Home Other Building Blocks 2,3-Butadienoic acid, ethyl ester

2,3-Butadienoic acid, ethyl ester

CAS No.:
14369-81-4
Catalog Number:
AG001I6U
Molecular Formula:
C6H8O2
Molecular Weight:
112.1265
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
>95.0%(GC)
1 week
United States
$132
- +
5g
>95.0%(GC)
1 week
United States
$407
- +
Product Description
Catalog Number:
AG001I6U
Chemical Name:
2,3-Butadienoic acid, ethyl ester
CAS Number:
14369-81-4
Molecular Formula:
C6H8O2
Molecular Weight:
112.1265
MDL Number:
MFCD01863567
IUPAC Name:
ethyl buta-2,3-dienoate
InChI:
InChI=1S/C6H8O2/c1-3-5-6(7)8-4-2/h5H,1,4H2,2H3
InChI Key:
GLSUOACRAMLJIW-UHFFFAOYSA-N
SMILES:
CCOC(=O)C=C=C
Properties
Complexity:
121  
Compound Is Canonicalized:
No
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
112.052g/mol
Formal Charge:
0
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
112.128g/mol
Monoisotopic Mass:
112.052g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
26.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.7  
Literature
Title Journal
DABCO and Bu3P catalyzed [4 + 2] and [3 + 2] cycloadditions of 3-acyl-2H-chromen-ones and ethyl 2,3-butadienoate. Organic & biomolecular chemistry 20121014
Multicomponent reaction to construct spirocyclic oxindoles with a Michael (triple Michael)/cyclization cascade sequence as the key step. Chemistry (Weinheim an der Bergstrasse, Germany) 20120727
Phosphine-catalyzed annulations of azomethine imines: allene-dependent [3 + 2], [3 + 3], [4 + 3], and [3 + 2 + 3] pathways. Journal of the American Chemical Society 20110831
Phosphine- and nitrogen-containing Lewis base catalyzed highly regioselective and geometric selective cyclization of isatin derived electron-deficient alkenes with ethyl 2,3-butadienoate. Organic letters 20110304
Synthesis of functionalized chromans by PnBu3-catalyzed reactions of salicylaldimines and salicylaldehydes with allenic ester. Organic letters 20101217
Phosphine-catalyzed tandem reaction of allenoates with nitroalkenes. Organic letters 20101105
Beyond the aza-Morita-Baylis-Hillman reaction: Lewis base-catalyzed reactions of N-Boc-imines with ethyl 2,3-butadienoate. The Journal of organic chemistry 20090821
A facile synthetic route to 2 H-chromenes: reconsideration of the mechanism of the DBU-catalyzed reaction between salicylic aldehydes and ethyl 2-methylbuta-2,3-dienoate. Chemistry (Weinheim an der Bergstrasse, Germany) 20070101
Aza-Baylis-Hillman reactions of N-tosylated aldimines with activated allenes and alkynes in the presence of various Lewis base promoters. The Journal of organic chemistry 20051125
Regiocontrolled, palladium-catalyzed bisfunctionalization of allenyl esters. Multicomponent coupling approaches to highly substituted alpha,beta-unsaturated delta-lactones. The Journal of organic chemistry 20050819
DABCO-catalyzed reaction of allenic esters and ketones with salicyl N-tosylimines: synthesis of highly functionalized chromenes. Organic letters 20050707
Abnormal aza-Baylis-Hillman reaction of N-tosylated imines with ethyl 2,3-butadienoate and penta-3,4-dien-2-one. Organic letters 20031127
Highly regioselective construction of spirocycles via phosphine-catalyzed [3 + 2]-cycloaddition. The Journal of organic chemistry 20021213
Properties