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Merck
CN

468975

Benzyl (S)-(−)-4-oxo-2-azetidinecarboxylate

97%

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About This Item

Empirical Formula (Hill Notation):
C11H11NO3
CAS Number:
Molecular Weight:
205.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
97%
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Quality Level

assay

97%

optical activity

[α]21/D −44°, c = 3.3 in chloroform

mp

137-140 °C (lit.)

functional group

ester, phenyl

SMILES string

O=C1C[C@H](N1)C(=O)OCc2ccccc2

InChI

1S/C11H11NO3/c13-10-6-9(12-10)11(14)15-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)/t9-/m0/s1

InChI key

WGLLBHSIXLWVFU-VIFPVBQESA-N

Application

Important building block for the synthesis of NMDA receptor antagonists, 3-alkyl-L-aspartic acids, and orally active β-lactam inhibitors.
Benzyl (S)-(-)-4-oxo-2-azetidinecarboxylate may be used in the preparation of its N-acetyl derivative, which can be a potential candidate as solid electrolyte interphase (SEI)-forming additive in lithium-ion batteries.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Baldwin, J.E. et al.
Tetrahedron, 51, 11581-11581 (1995)
Hanessian, S. et al.
Synlett, 33-33 (1992)
Computational screening of lactam molecules as solid electrolyte interphase forming additives in lithium-ion batteries.
Han YK, et al.
Current Applied Physics, 14(6), 897-900 (2014)



Global Trade Item Number

SKUGTIN
468975-5G04061832728421