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243469

Sigma-Aldrich

Zinc

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

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Sinônimo(s):
Zn
Fórmula empírica (Notação de Hill):
Zn
Número CAS:
Peso molecular:
65.39
Número CE:
Número MDL:
Código UNSPSC:
12352300
ID de substância PubChem:
NACRES:
NA.22

grau

ACS reagent

Nível de qualidade

pressão de vapor

1 mmHg ( 487 °C)

Ensaio

≥99.8%

forma

granular

adequação da reação

core: zinc
reagent type: catalyst

resistividade

5.8 μΩ-cm, 20°C

tamanho de partícula

20-30 mesh

pb

907 °C (lit.)

pf

420 °C (lit.)

densidade

7.133 g/mL at 25 °C (lit.)

traços de cátion

Fe: ≤0.01%
Pb: ≤0.01%

adequação

passes application test for determination of arsenic (As)

cadeia de caracteres SMILES

[Zn]

InChI

1S/Zn

chave InChI

HCHKCACWOHOZIP-UHFFFAOYSA-N

Descrição geral

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.

Aplicação

Zinc granules can be used to prepare:

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

Pictogramas

Environment

Palavra indicadora

Warning

Frases de perigo

Declarações de precaução

Classificações de perigo

Aquatic Acute 1 - Aquatic Chronic 1

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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)
Use of activation methods for organozinc reagents.
Erdik E
Tetrahedron, 43(10), 2203-2212 (1987)
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)
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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