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212946

Sigma-Aldrich

Copper(I) chloride

reagent grade, 97%

Synonym(s):

Copper monochloride, Cuprous chloride

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About This Item

Linear Formula:
CuCl
CAS Number:
7758-89-6
Molecular Weight:
99.00
EC Number:
231-842-9
MDL number:
MFCD00010971
UNSPSC Code:
12352302
PubChem Substance ID:
329752134
NACRES:
NA.55

grade

reagent grade

vapor pressure

1.3 mmHg ( 546 °C)

Assay

97%

form

powder

reaction suitability

reagent type: catalyst
core: copper

pH

5 (20 °C, 50 g/L)

bp

1490 °C (lit.)

mp

430 °C (lit.)

solubility

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

SMILES string

Cl[Cu]

InChI

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

InChI key

OXBLHERUFWYNTN-UHFFFAOYSA-M

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General description

Cu is present in +1 (cuprous) valence state in CuCl. CuCl is a semiconductor having a wide band gap. It is a promising candidate for use in silicon-based optoelectronics since its lattice resembles with silicon. It participates in various reactions with Grignard reagents.

Application

Copper(I) chloride (Cuprous chloride, CuCl) has been used to synthesize 7-((tert-butyldimethylsilyl)oxy)hepta-2,4-diyn-1-ol. CuCl may be used in the stereospecific synthesis of cyclic conjugated dienes. It may be employed as a reactant to investigate the stability of copper chloride complexes in hydrothermal solutions.
Shows unique character as an initiator of radical reactions such as the hydrostannation of α,β-unsaturated ketones.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Takayoshi Arai et al.
The Journal of organic chemistry, 73(13), 4903-4906 (2008-06-03)
A catalytic asymmetric Henry reaction has been developed with use of a sulfonyldiamine-CuCl complex as a catalyst. A series of new binaphthyl-containing sulfonyldiamine ligands (2a-h) were readily synthesized in two steps starting from commercially available chiral 1,2-diamines. The (R,R)-diamine-(R)-binaphthyl ligand
Xiaoliang Xu et al.
Organic letters, 12(5), 897-899 (2010-02-04)
Promoted by CuCl/CCl(4), a variety of sulfonyl azides and tertiary amines were successfully coupled to give sulfonyl amidine derivatives in good to excellent yields. A possible mechanism for this reaction is discussed.
Yew-Foon Tan et al.
Journal of proteome research, 11(7), 3860-3879 (2012-05-12)
Plant mitochondria are highly responsive organelles that vary their metabolism in response to a wide range of chemical and environmental conditions. Quantitative proteomics studies have begun to allow the analysis of these large-scale protein changes in mitochondria. However studies of
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