Skip to main content

2-Methylbenzenesulfonamide

ADVERTISEMENT
Identification
Molecular formula
C7H9NO2S
CAS number
88-19-7
IUPAC name
2-methylbenzenesulfonamide
State
State

At room temperature, 2-Methylbenzenesulfonamide is in a solid state. It tends to remain stable in this form unless exposed to temperatures beyond its melting point.

Melting point (Celsius)
133.00
Melting point (Kelvin)
406.15
Boiling point (Celsius)
305.80
Boiling point (Kelvin)
578.95
General information
Molecular weight
171.22g/mol
Molar mass
171.2190g/mol
Density
1.2638g/cm3
Appearence

2-Methylbenzenesulfonamide typically appears as a white crystalline solid. It might be available as a crystalline powder or sometimes even in a more solid block form, depending on the purity and specific form of the chemical. The solid is usually colorless to white, indicating a high degree of purity.

Comment on solubility

Solubility of 2-methylbenzenesulfonamide

2-methylbenzenesulfonamide, also known as o-toluenesulfonamide, exhibits specific solubility characteristics worth noting:

  • Water Solubility: The compound shows a moderate level of solubility in water, primarily due to the presence of the sulfonamide group (-SO2NH2), which can form hydrogen bonds with water molecules.
  • Organic Solvents: It is more soluble in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). This solubility pattern is often a result of hydrophobic interactions due to the aromatic ring structure.
  • pH Influence: The solubility can be affected by pH, as the sulfonamide group can ionize under certain conditions, influencing its solvation.

Additionally, the interplay between the hydrophilic sulfonamide group and the hydrophobic methyl-substituted benzene ring contributes to the overall solubility profile. In conclusion, the solubility of 2-methylbenzenesulfonamide in various environments plays a significant role in its behavior in chemical reactions and biological applications.

Interesting facts

Interesting Facts about 2-Methylbenzenesulfonamide

2-Methylbenzenesulfonamide, a member of the sulfonamide family, is notable for its unique structure and diverse applications. This compound features a methyl group attached to a benzene ring that is further substituted with a sulfonamide functional group. Here are some intriguing aspects of this chemical:

  • Medical Relevance: Sulfonamides, including 2-methylbenzenesulfonamide, have played a significant role in the development of antibiotics. Their mechanism involves inhibiting bacterial growth by interfering with folic acid synthesis, making them invaluable in treating bacterial infections.
  • Chemical Versatility: Due to its sulfonamide group, this compound is a versatile building block in organic synthesis. It can undergo various chemical reactions, including nucleophilic substitutions and couplings, making it useful in developing new pharmaceuticals and agrochemicals.
  • Analytical Significance: Compounds like 2-methylbenzenesulfonamide are often utilized in analytical chemistry. They serve as standard compounds for validating analytical methods or as reagents in various assays, highlighting their importance in laboratory settings.
  • Solubility and Polarity: While sulfonamides are known for their varying solubility, 2-methylbenzenesulfonamide presents a unique balance of hydrophobic and hydrophilic characteristics. This makes it interesting for explorations into drug design and delivery mechanisms.
  • Historical Context: The discovery of sulfonamides marked a turning point in pharmaceutical chemistry. The first sulfonamide, Prontosil, was introduced in the 1930s as the first synthetic antibiotic, establishing the foundation for modern antibiotics, including compounds like 2-methylbenzenesulfonamide.

In conclusion, 2-methylbenzenesulfonamide exemplifies the interplay between structure and function in chemistry, revealing a world of possibility for researchers and students alike. The ongoing study of such compounds continues to unveil innovative applications that push the boundaries of science.

Synonyms
O-TOLUENESULFONAMIDE
88-19-7
2-Methylbenzenesulfonamide
2-methylbenzene-1-sulfonamide
TOLUENESULFONAMIDE
2-Toluenesulfonamide
Benzenesulfonamide, 2-methyl-
Toluene-2-sulfonamide
o-Methylbenzenesulfonamide
ortho-Toluenesulfonamide
Toluene-2-sulphonamide
2-Tolylsulfonamide
Ortho-toluol-sulfonamid
ortho-Toluenesulphonamide
NSC 2185
MFCD00007934
DTXSID7021362
R81Z6V889P
Ketjenflex 9
NSC-2185
8013-74-9
Santicizer 9
Ketjenflex 9S
o-(Or p)-toluenesulphonamide
2(or 4)-Toluenesulfonamide
o-toluene sulfonamide
CCRIS 8900
HSDB 5256
ortho-Toluol-sulfonamid [German]
2(or 4)-Methylbenzenesulfonamide
EINECS 201-808-8
EINECS 232-394-7
Benzenesulfonamide, 2(or 4)-methyl-
BRN 1102362
TOLUENESULFONAMIDE, O-
UNII-R81Z6V889P
AI3-23216
o-tolylsulfonamide
OTS amide
toluene sulfonamide
IEJ
2-toluenesulphonamide
methyl-benzenesulphonamide
2-methylbenzene-sulfonamide
WLN: ZSWR B1
EC 201-808-8
2-methyl-benzenesulphonamide
2-methylbenzene sulphonamide
o-Toluenesulfonamide, 99%
SCHEMBL7369
SPR_3
Uniplex 171 (Salt/Mix)
4-11-00-00229 (Beilstein Handbook Reference)
2-Methylbenzene-1-sulphonamide
CHEMBL176892
DTXCID301362
BDBM35999
NSC2185
O-TOLUENESULFONAMIDE [HSDB]
STR03407
Tox21_301641
STK325715
O-TOLUENESULFONAMIDE [USP-RS]
AKOS000119649
CS-W010774
FM37539
CAS-88-19-7
NCGC00255267-01
PD055397
SY048993
TS-02327
NS00010811
T0280
EN300-18329
E70309
AE-562/40299836
Q27287945
Z57902803
o-Toluenesulfonamide, United States Pharmacopeia (USP) Reference Standard
InChI=1/C7H9NO2S/c1-6-4-2-3-5-7(6)11(8,9)10/h2-5H,1H3,(H2,8,9,10
o-Toluenesulfonamide, Pharmaceutical Secondary Standard; Certified Reference Material