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36239-09-5 - Ethyl malonyl chloride, 95% - Ethyl (chloroformyl)acetate - Malonic acid monoethyl ester chloride - A15616 - Alfa Aesar

A15616 Ethyl malonyl chloride, 95%

Codice CAS
36239-09-5
Sinonimi
Ethyl (chloroformyl)acetate
Malonic acid monoethyl ester chloride

Dimensioni Prezzo ($) Quantità Disponibilità
5g 50,40
25g 175,00
100g 561,00
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Ethyl malonyl chloride, 95%

MDL
MFCD00000736
EINECS
252-934-5

Proprietà chimiche

Formula
C5H7ClO3
Peso formula
150.56
Punto di ebollizione
83°/22mm
Punto di infiammabilità
67°(152°F)
Densità
1.189
Indice di rifrazione
1.4290
Sensibilità
Moisture Sensitive
Solubilità
Miscible with water.

Applicazioni

Ethyl malonyl chloride is used in the syntheses of methanofullerodendimers and 3-pyrrolin-2-ones. It plays a vital role in the preparation of 3,5-disubstituted 1,2,4-oxadiazole derivatives, which are potential peptidomimetic building blocks. It is a versatile acylating agent for propargyl alcohols, hydrazines and amines.

Note

Store in cool place. Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with alcohols. It reacts with water.

Letteratura

Useful synthetic building block, e.g. in an oxazole synthesis: J. Med. Chem., 36, 3871 (1993):

Formation of amides has been used in the syntheses of 1,2,4-triazine-3,6-diones, and of a vicinal tricarbonyl amide derivative of L-phenylalanine: J. Org. Chem., 60, 5992 (1995); 61, 1872 (1996).

Yang, Z.; Li, S.; Zhang, Z.; Xu, J. Base-switched annuloselectivity in the reactions of ethyl malonyl chloride and imines. Org. Biomol. Chem. 2014, 12 (48), 9822-9830.

Hayat, F.; Kang, L.; Lee, C. Y.; Shin, D. Synthesis of arylnaphthalene lignan lactone using benzoin condensation, intramolecular thermal cyclization and Suzuki coupling. Tetrahedron 2015, 71 (19), 2945-2950.

Rischio GHS e dichiarazioni precauzionali

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

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

Dichiarazioni precauzionali: P210-P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. 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. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
636215
Classe di rischio
8
Gruppo di imballaggio
II
Codice tariffe armonizzato
2917.19
TSCA
No

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