Ethyl acetamidoacetate

HCID 74702CAS 1906-82-7

Substructure search Find similar structures

Basic information

Standard SMILES: CCOC(=O)CNC(C)=O
InChIKey: AMBDTBHJFINMSE-UHFFFAOYSA-N
Molecular formula: C6H11NO3
Average molar mass: 145.16 g/mol
Monoisotopic mass: 145.07389321

Names & identifiers

Preferred name: Ethyl acetamidoacetate
IUPAC: ethyl 2-acetamidoacetate
English name: Ethyl acetamidoacetate
Molecular formula: C6H11NO3
Molecular weight: 145.16

Names & synonyms

1906-82-7Ethyl acetamidoacetateEthylaceturateEthyl acetylglycineDTXSID30172542RefChem:596551DTXCID6095033217-608-9Ac-Gly-OEtethyl 2-acetamidoacetateN-Acetylglycine ethyl esterEthyl N-acetylglycinate

Show more names

N-Ac-Gly-OEtAc-Gly-Oet-OHEthyl Acetamideacetate

ethyl acetylglycinateGLYCINE, N-ACETYL-, ETHYL ESTERethyl 2-(acetylamino)acetateMFCD00009173Acetylglycine ethyl esterM03018Acetyl-glycine ethyl esterEthyl acetaminoacetate

Database identifiers

CAS: 1906-82-7
PubChem CID: 74702
DTXSID: DTXSID30172542
ChEMBL: CHEMBL3278870
EC Number: 217-608-9
Nikkaji: J144.107H

Properties

Computed structural properties

XLogP: -0.3
Topological polar surface area: 55.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 4
Heavy atoms: 10
Formal charge: 0
Complexity: 133

Experimental & physicochemical properties

SpringerMaterials PropertiesBoiling point

Physicochemical properties

Melting point: 43 · 43-46 °C(lit.)
Boiling point: 260 °C712 · 260 °C712 mm Hg(lit.)
Density: 1.2511 · 1.2511 (rough estimate)
refractive index: 1.43 · 1.4300 (estimate)
Flash point: 230 °F · >230 °F
storage temp.: Inert atmosphere,Room Temperature
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka: 14.75 · 14.75±0.46(Predicted)
form: powder to lump
color: White to Almost white
Major Application: peptide synthesis
InChI: InChI=1S/C6H11NO3/c1-3-10-6(9)4-7-5(2)8/h3-4H2,1-2H3,(H,7,8)
InChIKey: AMBDTBHJFINMSE-UHFFFAOYSA-N
SMILES: C(OCC)(=O)CNC(C)=O
CAS DataBase Reference: 1906 · 1906-82-7(CAS DataBase Reference)
NIST Chemistry Reference: Glycine, N-acetyl-, ethyl ester(1906-82-7)
UNSPSC Code: 12352200 · 12352200
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319-H315-H335
Precautionary statements: 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
HS Code: 29241990 · 29241990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29241990
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H319-H315-H335
Precautionary statements: P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Applications

UsesEthyl Acetamidoacetate is used in biological studies as pre-fermentative replacement of SO2 by lysozyme and oenological tannins effects on flavor volatiles during the bottled storage of white wines.