205540

Sigma-Aldrich

Copper(I) iodide

98%

Synonym(s):
Cuprous iodide
Empirical Formula (Hill Notation):
CuI
CAS Number:
Molecular Weight:
190.45
EC Number:
MDL number:
eCl@ss:
38150105
PubChem Substance ID:
NACRES:
NA.21

Quality Level

vapor pressure

10 mmHg ( 656 °C)

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.

Packaging

50, 250 g in glass bottle
1 kg in glass bottle

Signal Word

Danger

RIDADR

UN 3077 9 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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.
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)
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)
Rodolfo Tello-Aburto et al.
Organic letters, 14(8), 2150-2153 (2012-04-06)
The first asymmetric total synthesis and determination of the absolute configuration for the neuroactive marine macrolide palmyrolide A is described. The highlight of the synthesis is macrocyclization via trans-enamide formation catalyzed by copper(I) iodide and cesium carbonate. Comparison with the...
Roberta Berrino et al.
The Journal of organic chemistry, 77(5), 2537-2542 (2012-01-31)
Free NH 3,3-diarylacrylamides are cyclized to substituted 2-quinolones in the presence of CuI, PPh(3), and KO-t-Bu in o-xylene at 100 °C. The reaction proceeds through a C-H functionalization/C-N bond formation process. With unsymmetrical 3,3-diarylacrylamides, high selectivity is observed using substrates...

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