Skip to Content
Merck
All Photos(1)

Documents

391549

Sigma-Aldrich

Dimethyl aminomalonate hydrochloride

97%

Synonym(s):

Aminomalonic acid dimethyl ester hydrochloride

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
NH2CH(COOCH3)2 · HCl
CAS Number:
Molecular Weight:
183.59
Beilstein:
3696467
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

crystals

mp

160 °C (dec.) (lit.)

solubility

water: soluble 25 mg/mL, clear, colorless to faintly yellow

SMILES string

Cl[H].COC(=O)C(N)C(=O)OC

InChI

1S/C5H9NO4.ClH/c1-9-4(7)3(6)5(8)10-2;/h3H,6H2,1-2H3;1H

InChI key

QWNDKNJSEWOEDM-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Dimethyl aminomalonate hydrochloride is a hydrochloride salt of a dialkyl aminomalonate.

Application

Dimethyl aminomalonate hydrochloride (aminomalonic acid dimethyl ester hydrochloride) may be used in synthesis of methyl 3-phenyl-5-hydantoincarboxylate and Boc-Leu-Ama(OMe)2(Boc= tert-butyloxycarbonyl, Leu= leucine, Ama= aminomalonic acid). It may be used as starting reagent in the synthesis of the following:
  • (R,S)-2-phenethylcysteine hydrochloride
  • dimethyl 2,2,2-polynitroalkylnitroaminonitromalonate
  • spirotryprostatin B

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

D Krumme et al.
FEBS letters, 436(2), 209-212 (1998-10-22)
Novel peptides containing the sequence -Pro-Leu-Ama(NHOH)- were synthesized and characterized by spectroscopic techniques. Their inhibitory properties towards the activated form of native human gelatinase B (MMP-9) and the catalytic domain of neutrophil collagenase (cdMMP-8) were determined. The most effective inhibitor
Synthesis of Nitro Compounds Starting with Dialkyl Aminomalonates.
Ishchenko MA, et al.
Russ. J. Org. Chem., 37(2), 194-197 (2001)
Oxindole as starting material in organic synthesis.
Ziarani GM, et al.
ARKIVOC (Gainesville, FL, United States), 1, 470-535 (2013)
Heterocyclizations, XIV. 1,3,5,7,-Tetraoxoperhydroimidazo[1,5-c]imidazole, a Novel Bridgehead Nitrogen Ureide
Capuano L, et al.
Chemische Berichte, 107(10), 3237-3245 (1974)
Alpha-alkylcysteines as inhibitors for carboxypeptidase A. Synthesis, evaluation, and implication for inhibitor design strategy.
Lee HS and Kim DH.
Bull. Korean Chem. Soc., 23(4), 593-598 (2002)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service