Methyl buta-2,3-dienoate
Basic information
- CAS
18913-35-4- Standard SMILES
C=C=CC(=O)OC- InChIKey
CYKLAQPZTQQBJU-UHFFFAOYSA-N- Molecular formula
- C5H6O2
- Average molar mass
- 98.1 g/mol
- Monoisotopic mass
- 98.03677943
Names & identifiers
- Preferred name
- Methyl buta-2,3-dienoate
- IUPAC
- methyl buta-2,3-dienoate
- English name
- Methyl 2 3-butadienoate
- Molecular formula
- C5H6O2
- Molecular weight
- 98.1
Names & synonyms
methyl buta-2,3-dienoate18913-35-42,3-Butadienoic acid,methyl ester2,3-butadienoic acid, methyl esterButa-2,3-dienoic acid, methyl esterMETHYL 2 3-BUTADIENOATEmethyl allenecarboxylatemethylbuta-2,3-dienoateSCHEMBL4338298SCHEMBL7168184buta-2,3-dienoic acid methyl esterMFCD17013415
Show more names
SKL226
F20885InChI=1/C5H6O2/c1-3-4-5(6)7-2/h4H,1H2,2H
Database identifiers
- CAS
18913-35-4- PubChem CID
- 140448
- Nikkaji
- J718.136A
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 109
Physicochemical properties
- Melting point
- 115 °C · 115 °C(Solv: benzene (71-43-2))
- Boiling point
- 59 · 59-60 °C(Press: 52 Torr)
- Density
- 0.905 · 0.905±0.06 g/cm3(Predicted)
- form
- liquid
- color
- colorless
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- Hazard Codes
- Xn
- Risk Statements
- 36 · 36/37/38-42/43
- Safety Statements
- 26 · 26-36-45
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- risk_code
- 36/37/38-42/43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 26-36-45
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
UsesMethyl 2,3-Butadienoate is used as an reactive electrophilic reagents for nucleophilic addition, Michael addition, [2 + 2], [2 + 3], and [2 + 4] cycloadditions, and hetero-Cope rearrangements.
Preparation methods
PreparationMethyl 2,3-Butadienoate is most conveniently obtained via a Wittig reaction of [E(R)CHPPh3]+X- or E(R)C=PPh3 and RR′CHCOCl (R, R′ = H, alkyl) in the presence of Triethylamine in CH2Cl2.[1]Alternatively, the Wittig reaction can be performed with the corresponding ketenes.[2]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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