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Merck
CN

40769

Sigma-Aldrich

N,N-Dimethylmethyleneiminium iodide

purum, ≥95.0% (AT)

Synonym(s):

N,N-Dimethylmethyleneammonium iodide, Eschenmoser’s salt

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About This Item

Linear Formula:
CH2=N+(CH3)2I-
CAS Number:
33797-51-2
Molecular Weight:
185.01
Beilstein:
1731022
EC Number:
251-680-2
MDL number:
MFCD00011810
UNSPSC Code:
12352000
PubChem Substance ID:
24865478

Key Documents

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grade

purum

Assay

≥95.0% (AT)

mp

219 °C (dec.) (lit.)
235-240 °C (dec.)

storage temp.

2-8°C

SMILES string

[I-].C[N+](C)=C

InChI

1S/C3H8N.HI/c1-4(2)3;/h1H2,2-3H3;1H/q+1;/p-1

InChI key

VVDUZZGYBOWDSQ-UHFFFAOYSA-M

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Other Notes

"Mannich-reagent" for direct use: α-methylenation of carbonyls and ene reactions with olefins

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J. Schreiber et al.
Angewandte Chemie (International Edition in English), 83, 355-355 (1971)
J. Eacquerra et al.
Tetrahedron Asymmetry, 5, 921-921 (1994)
B.B. Snider et al.
The Journal of Organic Chemistry, 49, 183-183 (1984)
J.L. Roberts et al.
Tetrahedron Letters, 1621-1621 (1977)

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