoate (55314-57-3)

Guidance literature:

at 260 - 280 ℃; for 3h; under 0.1 - 0.2 Torr;

DOI:10.1021/ja00399a036

Reference yield: 67.0%

1-ethoxy-pent-2-yne (20635-10-3) → ethyl pent-2-ynoate (55314-57-3)

Guidance literature:

With tert.-butylhydroperoxide; [bis(acetoxy)iodo]benzene; potassium carbonate; In decane; at 0 ℃;

DOI:10.1016/j.tetlet.2014.06.032

upstream raw materials:

ethanol

pent-2-ynoic acid

ethyl iodide

propynoic acid ethyl ester

Downstream raw materials:

(S)-2-(4-cyclohexyl-phenoxymethyl)-5-ethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one

(S)-5-ethyl-2-[4-(3,3,5,5-tetramethyl-cyclohexyl)-phenoxymethyl]-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one

ethyl (E)-3-(4-chlorophenyl)pent-2-enoate

ethyl (E)-3-(4-fluorophenyl)pent-2-enoate

Refernces

• 1、 Rhodes, Steven,Short, Spencer,Sharma, Sidhika,Kaur, Ramneet,Jha, Mukund. "One-pot mild and efficient synthesis of [1,3]thiazino[3,2-: A] indol-4-ones and their anti-proliferative activity". supporting information. p. 3914 - 3920. Retrieved 2019/04/30.
• 2、 Maity, Pradip,Lepore, Salvatore D.. "Selective one-pot synthesis of allenyl and alkynyl esters from β-ketoesters". supporting information; experimental part. p. 158 - 162. Retrieved 2009/04/07.