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205540

Sigma-Aldrich

Copper(I) iodide

98%

Synonym(s):

Cuprous iodide

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About This Item

Empirical Formula (Hill Notation):
CuI
CAS Number:
7681-65-4
Molecular Weight:
190.45
EC Number:
231-674-6
MDL number:
MFCD00010978
UNSPSC Code:
12352302
eCl@ss:
38150105
PubChem Substance ID:
329752013
NACRES:
NA.21

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.

related product

Product No.
Description
Pricing

909424

Cu(OTs)2, ≥95%

Signal Word

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

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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)
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.
Mingwen Zhu et al.
The Journal of organic chemistry, 77(20), 9102-9109 (2012-09-26)
A simple and convenient CuI/2-pyridonate catalytic system for the oxidative amidation of aldehydes with secondary amines has been developed. With this system, a variety of useful arylamides have been synthesized in moderate to good yields in the presence of small
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