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: 2024-08-22 14:21:17
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. |
Computed Descriptors for N-Acetylglycine
| InChIKey | OKJIRPAQVSHGFK-UHFFFAOYSA-N |
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