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1117-71-1 - Methyl 4-bromocrotonate, tech. 85% - 4-Bromocrotonic acid methyl ester - A15582 - Alfa Aesar

A15582 Methyl 4-bromocrotonate, tech. 85%

Codice CAS
1117-71-1
Sinonimi
4-Bromocrotonic acid methyl ester

Dimensioni Prezzo ($) Quantità Disponibilità
10g 34,90
50g 122,00
250g 486,00
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Methyl 4-bromocrotonate, tech. 85%

MDL
MFCD00000246
EINECS
214-251-0

Proprietà chimiche

Formula
C5H7BrO2
Peso formula
179.01
Punto di ebollizione
83-85°/13mm
Punto di infiammabilità
91°(195°F)
Densità
1.524
Indice di rifrazione
1.5010
Solubilità
Slightly soluble in water.

Applicazioni

It is a useful synthetic intermediate. It was used in the synthesis of irreversible inhibitors of EGFR and HER-2 tyrosine kinases with enhanced antitumor activities.

Note

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Letteratura

Pirote Prempree, et al. Reaction of methyl 4-bromocrotonate with lithium ester enolates: direct SN2 displacement vs. Michael-initiated ring closure.J. Org. Chem.,1983,48(20), 3553-3556.

Gary A. Koppel. γ-Alkylation of methyl 4-bromocrotonate, a vinylogous darzens reaction.Tetrahedron Lett.,1972,13(15), 1507-1509.

Undergoes a vinylogous Reformatsky reaction with carbonyl compounds, to give δ-hydroxy-ɑß-unsaturated esters: Liebigs Ann. Chem., 709, 29 (1967). Use of a Zn-Ag couple allows Reformatsky coupling to be carried out with or without allylic rearrangement depending on whether ether or THF is used as the solvent: Synth. Commun., 19, 2355 (1989). For a review of the Reformatsky synthesis, see: Synthesis, 571 (1989).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H227-H314-H318

Combustible liquid. Causes severe skin burns and eye damage. Causes serious eye damage.

Dichiarazioni precauzionali: P210u-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
1745755
Classe di rischio
8
Gruppo di imballaggio
III
Codice tariffe armonizzato
2916.19
TSCA
Yes
RTECS
GQ3120000

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