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307483

Sigma-Aldrich

Copper(II) chloride dihydrate

ACS reagent, ≥99.0%

Synonym(s):

Cupric chloride dihydrate

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About This Item

Linear Formula:
CuCl2 · 2H2O
CAS Number:
10125-13-0
Molecular Weight:
170.48
EC Number:
231-210-2
MDL number:
MFCD00149674
UNSPSC Code:
12352302
PubChem Substance ID:
329753575
NACRES:
NB.24

grade

ACS reagent

vapor density

>1 (vs air)

Assay

≥99.0%

form

crystalline powder
crystals or granules

reaction suitability

reagent type: catalyst
core: copper

impurities

≤0.01% insolubles

mp

100 °C (dec.) (lit.)

anion traces

nitrate (NO3-): ≤0.015%
sulfate (SO42-): ≤0.005%

cation traces

Ca: ≤0.005%
Fe: ≤0.005%
K: ≤0.01%
Na: ≤0.02%
Ni: ≤0.01%

SMILES string

Cl[Cu]Cl.[H]O[H].[H]O[H]

InChI

1S/2ClH.Cu.2H2O/h2*1H;;2*1H2/q;;+2;;/p-2

InChI key

MPTQRFCYZCXJFQ-UHFFFAOYSA-L

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Application

Copper(II) chloride dihydrate can be used as a catalyst:
  • For the conversion of dimedone into N-arylhydrazinecarbothioamide based indazole derivatives by reacting with phenylhydrazine, hydrazine hydrate, and substituted arylisothiocyanates.
  • In the three-component Domino reaction ofarylboronic acids, arylcyanamides, and amines to synthesize 2-aminobenzimidazoles in the presence of bipyridine ligand.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Deprotection of t-butyldimethylsiloxy (TBDMS) protecting group with catalytic copper (II) chloride dihydrate.
TAN ZP, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 11(9), 753-756 (2000)
An X-ray refinement of the crystal structure of copper (II) chloride dihydrate.
Engberg ?.
Acta Chemica Scandinavica, 24(10), 6-6 (1970)
Interaction of hydrazine with copper (II) chloride in acidic solutions. Formation, spectral and magnetic properties, and structures of copper (II), copper (I), and mixed-valence species.
Brown DB, et al.
Inorganic Chemistry, 18(10), 2635-2641 (1979)
Regeneration of carbonyl compounds from semicarbazones by copper (II) chloride dihydrate.
Ram RN and Varsha K.
Tetrahedron Letters, 32(41), 5829-5832 (1991)
Kenji Funaki et al.
Organic letters, 14(24), 6186-6189 (2012-12-12)
Direct arylation of thiophenes and benzothiophenes with aryltrimethylsilanes was effectively catalyzed by PdCl(2)(MeCN)(2) in the presence of CuCl(2) as an oxidant. The reaction preferentially occurred at the β-position of both thiophenes and benzothiophenes.
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