Skip to Content
Merck
All Photos(2)

Documents

03140

Sigma-Aldrich

Copper(I) iodide

purum, ≥99.5%

Synonym(s):

Cuprous iodide

Sign Into View Organizational & Contract Pricing
All Photos(2)

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:
12161600
eCl@ss:
38150105
PubChem Substance ID:
57646720
NACRES:
NA.22

vapor pressure

10 mmHg ( 656 °C)

Quality Level

200

grade

purum

Assay

≥99.5%

reaction suitability

core: copper
reagent type: catalyst

mp

605 °C (lit.)

density

5.62 g/mL at 25 °C (lit.)

anion traces

sulfate (SO42-): ≤5000 mg/kg

cation traces

Fe: ≤50 mg/kg

SMILES string

[Cu+].[I-]

InChI

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

InChI key

LSXDOTMGLUJQCM-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

Application

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.

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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000004016
0000012311
0000019152
0000004991
0000014005

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
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)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service