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

signalword

Danger

hazcat

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

storage_class_code

8B - Non-combustible, corrosive hazardous materials

WGK Germany

WGK 3

Certificate of Analysis

Certificate of Origin

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)
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)
Beeraiah Baire et al.
Nature protocols, 8(3), 501-508 (2013-02-16)
The hexadehydro-Diels-Alder (HDDA) cascade enables the synthesis of complex benzenoid products with various substitution patterns through aryne intermediates. The first stage of this cascade involves the generation of a highly reactive ortho-benzyne intermediate by a net [4+2] cycloisomerization of a...
Marie Sircoglou et al.
Journal of the American Chemical Society, 130(49), 16729-16738 (2009-06-26)
The ambiphilic triphosphine-borane ligand 1 {TPB = [o-iPr2P-(C6H4)3B} readily coordinates to all group 10 and 11 metals to afford a complete series of metal boratranes (TPB)[M] 2-8 (2: M = Ni, 3: M = Pd, 4: M = Pt, 5:...

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