N-Acetylglycine

Synonym(s):Acetamidoacetic acid;Aceturic acid

CAS NO.：543-24-8
Empirical Formula: C4H7NO3
Molecular Weight: 117.1
MDL number: MFCD00004275
EINECS: 208-839-6
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-20 11:41:24

What is N-Acetylglycine?

Chemical properties

white to light yellow crystal powde

The Uses of N-Acetylglycine

N-Acetyl-glycine is a derivative of Glycine (G615990). It is an intermediate used to synthesize rac 3-O-Methyl DOPA (M303805) which is an impurity of Levodopa.

Definition

ChEBI: An N-acylglycine where the acyl group is specified as acetyl.

Description

N-acetylglycine is used is in biological research of peptidomimetics. It is used as the blocking agent of the N-terminus to prepare unnatural and unusual amino acids and amino acid analogs as well as to modify peptides. N-Substituted glycine analogs are widely used in peptidomimetics and drug research.

Preparation

Aceturic acid can be prepared by warming glycine either with a slight excess of acetic anhydride in benzene, or with an equal molar amount of acetic anhydride in glacial (concentrated) acetic acid.

Purification Methods

N-Acetylglycine is treated with acid-washed charcoal and recrystallised three times from water or EtOH/Et2O and is dried in vacuo over KOH [King & King J Am Chem Soc 78 1089 1956]. [Beilstein 4 IV 2399.]

Properties of N-Acetylglycine

Melting point:	207-209 °C (lit.)
Boiling point:	218.88°C (rough estimate)
Density	1.3886 (rough estimate)
refractive index	1.4540 (estimate)
storage temp.	Sealed in dry,Room Temperature
solubility	26.3g/l
form	Crystalline Powder
pka	3.669(at 25℃)
color	White
Water Solubility	2.7 g/100 mL (15 ºC)
Merck	14,80
BRN	774114
CAS DataBase Reference	543-24-8(CAS DataBase Reference)
NIST Chemistry Reference	Glycine, N-acetyl-(543-24-8)
EPA Substance Registry System	Glycine, N-acetyl- (543-24-8)

Safety information for N-Acetylglycine

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.