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730556

Sigma-Aldrich

N-Iodomorpholine hydriodide

97%

Synonym(s):

N-Iodomorpholinium iodide, Morpholine-iodide adduct

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About This Item

Empirical Formula (Hill Notation):
C4H9I2NO
CAS Number:
120972-13-6
Molecular Weight:
340.93
MDL number:
MFCD17171295
UNSPSC Code:
12352101
PubChem Substance ID:
329764576
NACRES:
NA.22

Assay

97%

form

solid

mp

92-96 °C

storage temp.

2-8°C

SMILES string

I.IN1CCOCC1

InChI

1S/C4H8INO.HI/c5-6-1-3-7-4-2-6;/h1-4H2;1H

InChI key

NZOIUCVTBFWRCS-UHFFFAOYSA-N

Application

N-Iodomorpholine hydriodide is an iodinating reagent that can be used in:
  • The iodination of (4-ethynylphenyl)diphenylphosphine oxide to yield (4-(iodoethynyl)phenyl)diphenylphosphine oxide, which is further used to prepare phosphine oxide-iodotriazole hybrid molecules.
  • The synthesis of silver bis(pyrazolyl)-methane complex based supramolecular architectures.
  • The synthesis of iodo-1,4-naphthoquinones, which are used to prepare biologically significant 3-aryl-1,4-naphthoquinones.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCC0128
MKBP8704V
MKBP0468V
MKBD9864V
MKBD9864

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Synthesis, characterization and biological activities of 3-aryl-1, 4-naphthoquinones-green palladium-catalysed Suzuki cross coupling
Louvis AR, et al.
New. J. Chem., 40(9), 7643-7656 (2016)
Cooperative binding in a phosphine oxide-based halogen bonded dimer drives supramolecular oligomerization
Maugeri L, et al.
The Journal of Organic Chemistry, 82(4), 1986-1995 (2017)
Supramolecular Assemblies in Silver Complexes: Phase Transitions and the Role of the Halogen Bond
Bonfant G, et al.
Inorganic Chemistry, 59(6), 4140-4149 (2020)

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