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User:OrganoMetallurgy/Drafts/tert-Butyl hypochlorite

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OrganoMetallurgy/Drafts/tert-Butyl hypochlorite
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 208-072-7
UNII
UN number 3255
  • CC(C)(C)OCl
Properties
Appearance slightly yellowish liquid
Density 0.9583 g cm–3
Boiling point 79.6 °C (175.3 °F; 352.8 K) at 750 mmHg
Hazards
GHS labelling:
GHS02: FlammableGHS03: OxidizingGHS05: CorrosiveGHS08: Health hazard
Danger
H225, H250, H271, H314, H334
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

non-chembox sections

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tert-Butyl hypochlorite is yellowish photosensitive liquid that is used as a chlorinating or oxidizing agent in organic chemistry. [1]

Properties

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Reacts violently with rubber

Structure

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Synthesis/Preparation

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Tert-butyl hypochlorite can be prepared by the reaction of a solution of tert-butyl alcohol with a sodium hypochlorite solution and acetic acid under low light conditions.[2]

Applications/Uses/Reactions

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Chlorination Radical chlorination Chloramines Oxidation Oxidizes secondary alcohols to ketones in the presence of pyridine (in the absence of pyridine, α-chloro ketones also tend to be produced) Sulfides to sulfoxides Selenides to seleoxides Tellerides to telluroxides Addition Adds to electron rich alkenes Adds to isocyanides

References

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  1. ^ Simpkins, Nigel S.; Cha, Jin K. (2001). Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons, Ltd. doi:10.1002/047084289x.rb388.pub2. ISBN 9780470842898.
  2. ^ "t-BUTYL HYPOCHLORITE". Organic Syntheses. 49. doi:10.15227/orgsyn.049.0009.

Category:Reagents for organic chemistry Category:Hypochlorites