Ethyl 2-butynoate
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Basic information
- CAS
4341-76-8- Standard SMILES
CC#CC(=O)OCC- InChIKey
FCJJZKCJURDYNF-UHFFFAOYSA-N- Molecular formula
- C6H8O2
- Average molar mass
- 112.13 g/mol
- Monoisotopic mass
- 112.05242949
Names & identifiers
- Preferred name
- Ethyl 2-butynoate
- IUPAC
- ethyl but-2-ynoate
- English name
- Ethyl 2-butynoate
- Molecular formula
- C6H8O2
- Molecular weight
- 112.13
Names & synonyms
Ethyl 2-butynoate4341-76-8Ethyl tetrolate6UG3A7S3GBDTXSID20195846RefChem:594264DTXCID60118337224-395-6ethyl but-2-ynoate2-Butynoic Acid Ethyl Ester2-Butynoic acid, ethyl esterbut-2-ynoic acid ethyl ester
Show more names
2-butynoateEthyl ButynoateEthyltetrolate,Tethyle2-butynoateEthyl2-butynoate,98+%Ethyl 2-butynoate, 95%Ethyl 3-methylpropiolate
MFCD00015182ETHYL-2-BUTYNOATETetrolic Acid Ethyl EsterEthyl 2-butynoate, 98%ethyl but-2-ynoatAS-14742T1052Ethyl2-butynoate
Database identifiers
- CAS
4341-76-8- PubChem CID
- 78043
- DTXSID
DTXSID20195846- ChEMBL
CHEMBL4094027- UNII
- 6UG3A7S3GB
- EC Number
- 224-395-6
- Nikkaji
- J2.513.905D、J205.719K
Properties
Computed structural propertiesFilling in
- XLogP
- 1.5
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 135
Physicochemical properties
- Boiling point
- 160 · 160-161 °C/730 mmHg (lit.)
- Density
- 0.962 g/mL · 0.962 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.436(lit.)
- Flash point
- 145 °F · 145 °F
- storage temp.
- 2 · Inert atmosphere,2-8°C
- solubility
- Chloroform, Ethyl Acetate
- form
- Powder
- Specific Gravity
- 0.962 · 0.962
- color
- Grey to red to brown
- Water Solubility
- Miscible with water, chloroform and ethyl acetate.
- Sensitive
- Air Sensitive
- BRN
- 1744948 · 1744948
- InChI
- 1S/C6H8O2/c1-3-5-6(7)8-4-2/h4H2,1-2H3
- InChIKey
- FCJJZKCJURDYNF-UHFFFAOYSA-N
- SMILES
- CCOC(=O)C#CC
- CAS DataBase Reference
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H226 (10.4%): Flammable liquid and vapor [Warning Flammable liquids]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazard Classes and CategoriesFlam. Liq. 3 (10.4%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (97.9%)
Safety data
- F
- 10-23
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- ridadr
- 1993
- hs_code
- 29161900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
Chemistry & industry
Applications
UsesEthyl 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.
UsesEthyl 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
General DescriptionEthyl 2-butynoate, a 2-alkynoate is a methanogenesis inhibitor. It is an electron deficient internal alkyne that has been reported to undergo codimerization with alkenes to form 1,3-dienes catalyzed by rhodium(I)/H8-BINAP complex. The annulation of thioamides with ethyl 2-butynoate catalyzed by tri-n-butylphosphine to form thiazolines has been investigated.
Upstream & downstream products
Upstream raw materials
Related reactions
154 records
Compound notes
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