All Photos(3)

212946

Sigma-Aldrich

Copper(I) chloride

reagent grade, 97%

Synonym(s):
Copper monochloride, Cuprous chloride
Linear Formula:
CuCl
CAS Number:
Molecular Weight:
99.00
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.55

Quality Level

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

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

Packaging

2 kg in poly bottle
25, 500 g in poly bottle

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - 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

Certificate of Analysis

Certificate of Origin

Copper (I) Chloride.
Bertz SH, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2007)
Experimental study of copper (I) chloride complexing in hydrothermal solutions at 40 to 300 ?C and saturated water vapor pressure.
Xiao Z, et al.
Geochimica et Cosmochimica Acta, 62(17), 2949-2964 (1998)
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)
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.
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

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