Skip to Content
Merck
All Photos(1)

Key Documents

50070

Sigma-Aldrich

Glycinamide hydrochloride

≥99.0% (AT)

Synonym(s):

2-Aminoacetamide hydrochloride, Aminoacetamide hydrochloride, Glycine amide hydrochloride

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
NH2CH2CONH2 · HCl
CAS Number:
Molecular Weight:
110.54
Beilstein:
3554199
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99.0% (AT)

form

solid

pKa (20 °C)

8.20

solubility

H2O: 0.1 g/mL, clear, colorless

anion traces

sulfate (SO42-): ≤50 mg/kg

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

0.5 M in H2O

UV absorption

λ: 260 nm Amax: 0.1

SMILES string

Cl.NCC(N)=O

InChI

1S/C2H6N2O.ClH/c3-1-2(4)5;/h1,3H2,(H2,4,5);1H

InChI key

WKNMKGVLOWGGOU-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Glycinamide hydrochloride may be used in the synthesis of [M(glycinamidato-N,N′)(ptpy)2] where ptpy = 2-(p-tolyl)pyridinato) and M= Rh or Ir.
It may be used in the synthesis of the following glycinamide-based imidazolidinones:
  • (±)-2-(2-phenylpropyl)imidazolidin-4-one
  • (±)-2-(2,4,4-trimethylpentyl)imidazolidin-4-one
  • (±)-2-[(R)-2,6-dimethyl-5-heptenyl]imidazolidin-4-one
  • (5R,6S,9R)-6-isopropyl-9-methyl-1,4-diazaspiro[4.5]decan-2-one
  • (5S,6S,9R)-6-isopropyl-9-methyl-1,4-diazaspiro[4.5]decan-2-one
  • (±)-2-methyl-2-pentylimidazolidin-4-one
  • (±)-2-ethyl-2-(2-methylbutyl)imidazolidin-4-one
  • (±)-2-(undecan-2-yl)imidazolidin-4-one
  • (±)-2-pentylimidazolidin-4-one
  • 2-(2,4-dimethylcyclohex-3-en-1-yl)imidazolidin-4-one

Other Notes

Use in peptide coupling.

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Preparation of Imidazolidin-4-ones and Their Evaluation as Hydrolytically Cleavable Precursors for the Slow Release of Bioactive Volatile Carbonyl Derivatives.
Trachsel A, et al.
European Journal of Organic Chemistry, 2012(14), 2837-2854 (2012)
N.J. Miles et al.
Journal of the Chemical Society. Perkin Transactions 1, 2299-2299 (1985)
Synthesis and Characterization of New Bis-Cyclometalated Rhodium and Iridium Complexes Containing the Glycinamidato Ligand.
Graf M, et al.
Zeitschrift fur Anorganische und Allgemeine Chemie, 639(7), 1117-1121 (2013)
Controlled gelation and sintering of monolithic gels prepared from g-alumina fume powder.
Tsai DS and Hsieh CC.
Journal of the American Ceramic Society. American Ceramic Society, 74(4), 830-836 (1991)
Gottfried K Schroeder et al.
Biochemistry, 46(13), 4037-4044 (2007-03-14)
As a model for mechanistic comparison with peptidyl transfer within the ribosome, the reaction of aqueous glycinamide with N-formylphenylalanine trifluoroethyl ester (fPhe-TFE) represents an improvement over earlier model reactions involving Tris. The acidity of trifluoroethanol (pKa 12.4) resembles that of

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