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1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER

1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER ??? ???
?? ??:
1515-75-9
???:
1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER
???(??):
METHYL PENTANEDIENOATE;METHYL 2,4-PENTADIENOATE;methyl penta-2,4-dienoate;Dimethyl-2,4-pentandioate;(E)-Methyl 2,4-Pentadienoate;Vynilacrylic acid methyl ester;2,4-pentadienoic acid methyl ester;METHYL 1,3-BUTADIENE-1-CARBOXYLATE;1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER;methyl 1,3-butadiene-1-carboxylate mixt. of cis/trans
CBNumber:
CB0120580
???:
C6H8O2
??? ??:
112.13
MOL ??:
1515-75-9.mol

1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER ??

?? ?
50-52 °C20 mm Hg(lit.)
??
0.964 g/mL at 20 °C
???
n20/D 1.484
???
37 °C
?? ??
-20°C
???
sol most organic solvents
??? ??
liquid
??
Colorless to light yellow Liquid
BRN
1743332
InChI
1S/C6H8O2/c1-3-4-5-6(7)8-2/h3-5H,1H2,2H3
InChIKey
LJDLNNZTQJVBNJ-UHFFFAOYSA-N
SMILES
COC(=O)C=CC=C
LogP
1.340 (est)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xi
?? ???? ?? 10-36/37/38-52/53
????? 26-36-61
????(UN No.) UN 3272 3/PG 3
WGK ?? 3
F ?????? 8
?? ?? 3.2
???? III
HS ?? 29161995
???? ??? 3 - Flammable liquids
Hazard Classifications Aquatic Chronic 3
Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3
???? ?? KE-24696
????(GHS): Flame (GHS02)Exclamation Mark (GHS07)
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H226 ??? ?? ? ?? ??? ?? ?? 3 ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? P264, P280, P305+P351+P338,P337+P313P
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ??
H412 ??? ??? ?? ????? ??? ?? ????? ?? - ?? ?? 3 P273, P501
??????:
P261 ??·?·??·???·??·...·????? ??? ????.
P273 ???? ???? ???.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.

1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER C??? ??, ??, ??

??

1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER is used as a electron-poor diene capable of cycloaddition reactions with activated dienophiles to form carbocyclic and heterocyclic compounds; metal-promoted [6 + 4] cycloadditions and metal-promoted chain extensions.

Synthesis Reference(s)

Journal of the American Chemical Society, 94, p. 4395, 1972 DOI: 10.1021/ja00767a088
Synthesis, p. 534, 1988 DOI: 10.1055/s-1988-27626

?? ??

Methyl 2,4-pentadienoate undergoes Aza-Morita-Baylis-Hillman reaction with aldimines in DMF in the presence of 3-hydroxyquinuclidine.

1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER ?? ?? ? ???

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1,3-BUTADIENE-1-CARBOXYLIC ACID METHYL ESTER ?? ??

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