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256528

Sigma-Aldrich

Copper(I) chloride

ACS reagent, ≥90%

Synonym(s):

Copper monochloride, Cuprous chloride

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About This Item

Linear Formula:
CuCl
CAS Number:
Molecular Weight:
99.00
EC Number:
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:

grade

ACS reagent

vapor pressure

1.3 mmHg ( 546 °C)

Assay

≥90%
≥90.0% CuCl basis (ACS specification)

form

crystalline powder
powder

reaction suitability

reagent type: catalyst
core: copper

impurities

≤0.02% insol. in acid

bp

1490 °C (lit.)

mp

430 °C (lit.)

solubility

dimethyl sulfide: partially soluble(lit.)
water: insoluble(lit.)

anion traces

sulfate (SO42-): ≤0.1%

cation traces

Ca: ≤0.01%
Fe: ≤0.005%
K: ≤0.02%
Na: ≤0.05%

SMILES string

Cl[Cu]

InChI

1S/ClH.Cu/h1H;/q;+1/p-1

InChI key

OXBLHERUFWYNTN-UHFFFAOYSA-M

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Application

Copper(I) chloride may be used in the following processes:
  • Along with magnesium chloride, to catalyze the conjugate addition of organomagnesium reagents to α,β-ethylenic ketones to form 1,4-addition products.
  • To facilitate the addition of an amine to a nitrile to form an amidine, which on reduction forms tertiary amine.
  • To catalyze the reaction of olefinic hydrocarbons with phenyl selenocyanate to form β-alkoxyalkyl phenyl selenide.

Shows unique character as an initiator of radical reactions such as the hydrostannation of α,β-unsaturated ketones.

Other Notes

A -D suffix exists for administrative purposes only.
All -D packages are 100% the same product, same quality, same specification as the package sizes previously sold without a -D.

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

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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Conversion of nitriles into tertiary amines: N,N-dimethylhomoveratrylamine
Rousselet G, et al
Organic Syntheses, 76, 133-133 (1996)
M. Alami et al.
Organic Syntheses, 72, 135-135 (1995)
Copper (I) Chloride.
Bertz SH, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2007)
Facile oxyselenation of olefins in the presence of copper (II) or copper (I) chloride as catalyst.
Toshimitsu A, et al.
The Journal of Organic Chemistry, 45(10), 1953-1958 (1980)
Copper (I) chloride-mediated intramolecular coupling of vinyltrimethylstannane and vinyl halide functions.
Piers E and Wong T.
The Journal of Organic Chemistry, 58(14), 3609-3610 (1993)

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