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03140

Sigma-Aldrich

Copper(I) iodide

purum, ≥99.5%

Sinonimo/i:

Cuprous iodide

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About This Item

Formula empirica (notazione di Hill):
CuI
Numero CAS:
7681-65-4
Peso molecolare:
190.45
Numero CE:
231-674-6
Numero MDL:
MFCD00010978
Codice UNSPSC:
12161600
eCl@ss:
38150105
ID PubChem:
57646720
NACRES:
NA.22

Tensione di vapore

10 mmHg ( 656 °C)

Livello qualitativo

200

Grado

purum

Saggio

≥99.5%

Impiego in reazioni chimiche

core: copper
reagent type: catalyst

Punto di fusione

605 °C (lit.)

Densità

5.62 g/mL at 25 °C (lit.)

Anioni in tracce

sulfate (SO42-): ≤5000 mg/kg

Cationi in tracce

Fe: ≤50 mg/kg

Stringa SMILE

[Cu+].[I-]

InChI

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

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Applicazioni

Copper(I) iodide, in combination with cesium fluoride, can be used to promote Stille coupling reaction. It can also mediate the reaction between arenethiolate ions and different
nonactivated aryl iodides in hexamethylphosphoric triamide to form aryl sulfides.
Copper(I) iodide can be used to catalyze:
  • Thioetherification of aryl halides using thiourea and alkyl bromides in wet polyethylene glycol and in the presence of potassium carbonate as a base.
  • Reaction between acetylenes and metal halides in diethylamine to form transition metal alkynyl complexes.
  • Reaction between terminal alkynes with phenylchalcogenyl halides to form alkynyl selenides, sulfides and tellurides.

Avvertenze

Danger

Indicazioni di pericolo

H302,H315,H317,H318,H372,H410

Classi di pericolo

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

Organi bersaglio

Thyroid

Codice della classe di stoccaggio

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
0000375328
0000371425
0000368498
0000361185
0000361185

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Significant enhancement of the Stille reaction with a new combination of reagents?copper (I) iodide with cesium fluoride.
Mee SP, et al.
Chemistry?A European Journal , 11(11), 3294-3308 (2005)
One?Pot Thioetherification of Aryl Halides Using Thiourea and Alkyl Bromides Catalyzed by Copper (I) Iodide Free from Foul?Smelling Thiols in Wet Polyethylene Glycol (PEG 200).
Firouzabadi H, et al.
Advanced Synthesis & Catalysis, 352(1), 119-124 (2010)
Facile substitution reaction between nonactivated aryl iodides and arenethiolates in the presence of copper (I) iodide.
Suzuki H, et al.
Chemistry Letters (Jpn), 9(11), 1363-1364 (1980)
Novel preparation of σ-alkynyl complexes of transition metals by copper (I) iodide-catalysed dehydrohalogenation.
Sonogashira K, et al.
Journal of the Chemical Society. Chemical Communications, 9, 291-292 (1977)
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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