Difference between revisions of "2,4-Dinitrobromobenzene"

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'''2,4 Dinitrobromobenzene''' is a useful organic intermediate and easier to prepare in a home lab than 2,4 dinitrochlorobenzene.
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| Name = 2,4-Dinitrobromobenzene
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| Reference =
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| IUPACName = 1-Bromo-2,4-dinitrobenzene
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| PIN =
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| SystematicName =
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| OtherNames = O,p-Dinitrophenyl bromide
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| ImageCaption = Structure of the compound
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| Section1 = {{Chembox Identifiers
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| Section2 = {{Chembox Properties
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| Density = 1.91 g/cm<sup>3</sup>
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| Formula = C<sub>6</sub>H<sub>3</sub>BrN<sub>2</sub>O<sub>4</sub>
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| MolarMass = 247.004 g/mol
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| Solubility = Slightly soluble
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| SolubleOther = Soluble in [[diethyl ether]], [[ethanol]], [[methanol]]
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| Section6 = {{Chembox Hazards
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| ExternalMSDS = [http://datasheets.scbt.com/sc-224555.pdf SantaCruzBiotechnology]
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'''2,4-Dinitrobromobenzene''' is a useful organic intermediate and is readily prepared in a laboratory.
  
 
==Properties==
 
==Properties==
 
===Chemical===
 
===Chemical===
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2,4 Dinitrobromobenzene is soluble in water and methanol.
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2,4-Dinitrobromobenzene is soluble in water and [[methanol]]. It is reactive towards reducing agents such as Sn/HCl and H<sub>2</sub>/Pd to form 2,4-diaminobromobenzene.
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===Physical===
 
===Physical===
−
2,4 Dinitrobromobenzene is an off-white crystalline stubstance that, when pure, melts at 71°C-73°C. It has a density of 1.91 g/cm<sup>3</sup>.
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2,4-Dinitrobromobenzene, when pure, is a light yellow crystalline substance which melts at 71°C-73°C. It has the characteristic slightly sweet smell of nitroaromatic compounds, though it is toxic and inhalation of the dust should be avoided.  It has a density of 1.91 g/cm<sup>3</sup>.
  
 
==Availability==
 
==Availability==
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2,4 Dinitrobromobenzene is not offered by any suppliers available to the amateur. However, [[2,4 dinitrochlorobenzene]] may be available from chemical suppliers and this compound finds very similar uses.
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2,4-Dinitrobromobenzene is not offered by any suppliers available to the amateur. However, [[2,4 dinitrochlorobenzene]] may be available from chemical suppliers and finds similar uses.
  
 
==Preparation==
 
==Preparation==
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2,4 Dinitrochlorobenzene can be prepared with relative ease in a home lab by nitrating [[bromobenzene]]. A writeup of this reaction is available [http://www.sciencemadness.org/talk/viewthread.php?tid=28480 here].
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2,4-Dinitrobromobenzene can be prepared with relative ease in a home lab by the [[nitration]] of [[bromobenzene]]. A writeup of this reaction is available [http://www.sciencemadness.org/talk/viewthread.php?tid=28480 here].
  
 
==Projects==
 
==Projects==
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*Preparation of [[2,4 Dinitrophenol]] as a precursor to [[DNPO]]
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*Preparation of [[2,4-Dinitrophenol]] as a precursor to [[DNPO]]
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*Preparation of [[2,4 Dinitrophenylhydrazine]]
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*Preparation of [[2,4-Dinitrophenylhydrazine]]
  
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==Safety==
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==Handling==
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2,4 Dinitrobromobenzene is a mutagen and skin irritant.  It may have shock sensitivity, though there are no good references on this.
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===Safety===
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2,4-Dinitrobromobenzene is a mutagen and skin irritant. Skin contact should be avoided by wearing gloves as some people possess a severe allergy to the compound, resulting in contact dermatitis of varying severity.  It may have shock sensitivity, though the extent of which is currently undocumented.
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===Storage===
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In closed glass bottles, away from any flame source or light.
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===Disposal===
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It can be destroyed with Fenton's reagent. The best way is to dissolve it in a solvent and add it dropwise to the Fenton solution, to limit splashing and aerosolization of the compound.
  
 
==References==
 
==References==
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===Relevant Sciencemadness threads===
 
===Relevant Sciencemadness threads===
 
*[http://www.sciencemadness.org/talk/viewthread.php?tid=28480 Preparation of 2,4-dinitrobromobenzene]
 
*[http://www.sciencemadness.org/talk/viewthread.php?tid=28480 Preparation of 2,4-dinitrobromobenzene]
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[[Category:Chemical compounds]]
 
[[Category:Organic compounds]]
 
[[Category:Organic compounds]]
 
[[Category:Aromatic compounds]]
 
[[Category:Aromatic compounds]]
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[[Category:Chemical compounds]]
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[[Category:Nitro compounds]]
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[[Category:Nitroaromatics]]
 
[[Category:Organobromine compounds]]
 
[[Category:Organobromine compounds]]
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[[Category:Bromine compounds]]
 
 
[[Category:Aryl halides]]
 
[[Category:Aryl halides]]

Latest revision as of 20:56, 2 December 2018

2,4-Dinitrobromobenzene
2,4-dinitrobromobenzene.png
Structure of the compound
Names
IUPAC name
1-Bromo-2,4-dinitrobenzene
Other names
O,p-Dinitrophenyl bromide
Properties
C6H3BrN2O4
Molar mass 247.004 g/mol
Density 1.91 g/cm3
Melting point 70–73 °C (158–163 °F; 343–346 K)
Slightly soluble
Solubility Soluble in diethyl ether, ethanol, methanol
Hazards
Safety data sheet SantaCruzBiotechnology
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

2,4-Dinitrobromobenzene is a useful organic intermediate and is readily prepared in a laboratory.

Properties

Chemical

2,4-Dinitrobromobenzene is soluble in water and methanol. It is reactive towards reducing agents such as Sn/HCl and H2/Pd to form 2,4-diaminobromobenzene.

Physical

2,4-Dinitrobromobenzene, when pure, is a light yellow crystalline substance which melts at 71°C-73°C. It has the characteristic slightly sweet smell of nitroaromatic compounds, though it is toxic and inhalation of the dust should be avoided. It has a density of 1.91 g/cm3.

Availability

2,4-Dinitrobromobenzene is not offered by any suppliers available to the amateur. However, 2,4 dinitrochlorobenzene may be available from chemical suppliers and finds similar uses.

Preparation

2,4-Dinitrobromobenzene can be prepared with relative ease in a home lab by the nitration of bromobenzene. A writeup of this reaction is available here.

Projects

Handling

Safety

2,4-Dinitrobromobenzene is a mutagen and skin irritant. Skin contact should be avoided by wearing gloves as some people possess a severe allergy to the compound, resulting in contact dermatitis of varying severity. It may have shock sensitivity, though the extent of which is currently undocumented.

Storage

In closed glass bottles, away from any flame source or light.

Disposal

It can be destroyed with Fenton's reagent. The best way is to dissolve it in a solvent and add it dropwise to the Fenton solution, to limit splashing and aerosolization of the compound.

References

Relevant Sciencemadness threads

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