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Merck

243469

Sigma-Aldrich

Cinc

granular, 20-30 mesh, ACS reagent, ≥99.8%

Sinónimos:

Zn

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About This Item

Fórmula empírica (notación de Hill):
Zn
Número de CAS:
Peso molecular:
65.39
EC Number:
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

grade

ACS reagent

Quality Level

vapor pressure

1 mmHg ( 487 °C)

assay

≥99.8%

form

granular

reaction suitability

core: zinc
reagent type: catalyst

resistivity

5.8 μΩ-cm, 20°C

particle size

20-30 mesh

bp

907 °C (lit.)

mp

420 °C (lit.)

density

7.133 g/mL at 25 °C (lit.)

cation traces

Fe: ≤0.01%
Pb: ≤0.01%

suitability

passes application test for determination of arsenic (As)

SMILES string

[Zn]

InChI

1S/Zn

InChI key

HCHKCACWOHOZIP-UHFFFAOYSA-N

General description

Zinc granules are pure metallic zinc in a granular form, they provide a high surface area for increased reactivity. They serve as a reducing agent, catalyst, or precursor for various chemical reactions. Zinc granules are commonly used for synthesis of organometallic compounds. It reacts with organic halides to form alkyl or aryl zinc compounds, which serve as powerful nucleophiles in carbon-carbon bond formations. This reaction, known as the Barbier reaction, enables the introduction of diverse functional groups into organic molecules.Zinc granules also find application in the synthesis of pharmaceuticals and fine chemicals. They can be employed in the reduction of functional groups like nitro, nitrile, or azide to their corresponding amines. Additionally, zinc granules are involved in other carbon-carbon bond forming reactions, such as the Reformatsky reaction and the Simmons-Smith reaction.

Application

Zinc granules can be used to prepare:

  • organozinc reagents commonly used in Negishi or Fukuyama couplings
  • Reformatsky reagents
  • Simmons-Smith reagents

pictograms

Environment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Reagents for Organic Synthesis
L. F. Fieser and M. Fieser
Reagents for Organic Synthesis, 1 (1967)
A scalable zinc activation procedure using dibal-h in a reformatsky reaction.
Girgis M J
Organic Process Research & Development, 13(6), 1094-1099 (2009)
Advanced Organic Chemistry: Reactions, Mechanisms, and Structure
March, J
Advanced Organic Chemistry (2007)
Use of activation methods for organozinc reagents.
Erdik E
Tetrahedron, 43(10), 2203-2212 (1987)
Highly efficient, general procedure for the preparation of alkylzinc reagents from unactivated alkyl bromides and chlorides.
Huo S
Organic Letters, 5(4), 423-425 (2003)

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