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215554

Sigma-Aldrich

Copper(I) iodide

99.999% trace metals basis

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:
24852902
NACRES:
NA.23
Assay:
99.999% trace metals basis
form:
powder and chunks
solubility:
dilute aqueous acid: insoluble(lit.)

vapor pressure

10 mmHg ( 656 °C)

Quality Level

200

Assay

99.999% trace metals basis

form

powder and chunks

impurities

≤15.0 ppm Trace Metal Analysis

bp

1290 °C/1 atm (decomp)(lit.)

mp

605 °C (lit.)

solubility

dilute aqueous acid: insoluble(lit.)

density

5.62 g/mL at 25 °C (lit.)

application(s)

battery manufacturing

SMILES string

[Cu+].[I-]

InChI

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

InChI key

LSXDOTMGLUJQCM-UHFFFAOYSA-M

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Application

Copper(I) iodide can be used as a catalyst for:
  • For arylation of pyrazole and derivatives by coupling arenediazonium species under mild and ligand-free conditions.
  • Selective cross-coupling of dibromo alkenes and heteronucleophiles which leads to numerous building blocks such as 1-bromoenamides, ynamides, ketene N, N-acetals, 1-bromoenol ethers, ynol ethers, ketene O, O-acetals, and vinyl phosphonates.
  • Stereospecific and the regioselective reaction of silacyclopropanes with carbonyl compounds.
It can also be used as a starting material in the preparation of diphenylphosphinepyridine-derivatives (PyrPHOS)-copper iodide complexes which are suitable for use in OLEDs.

Features and Benefits

  • Low toxicity
  • Mild reaction condition
  • High purity ensures reproducibility and avoids cocatalysis by contaminants.

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000377585
0000367757
0000347143
0000347143
0000377585

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. If the purity of 99.999% for Product 215554, Copper (I) Iodide is based solely on trace metal content, then what is the chemical purity of this product?

    We do not report a chemical purity for this product, however, an approximation of the purity can be determined by taking the value for the Copper content reported on the Certificate of Analysis and dividing it by the theoretical content of 33.4%.  (It is a an approximation because there could be other Copper containing impurities present that may contribute to the value).

  4. What is Product 215554, Copper (I) Iodide soluble in?

    According to the 13th edition of the chemicals encyclopedia published by the Royal Society of Chemistry, it is decomposed by concentrated Sulfuric Acid and Nitric Acid, insoluble in water, practically insoluble in ethanol and dilute acids, soluble in aqueous solutions of ammonia, alkali cyanides, thiosulfates, and iodides.

  5. Product 215554, Copper (I) Iodide has turned grayish in color.  Is it still good?

    This compound is light sensitive.  It is cream colored when first it is first produced, then slowly turns grayish in color because of its photosensitivity.  Chemical purity is not significantly compromised by modest homogeneous appearance changes.

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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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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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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