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Diazomethane-p-Toluenesulfonamide

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Identification
Molecular formula
C7H9N3O2S
CAS number
838-85-7
IUPAC name
N-diazo-4-methyl-benzenesulfonamide
State
State

At room temperature, Diazo-p-Toluenesulfonamide exists as a solid. It is relatively stable under standard conditions but must be handled with care due to its potentially reactive diazo group.

Melting point (Celsius)
85.00
Melting point (Kelvin)
358.15
Boiling point (Celsius)
298.00
Boiling point (Kelvin)
571.15
General information
Molecular weight
192.23g/mol
Molar mass
192.2250g/mol
Density
1.3428g/cm3
Appearence

Diazomethane-p-Toluenesulfonamide typically appears as a crystalline solid. It is bright yellow in color, reflecting its complex conjugated structure, and may have a noticeable aromatic scent due to its aromatic ring structure.

Comment on solubility

Solubility of N-diazo-4-methyl-benzenesulfonamide

N-diazo-4-methyl-benzenesulfonamide, a complex organic compound, exhibits specific solubility characteristics that are important for its applications in chemical synthesis and research. Here are some key points to consider:

  • Polar Solvents: This compound tends to be more soluble in polar solvents due to the presence of sulfonamide functional groups, which can engage in hydrogen bonding.
  • Non-Polar Solvents: Its solubility decreases significantly in non-polar solvents as the hydrophobic portions resist interaction with the solvent molecules.
  • Temperature Dependence: Like many organic compounds, solubility may increase with temperature; thus, elevated temperatures can aid in dissolving larger quantities.
  • Saturation Limits: Observations indicate that solubility can reach saturation points that depend on the specific solvent used, influencing experimental outcomes in various reactions.

In practical terms, knowing how N-diazo-4-methyl-benzenesulfonamide interacts with different solvents is crucial for chemists as it affects reaction mechanisms and yields. As always, consult safety guidelines when handling this and similar compounds.

Interesting facts

Interesting Facts about N-diazo-4-methyl-benzenesulfonamide

N-diazo-4-methyl-benzenesulfonamide is a fascinating compound that falls within the category of diazo compounds. These compounds are characterized by the presence of a diazo functional group (-N=N-) which grants them unique reactivity and properties. Here are some engaging aspects to consider:

  • Unique Reactivity: The diazo group in N-diazo-4-methyl-benzenesulfonamide makes it a useful intermediate in organic synthesis. It can participate in various coupling reactions, allowing chemists to create complex molecular structures.
  • Application in Synthetic Chemistry: This compound is valuable in the production of azo dyes, which are prominent in textile manufacturing. These dyes are renowned for their vibrant colors and are used in a wide array of applications.
  • Convenience in UV Light Reactions: N-diazo-4-methyl-benzenesulfonamide can undergo photolytic reactions under UV light, leading to the formation of reactive species that can be harnessed for diverse chemical transformations.
  • Historical Significance: The discovery and study of diazo compounds revolutionized organic chemistry in the 19th century, particularly with their involvement in azo dye development, changing the landscape of dye chemistry forever.
  • Research Representation: This compound often serves as a teaching tool in educational settings to demonstrate important concepts such as reaction mechanisms and electrophilic aromatic substitution.

In summary, N-diazo-4-methyl-benzenesulfonamide is not only essential in industrial applications but also holds educational value in understanding fundamental chemical principles. Its fascinating reactivity and contributions to synthetic chemistry make it an intriguing subject of study for scientists and students alike.

Synonyms
p-Toluenesulfonyl azide
Tosyl azide
Benzenesulfonyl azide, 4-methyl-
p-Toluenesulfonazide
Tosyl nitride
p-Tolylsulfonyl azide
p-Tosyl azide
p-Toluenesulfonic acid azide
4-methylbenzenesulfonyl azide
p-Methylphenylsulfonyl azide
Azido-p-toluenesulfonic acid
4-TOLUENESULFONYL AZIDE
NSC-138649
TOLUENESULFONAZIDE, P-
97F7BLE97S
DTXSID4061333
4-METHYLPHENYLSULFONYL AZIDE
P-METHYLBENZENESULFONYL AZIDE
UNII-97F7BLE97S
EINECS 213-381-5
NSC 138649
p-Toluenesulfonyl azide (8CI)
DTXCID5048920
ndlirbzkzsdgso-uhfffaoysa-n
941-55-9
p-toluenesulfonylazide
N-diazo-4-methylbenzenesulfonamide
p-toluenesulphonyl azide
MFCD00180767
tosylazide
4-methylbenzene-1-sulfonyl azide
p-tolylsulfonylazide
p-toluene sulfonylazide
p-toluene-sulfonylazide
para-toluenesulfonylazide
4-toluenesulphonyl azide
p-toluene-sulfonyl azide
toluene-p-sulphonyl azide
para-toluene-sulfonylazide
para-toluenesulfonyl azide
4-toluene sulphonyl azide
para toluene sulfonyl azide
para-toluene sulfonyl azide
SCHEMBL137120
4-methyl-benzenesulfonyl azide
Tosyl azide, 10% in toluene
NSC138649
AKOS009237058
AB04417
FT36309
AS-37674
DB-008676
NS00040169
EN300-73297
10.14272/NDLIRBZKZSDGSO-UHFFFAOYSA-N.1
doi:10.14272/NDLIRBZKZSDGSO-UHFFFAOYSA-N.1
Q1445465
p-Toluenesulfonyl azide;4-Methylbenzenesulfonyl azide
4-Methylbenzenesulfonyl azide - 11-15 % (w/w) in Toluene