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Sanger's reagent

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Identification
Molecular formula
C6H3FN2O4
CAS number
70-34-8
IUPAC name
1-fluoro-2,4-dinitro-benzene
State
State

At room temperature, Sanger's reagent is a solid. It is typically handled in its solid form and is often used as a derivatizing agent in laboratories due to its reactivity.

Melting point (Celsius)
39.00
Melting point (Kelvin)
312.15
Boiling point (Celsius)
256.00
Boiling point (Kelvin)
529.15
General information
Molecular weight
202.11g/mol
Molar mass
202.1090g/mol
Density
1.6210g/cm3
Appearence

Sanger's reagent appears as a pale yellow crystalline solid. Its notable coloration is useful in its application as a derivatizing reagent in protein sequencing, which provides vibrant and distinguishable marking.

Comment on solubility

Solubility of 1-fluoro-2,4-dinitro-benzene

1-fluoro-2,4-dinitro-benzene (C6H3FN2O4) exhibits interesting solubility characteristics that are worthy of discussion. This compound is known for its moderate solubility in various organic solvents while demonstrating limited solubility in water. The nature of its solubility can be summarized by the following points:

  • Solvents: 1-fluoro-2,4-dinitro-benzene is more soluble in organic solvents such as acetone, ethanol, and chloroform.
  • Polar vs. Non-polar: Due to its nitro groups, the compound displays polar characteristics; however, the aromatic nature and presence of the fluorine atom can influence its hydrophobic interactions.
  • Temperature Influence: Generally, the solubility of solids in liquids tends to increase with temperature, and this compound is no exception.

It is noteworthy that the solubility of 1-fluoro-2,4-dinitro-benzene can also be affected by factors such as:

  • pH levels: In acidic or basic conditions, the solubility may be altered due to possible interactions or changes in ionization.
  • Presence of Co-solvents: Using co-solvents can enhance the overall solubility by reducing the energetic barriers to dissolution.

In summary, while 1-fluoro-2,4-dinitro-benzene is not particularly soluble in water, its solubility in organic solvents emphasizes the diversity of solubility properties among chemical compounds. Understanding these attributes is crucial for the application and handling of this compound in various chemical processes.

Interesting facts

Interesting Facts about 1-fluoro-2,4-dinitro-benzene

1-fluoro-2,4-dinitro-benzene is an intriguing compound that falls within the category of nitrobenzenes, a well-studied class of organic compounds. This compound is not only significant for its industrial applications but also for its role in various chemical reactions. Here are some fascinating aspects:

  • Versatile Reagent: 1-fluoro-2,4-dinitro-benzene is frequently used as a reagent in organic synthesis, especially for creating aryl-substituted derivatives. Its ability to introduce both nitro and fluorine functional groups makes it a particularly valuable building block in various synthetic pathways.
  • Chemical Reactivity: The presence of nitro groups in this compound enhances its reactivity. Nitro groups are known to be electron-withdrawing, which can affect the compound's properties and reactivity in nucleophilic substitution reactions. This characteristic often leads to the formation of stable products.
  • Environmental Considerations: Due to the presence of nitro groups, compounds like 1-fluoro-2,4-dinitro-benzene can exhibit toxicity and pose environmental hazards. Their persistence in the environment necessitates careful handling and disposal.
  • Historical Significance: The study of dinitrobenzenes dates back to the late 19th century. Since then, they have been pivotal in advancing our understanding of aromatic compounds and their derivates, influencing fields such as pharmaceuticals and materials science.
  • Applications in Dye Chemistry: Derivatives of 1-fluoro-2,4-dinitro-benzene are often used in the manufacturing of dyes. The combination of nitrogen and fluorine enhances the dye's characteristics, such as its lightfastness and brilliance.

In summary, 1-fluoro-2,4-dinitro-benzene embodies the complexity and versatility of organic chemistry. As a compound, it exemplifies significant reactivity complemented by practical applications, making it a subject of interest for chemists and researchers alike. As noted in various studies, "Understanding the behavior of nitroaromatic compounds is crucial to both synthetic and environmental chemistry."

Synonyms
2,4-Dinitrofluorobenzene
1-FLUORO-2,4-DINITROBENZENE
70-34-8
Dinitrofluorobenzene
FDNB
DNFB
2,4-Dinitro-1-fluorobenzene
Sanger's Reagent
Fluorodinitrobenzene
2,4-Dinitrophenyl fluoride
Benzene, 1-fluoro-2,4-dinitro-
Fluoro-2,4-dinitrobenzene
2,4-Dinitrobenzenefluoride
2,4-Dinitrobenzene fluoride
2,4-DNFB
Benzene, 2,4-dinitro-1-fluoro-
1-fluoro-2,4-dinitro-benzene
CCRIS 1800
HSDB 4342
EINECS 200-734-3
1,2,4-Fluorodinitrobenzene
NSC 33519
BRN 0398632
DTXSID8025331
UNII-D241E059U6
AI3-52653
MFCD00007056
NSC-33519
DTXCID405331
CHEBI:53049
4-05-00-00742 (Beilstein Handbook Reference)
NSC33519
D241E059U6
NCGC00091810-01
1-FLUORO-2,4-DINITROBENZENE [MI]
1-FLUORO-2,4-DINITROBENZENE [HSDB]
DFB (VAN)
Fluorodinitrobenzene (VAN)
CAS-70-34-8
1 Fluoro 2,4 dinitrobenzene
2,4-nitrofluorobenzene
2,4dinitrofluorobenzene
Fluoro2,4dinitrobenzene
2,4-dinitrofluorbenzene
2,4-dinitroflurobenzene
DNP-F
2.4-dinitrofluorobenzene
1,4-Fluorodinitrobenzene
2,4Dinitro1fluorobenzene
2,4Dinitrobenzenefluoride
WLN: WNR BF ENW
2,4-dinitrophenylfluoride
2,4-Dinitrofluorobenzene (Sanger's reagent)
2,4Dinitrophenyl fluoride
2,4-dinitro fluorobenzene
2,4-dinitro-1fluorbenzen
2,4-dinitro-fluorobenzene
2,4-dinitrofluoro-benzene
2,4Dinitrobenzene fluoride
2,4-dinitro-1-fluorbenzen
Benzene, 1fluoro2,4dinitro
Benzene, 2,4dinitro1fluoro
1-fluoro-2,4-dinitrobenzen
SCHEMBL35276
2,4DNFB
Benzene,4-dinitro-1-fluoro-
CHEMBL167423
Tox21_111168
Tox21_200352
1,3-DINITRO-4-FLUOROBENZENE
4-FLUORO-1,3-DINITROBENZENE
STL453587
AKOS003652319
FD22428
1-Fluoro-2,4-dinitrobenzene, >=99%
NCGC00091810-02
NCGC00257906-01
AC-10113
AS-12796
BP-13262
A5512
D0835
NS00041132
D87642
EN300-153237
1-Fluoro-2,4-dinitrobenzene, >=99.0% (GC)
Q161623
F0850-6563
1-Fluoro-2,4-dinitrobenzene, purum p.a., >=98.0% (GC)
1-Fluoro-2,4-dinitrobenzene, for HPLC derivatization, >=99.0% (GC)
1-Fluoro-2,4-dinitrobenzene;2,4-Dinitrobenzene fluoride;4-Fluoro-1,3-dinitrobenzene
200-734-3