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Documentos Principais

C0267

Sigma-Aldrich

2-Chloroacetamide

≥98%

Sinônimo(s):

Chloracetamide, alpha-Chloroacetamide

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About This Item

Fórmula linear:
ClCH2CONH2
Número CAS:
Peso molecular:
93.51
Beilstein:
878191
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

pressão de vapor

0.05 mmHg ( 20 °C)

Ensaio

≥98%

Formulário

powder

pf

116-118 °C (lit.)

cadeia de caracteres SMILES

NC(=O)CCl

InChI

1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)

chave InChI

VXIVSQZSERGHQP-UHFFFAOYSA-N

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Descrição geral

2-Chloroacetamide, also known as alpha-Chloroacetamide, is a chlorinated organic compound commonly used as a precursor in the synthesis of amides and thioamides.

Aplicação

2-Chloroacetamidecan be used as a reactant to synthesize:
  • 2-Amino-4-chloroquinolines via o-alkylation of 4-chloro-1H-quinolin-2-ones and subsequent Smiles rearrangement.
  • 2-(Formylaryloxy)acetamides by reacting with hydroxybenzaldehydes in the presence of potassium carbonate as a base.
  • Biarylamine derivatives via aluminum triflate-catalyzed direct amination of benzhydrols.

Pictogramas

Skull and crossbonesHealth hazard

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 3 Oral - Repr. 2 - Skin Sens. 1

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

338.0 °F

Ponto de fulgor (°C)

170 °C

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Cleonice Rocha et al.
Environmental pollution (Barking, Essex : 1987), 152(1), 239-244 (2007-07-17)
Solid-phase microextraction coupled with gas chromatography-mass spectrometry (SPME-GC-MS) was used to analyze two triazine (atrazine and simazine) and three chloroacetamide herbicides (acetochlor, alachlor, and metolachlor) in water samples from a midwest US agricultural drainage ditch for two growing seasons. The
Jun Zhang et al.
Journal of agricultural and food chemistry, 59(9), 4614-4621 (2011-03-23)
A butachlor-degrading strain, designated FLY-8, was isolated from rice field soil and was identified as Paracoccus sp. Strain FLY-8 could degrade and utilize six chloroacetamide herbicides as carbon sources for growth, and the degradation rates followed the order alachlor >
Felix Boos et al.
Nature cell biology, 21(4), 442-451 (2019-03-20)
The cytosolic accumulation of mitochondrial precursors is hazardous to cellular fitness and is associated with a number of diseases. However, it is not observed under physiological conditions. Individual mechanisms that allow cells to avoid cytosolic accumulation of mitochondrial precursors have
K Eszter Borbas et al.
Bioconjugate chemistry, 18(4), 1205-1212 (2007-06-23)
Targeted radiopharmaceuticals offer the possibility of improved tumor imaging and radiotherapy, with reduced side effects. A variety of monoclonal antibodies and antibody fragments have previously been successfully radiolabeled and used in diagnostic imaging and targeted radiotherapy of cancer. Many such
Michelle L Hladik et al.
Environmental science & technology, 39(17), 6561-6574 (2005-09-30)
Although laboratory studies have revealed that many different neutral degradates of chloroacetamide herbicides can form during thermochemical, biological, and photochemical transformations, relatively few have been sought in the environment, despite their likely generation in appreciable amounts, relative persistence, and known

Artigos

In this study, we developed a rapid trypsin digest kit that, at elevated temperatures, yielded reliable, reproducible results in less than 2 hours on a wide variety of substrates for mass spectrometry.

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