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Sigma-Aldrich

Sodium hypochlorite solution

reagent grade, available chlorine 4.00-4.99 %

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Linear Formula:
NaClO
CAS Number:
Molecular Weight:
74.44
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

grade

reagent grade

Quality Level

Agency

suitable for SM 4500 - NH3

vapor pressure

17.5 mmHg ( 20 °C)

form

liquid

composition

available chlorine, 4.00-4.99%

reaction suitability

reagent type: oxidant

concentration

4.00-4.99% (chlorine by Na2S2O3, titration)

density

1.097 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Na+].[O-]Cl

InChI

1S/ClO.Na/c1-2;/q-1;+1

InChI key

SUKJFIGYRHOWBL-UHFFFAOYSA-N

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General description

Sodium hypochlorite (NaOCl) is a commonly used reagent in organic synthesis for many oxidation and chlorination reactions.

Application

Sodium hypochlorite solution can be used as an oxidizing agent for the oxidation of:      
  • Primary alcohols to aldehydes or carboxylic acids and secondary alcohols to ketones.     
  • Aryl aldehydes to the corresponding acids in the presence of a phase-transfer catalyst.      
  • Ethers to esters by careful pH control (pH range of 8–9.5),

It can also be used as a reagent in the:      
  • Epoxidation of enones and polycyclic arenes.      
  • Oxidative degradation reaction      
  • N-Chlorination of primary and secondary amines
  • Enantioselective epoxidation of α, β-unsaturated ketones      
  • Asymmetric dihydroxylation of olefins in the presence of an osmium catalyst      
  • Chlorination of allylic carbons in the presence of CeCl3

Features and Benefits

  • Readily available reagent      
  • Easily handled oxidizing agent      
  • No phase-transfer catalyst is necessary for the oxidation of substrates in the pH range 10–11     
  • Simplified waste disposal and lower toxicity

Disclaimer

“The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.”

Pictograms

CorrosionEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Sodium Hypochlorite
Galvin JM and Jacobsen EN
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Collection of Root Exudate from Duckweed.
Lu Y, et al.
Bio-protocol, 5(1) (2015)
Isolation of Epithelial Cells from Mouse Gastrointestinal Tract for Western Blot or RNA Analysis.
Zeineldin M and Neufeld K.
Bio-protocol, 2(22) (2012)
Bingying Leng et al.
Plant science : an international journal of experimental plant biology, 302, 110704-110704 (2020-12-09)
Arabidopsis thaliana TRY is a negative regulator of trichome differentiation that promotes root hair differentiation. Here, we established that LbTRY, from the recretohalophyte Limonium bicolor, is a typical MYB transcription factor that exhibits transcriptional activation activity and locates in nucleus.
In vivo evaluation of chlorhexidine gluconate solution and sodium hypochlorite solution as root canal irrigants.
A M Ringel et al.
Journal of endodontics, 8(5), 200-204 (1982-05-01)

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