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Merck
CN

188840

Sigma-Aldrich

Ethyl acetimidate hydrochloride

97%

Synonym(s):

Ethyl acetoamidate hydrochloride, Ethyl acetocarboximidate hydrochloride, Ethyl acetoimidate hydrochloride, Ethyl ethanimidate hydrochloride, Ethyl ethanimidoate hydrochloride, Ethyl iminoacetate hydrochloride

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About This Item

Linear Formula:
CH3C(=NH)OC2H5 · HCl
CAS Number:
2208-07-3
Molecular Weight:
123.58
Beilstein:
3552401
EC Number:
218-631-7
MDL number:
MFCD00012572
UNSPSC Code:
12352100
PubChem Substance ID:
24851324
NACRES:
NA.22

Key Documents

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Quality Level

100

Assay

97%

mp

112-114 °C (lit.)

solubility

water: soluble 50 mg/mL, clear, colorless

functional group

amine

SMILES string

Cl.CCOC(C)=N

InChI

1S/C4H9NO.ClH/c1-3-6-4(2)5;/h5H,3H2,1-2H3;1H

InChI key

WGMHMVLZFAJNOT-UHFFFAOYSA-N

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Application

Ethyl acetimidate hydrochloride was used in preparation of amidinated carbonic anhydrase via chemical modification of human erythrocyte carbonic anhydrase. It was also used in synthesis of methyl 2-methyl-2-thiazoline-4-carboxylate hydrochloride.

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1562
BCCL2932
BCCK0360
BCCK3108
BCCK1371

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Inhibition and chemical modifications of human erythrocyte carbonic anhydrase B.
P L Whitney et al.
The Journal of biological chemistry, 242(18), 4212-4220 (1967-09-25)
Use of mono- and bifunctional group-specific reagents in the study of the renal Na+ -K+-ATPase.
J J de Pont et al.
The International journal of biochemistry, 12(1-2), 307-313 (1980-01-01)
D E Isenman et al.
Journal of immunology (Baltimore, Md. : 1950), 136(7), 2542-2550 (1986-04-01)
In a previous study we demonstrated that the thioester-mediated transacylation of the human C4B isotype onto sheep erythrocytes (ES) was approximately fourfold more efficient than that of C4A. Moreover, although C4B formed predominantly ester linkages, C4A displayed a preference for
T N Davis et al.
The Journal of biological chemistry, 260(1), 663-671 (1985-01-10)
The structure of the lipid-containing bacteriophage PR4 was studied using two alkyl imidates, ethyl acetimidate (EAI), a reagent permeant to lipid bilayers and isethionyl acetimidate (IAI), which is impermeant to membranes. The virion is an icosahedral particle consisting of a
L T Duong et al.
Archives of biochemistry and biophysics, 228(1), 332-341 (1984-01-01)
The topological arrangement of cytochrome b561 in the bovine adrenal medullary chromaffin granule membrane was investigated by radiolabeling and immunoprecipitation techniques using antibody raised against the purified cytochrome. The first labeling procedure involved a membrane-permeable amino group labeling reagent, ethyl
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