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Sigma-Aldrich

Copper(I) iodide

98%

Synonym(s):

Cuprous iodide

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About This Item

Empirical Formula (Hill Notation):
CuI
CAS Number:
Molecular Weight:
190.45
EC Number:
MDL number:
UNSPSC Code:
12352302
eCl@ss:
38150105
PubChem Substance ID:
NACRES:
NA.21

vapor pressure

10 mmHg ( 656 °C)

Quality Level

assay

98%

form

powder

reaction suitability

reaction type: click chemistry
reagent type: catalyst
core: copper

mp

605 °C (lit.)

density

5.62 g/mL at 25 °C (lit.)

SMILES string

[Cu+].[I-]

InChI

1S/Cu.HI/h;1H/q+1;/p-1

InChI key

LSXDOTMGLUJQCM-UHFFFAOYSA-M

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Application

Optimal catalyst for stereospecific and regioselective reaction of silacyclopropanes with carbonyl compounds.

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Description
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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1A - STOT RE 1 Oral

target_organs

Thyroid

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Simon P H Mee et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 11(11), 3294-3308 (2005-03-24)
The combination of copper(I) iodide and cesium fluoride significantly enhances the Stille reaction. After extensive optimisation, a variety of electronically unfavourable and sterically hindered substrates were coupled in very high yields under mild conditions.
The high-temperature structural behaviour of copper (I) iodide.
Keen DA and Hull S.
Journal of Physics. Condensed Matter : An Institute of Physics Journal, 7(29), 5793-5793 (1995)
Alkynyl sulfides and selenides from alkynyl bromides and diorganoyl chalcogenides promoted by copper (I) iodide.
Braga AL, et al.
Tetrahedron Letters, 34(3), 393-394 (1993)
Convenient preparation of alkynyl selenides, sulfides and tellurides from terminal alkynes and prenylchalcogenyl halides in the presence of copper (I) iodide.
Braga AL, et al.
Tetrahedron Letters, 34(50), 8041-8042 (1993)
Min Jiang et al.
Organic letters, 14(6), 1420-1423 (2012-03-08)
A domino synthesis of 5,12-dihydroindolo[2,1-b]quinazoline derivatives via copper-catalyzed Ullmann-type intermolecular C-C and intramolecular C-N couplings is reported. Good yields of various 5,12-dihydroindolo[2,1-b]quinazoline derivatives were obtained. Reaction scopes, limitations, and the reaction mechanism are discussed.

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