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13433-00-6 - Diethyl aminomalonate hydrochloride, 98% - Aminomalonic acid diethyl ester hydrochloride - A13681 - Alfa Aesar

A13681 Diethyl aminomalonate hydrochloride, 98%

CAS Number
13433-00-6
Synonyms
Aminomalonic acid diethyl ester hydrochloride

Size Price ($) Quantity Availability
10g 30.51
50g 102.02
250g 384.55
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Diethyl aminomalonate hydrochloride, 98%

MDL
MFCD00012510
EINECS
236-556-8

Chemical Properties

Formula
C7H13NO4•HCl
Formula Weight
211.65
Melting point
ca 165° dec.
Sensitivity
Hygroscopic
Solubility
Soluble in water.

Applications

Diethyl aminomalonate hydrochloride is used as a pharmaceutical intermediate. Diethyl aminomalonate with formaldehyde generates an azomethine ylide which can undergo cycloadditions with 1,2-dipolarophiles to form pyrrolidines.

Notes

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. It is hygroscopic in nature. Incompatible with oxidizing agents.

Literature References

Mario D. Bachi.; Nira Bar-Ner.; Charles M. Crittell.; Peter J. Stang.; Bobby L. Williamson. Synthesis of alkynyl(phenyl)iodonium triflates and their reaction with diethyl 2-aminomalonate. J. Org. Chem. 1991, 56 (12), 3912-3915.

Ning Chen.; Yuelie Lu.; Kumar Gadamasetti.; Clarence R. Hurt.; Mark H. Norman.; Christopher Fotsch. A Short, Facile Synthesis of 5-Substituted 3-Amino-1H-pyrrole-2-carboxylates. J. Org. Chem. 2000, 65 (8), 2603-2605.

Diethyl aminomalonate with formaldehyde generates an azomethine ylide which can undergo cycloadditions with 1,2-dipolarophiles to form pyrrolidines: Tetrahedron Lett., 29, 6649 (1988):

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
3568037
Harmonized Tariff Code
2922.49
TSCA
No

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