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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)
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.
Bertz SH, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2007)
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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