Ethyl 2-butynoate

Base Information

• Chemical Name: Ethyl 2-butynoate
• CAS No.: 4341-76-8
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 29161900
• European Community (EC) Number: 224-395-6
• UNII: 6UG3A7S3GB
• DSSTox Substance ID: DTXSID20195846
• Nikkaji Number: J2.513.905D,J205.719K
• Wikidata: Q72473429
• ChEMBL ID: CHEMBL4094027
• Mol file: 4341-76-8.mol

Synonyms:ethyl 2-butynoate

Chemical Property of Ethyl 2-butynoate

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 2.11mmHg at 25°C
• Refractive Index: n20/D 1.436(lit.)
• Boiling Point: 163 °C at 760 mmHg
• Flash Point: 53.184 °C
• PSA: 26.30000
• Density: 0.98 g/cm³
• LogP: 0.57280
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Chloroform, Ethyl Acetate
• Water Solubility.: Miscible with water, chloroform and ethyl acetate.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2-butynoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C#CC
• Uses: Ethyl 2-butynoate is used as a precursor for the synthesis of 3-ethyl, 1-methyl 1-(2-nitrophenyl)-cyclopent-3-ene-1,3-dicarboxylate, alkenylsilanols and tricyclic aziridine derivatives. It acts as a methanogenesis inhibitor. As an electron deficient alkyne derivative, it plays a vital role in the preparation of 1,3-dienes catalyzed by rhodium(I)/H8-BINAP complex. Ethyl 2-butynoate was used in the study of its effect on in vitro degradation and microbial biomass production.It may be used in the synthesis of the following:3-ethyl, 1-methyl 1-(2-nitrophenyl)-cyclopent-3-ene-1,3-dicarboxylate tricyclic aziridine derivativesalkenylsilanols

Technology Process of Ethyl 2-butynoate

There total 23 articles about Ethyl 2-butynoate 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: 100.0%

ethyl 3-oxo-2-(triphenylphosphoranylidene)butyrate (1474-92-6) → Ethyl 2-butynoate (4341-76-8)

Guidance literature:

In various solvent(s); at 300 ℃; under 0.0001 Torr;

DOI:10.1016/S0040-4020(01)90373-4

Reference yield: 97.0%

Ethyl 3-trifluoromethanesulfonyloxy-2-crotonate (137273-43-9) → Ethyl 2-butynoate (4341-76-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; Reflux; Inert atmosphere;

DOI:10.1021/jo801563x

Reference yield: 95.0%

1-propynyl lithium (4529-04-8) + chloroformic acid ethyl ester (541-41-3) → Ethyl 2-butynoate (4341-76-8)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

DOI:10.1021/acs.orglett.5b01736

upstream raw materials:

ethanol

2-Butynoic acid

ethyl acetoacetate

dichlorotriphenylphosphorane

Downstream raw materials:

ethyl 1,4-dimethyl-1H-pyrazole-5-carboxylate

4-methyl-1H-pyrazole-3-carboxylic acid ethyl ester

ethyl 3,3-difluorobutanoate

ethyl aminocrotonate

Refernces

• 1、 Meier,H.,Menzel,I.. "". . p. 445 - 448. Retrieved 1972.
• 2、 Peh, Guangrong,Floreancig, Paul E.. "Convergent One-Pot Oxidative [n + 1] Approaches to Spiroacetal Synthesis". supporting information. p. 3750 - 3753. Retrieved 2015/08/18.
• 3、 -. "SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF". Paragraph 00303; page 125. . Retrieved 2014/08/19.