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Sigma-Aldrich

N,N-Dimethylmethyleneiminium iodide

98%

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Synonym(s):
N,N-Dimethylmethyleneammonium iodide, Eschenmoser’s salt
Linear Formula:
CH2=N+(CH3)2I-
CAS Number:
Molecular Weight:
185.01
Beilstein/REAXYS Number:
1731022
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

mp

219 °C (dec.) (lit.)

solubility

water: soluble 50 mg/mL, clear to slightly hazy, colorless to yellow

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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Butyrylthiocholine iodide ≥98%

B3253

Butyrylthiocholine iodide

N,N-Diisopropylethylamine 99.5%, biotech. grade

496219

N,N-Diisopropylethylamine

N,N-Diisopropylethylamine ReagentPlus®, ≥99%

D125806

N,N-Diisopropylethylamine

solubility

water: soluble 50 mg/mL, clear to slightly hazy, colorless to yellow

solubility

-

solubility

water: soluble 4.01 g/L at 20 °C

solubility

-

mp

219 °C (dec.) (lit.)

mp

171-174 °C (lit.)

mp

<−50 °C (lit.)

mp

<−50 °C (lit.)

General description

N,N-Dimethylmethyleneiminium iodide is useful reagent for many synthetic applications, especially aminomethylation and conversion of ketones to α,β−unsaturated enones.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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