Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

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

A15616 Ethyl malonyl chloride, 95%

CAS Number
36239-09-5
Synonyms
Ethyl (chloroformyl)acetate
Malonic acid monoethyl ester chloride

Size Price ($) Quantity Availability
5g 49.05
25g 164.01
100g 514.80
Add to Cart Add to Quote Request View Item

Ethyl malonyl chloride, 95%

MDL
MFCD00000736
EINECS
252-934-5

Chemical Properties

Formula
C5H7ClO3
Formula Weight
150.56
Boiling Point
83°/22mm
Flash Point
67°(152°F)
Density
1.189
Refractive Index
1.4290
Sensitivity
Moisture Sensitive
Solubility
Miscible with water.

Applications

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.

Notes

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.

Literature References

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318-H227

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

Precautionary Statements: 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.

Other References

Beilstein
636215
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2917.19
TSCA
No

Recommended

  • A13203

    Propionitrile, 99%
  • A13292

    Sodium bis(2-methoxyethoxy)aluminum hydride, 70% w/w in toluene.
  • 40191

    Phosphorus(III) bromide, 99% (metals basis)
  • A10655

    1-Bromopinacolone, 97+%
  • A13543

    Guanidine hydrochloride, 98%

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware