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p-Toluenesulfonic acid

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Identification
Molecular formula
C7H8O3S
CAS number
104-15-4
IUPAC name
4-methylbenzenesulfonic acid
State
State

At room temperature, p-Toluenesulfonic acid is typically in the form of a solid. It is frequently supplied and utilized in a monohydrate form due to its hygroscopic nature.

Melting point (Celsius)
106.00
Melting point (Kelvin)
379.15
Boiling point (Celsius)
140.00
Boiling point (Kelvin)
413.15
General information
Molecular weight
172.20g/mol
Molar mass
172.2040g/mol
Density
1.2400g/cm3
Appearence

p-Toluenesulfonic acid appears as a white crystalline solid. It is often encountered in its monohydrate form, which is a hygroscopic substance, meaning it easily absorbs moisture from the atmosphere. Its crystals are usually needle-like.

Comment on solubility

Solubility of 4-Methylbenzenesulfonic Acid (C7H8O3S)

4-Methylbenzenesulfonic acid, also known as p-toluenesulfonic acid, exhibits interesting solubility properties that are noteworthy for various applications. Here are some key points regarding its solubility:

  • Water-soluble: This compound is highly soluble in water, attributed to the presence of the sulfonic acid group, which enhances its polar character.
  • Organic solvents: It is also soluble in many organic solvents such as alcohols and ethers, making it versatile in different chemical environments.
  • Inverse solubility: The solubility in water tends to decrease as temperature increases, which is not commonly seen in most salts and acids.
  • pH dependent: The solubility of this compound is influenced by the pH of the solution, as it exists primarily in its ionized form at lower pH levels.

In conclusion, the solubility characteristics of 4-methylbenzenesulfonic acid are primarily driven by its functional groups and ionic nature. As one stating, "The solubility of a compound often dictates its reactivity and application in various fields." Therefore, understanding these solubility trends is crucial for any practical applications involving this compound.

Interesting facts

Interesting Facts about 4-Methylbenzenesulfonic Acid

4-Methylbenzenesulfonic acid, often referred to as p-toluenesulfonic acid or simply tosyl acid, is well-known within chemical circles for its versatility and functionality. As a strong organic acid, it has several important applications in both academic and industrial settings.

Key Features and Applications:

  • Protonation Agent: It is widely used as a protonation agent in various chemical reactions, facilitating the formation of reactive species.
  • Catalyst: This compound acts as a catalyst in organic syntheses, particularly in esterification and acylation reactions, optimizing reaction rates and yields.
  • Water-Soluble: One of its remarkable properties is its water solubility, which allows for easy handling and effective integration into various aqueous reactions.
  • Versatile Reagent: It is frequently utilized in the purification and transport of biomolecules in biochemical studies, making it an essential tool in laboratories.
  • Utility in Pharmaceuticals: In the pharmaceutical industry, 4-methylbenzenesulfonic acid is significant for producing active pharmaceutical ingredients (APIs), thereby enhancing therapeutic formulations.

In addition to its practical applications, the chemical structure of 4-methylbenzenesulfonic acid plays a crucial role in its behavior. The presence of the sulfonic acid group (-SO3H) contributes to its acidic nature and makes it an effective leaving group in various reactions.

It's fascinating to consider the balance between its practical uses and chemical properties, exemplified by the notion that “functional groups dictate the reactivity of organic compounds.” As a class of compounds, sulfonic acids have significant relevance in organic chemistry, highlighting the importance of 4-methylbenzenesulfonic acid in both research and industry.

Synonyms
P-TOLUENESULFONIC ACID
4-Methylbenzenesulfonic acid
104-15-4
4-Toluenesulfonic acid
p-Toluenesulphonic acid
Toluene-4-sulfonic acid
Tosic acid
p-Tolylsulfonic acid
Tosylic acid
Toluenesulfonic acid
Benzenesulfonic acid, 4-methyl-
p-Methylbenzenesulfonic acid
p-Methylphenylsulfonic acid
Eltesol
p-Toluenesulfonate
Toluene sulfonic acid
Methylbenzenesulfonic acid
Cyclophil P T S A
PARA-TOLUENE SULFONATE
ar-Toluenesulfonic acid
p-Toluolenesulfonic acid
PTSA
Toluene-4-sulphonic acid
P-Toluene Sulfonic acid
Cyzac 4040
Kyselina p-toluenesulfonova
Nacure 1040
Manro PTSA 65 E
Manro PTSA 65 H
TSA-HP
TSA-MH
Benzenesulfonic acid, methyl-
Manro PTSA 65 LS
p-Toluene sulfonate
Kyselina p-toluensulfonova
K-Cure 1040
Toluen-4-sulfonsaeure
K-Cure 040
HSDB 2026
Toluene-p-sulfonate
NSC 167068
p-toluene sulphonic acid
para-toluenesulfonic acid
Eltesol TSX
EINECS 203-180-0
UNII-QGV5ZG5741
BRN 0472690
p-toluensulfonic acid
QGV5ZG5741
DTXSID0026701
CHEBI:27849
AI3-26478
p-Toluene-sulfonic acid
NSC-2167
para-toluenesulphonic acid
ACTIVATOR-100T3
TAYCATOX-300
NSC-167068
DRYER-900
NACURE-1040
4-Toluene sulfonic acid
CHEMBL541253
CYZAC-4040
DTXCID406701
TSA-95
4-TOLUENE-SULFONIC ACID
EC 203-180-0
4-11-00-00241 (Beilstein Handbook Reference)
AD-3302W
KC-1040
TsOH
C-250
WLN: WSQR D1
p-TSA
Toluenesulfonic acid (VAN)
TSU
LISINOPRIL IMPURITY B (EP IMPURITY)
LISINOPRIL IMPURITY B [EP IMPURITY]
2(Or 4)-toluenesulphonic acid
ANASTROZOLE IMPURITY F (EP IMPURITY)
ANASTROZOLE IMPURITY F [EP IMPURITY]
P-TOLUENESULFONIC ACID (EP IMPURITY)
P-TOLUENESULFONIC ACID [EP IMPURITY]
SULTAMICILLIN IMPURITY B (EP IMPURITY)
SULTAMICILLIN IMPURITY B [EP IMPURITY]
toluene-p-sulfonic acid
Kyselina p-toluensulfonova [Czech]
Kyselina p-toluenesulfonova [Czech]
paratoluene sulphonic acid
para toluene sulfonic acid
TIZANIDINE HYDROCHLORIDE IMPURITY I (EP IMPURITY)
TIZANIDINE HYDROCHLORIDE IMPURITY I [EP IMPURITY]
TosicAcid
4-sulphotoluene
pTsOH
TosOH
p-toluenesulfonicacid
P-Toluene Sulfonic acid(monohydrate)
p-TsOH
Tos-OH
p-toluenesufonic acid
4-Toluenesulfonicacid
p-toluene sulfonicacid
p-toluene-sulfonicacid
p-toluensulphonic acid
paratoluensulfonic acid
25231-46-3
Ts-OH
p-toluen sulfonic acid
p-toluenesuiphonic acid
p-toluenylsulfonic acid
paratoluenesulfonic acid
4-toluenesulphonic acid
p -toluenesulfonic acid
p- toluenesulfonic acid
p-tolu-enesulfonic acid
p-toluyl sulphonic acid
toluene p-sulfonic acid
para-toluensulfonic acid
rho-toluenesulfonic acid
paratoluenesulphonic acid
p-toluene-sulphonic acid
toluene 4-sulfonic acid
toluene p-sulphonic acid
toluene-p-sulphonic acid
para toluenesulfonic acid
paratoluene sulfonic acid
paratoluene-sulfonic acid
SCHEMBL34
4-toluene sulphonic acid
4-toluene-sulphonic acid
rho-toluene sulfonic acid
para toluenesulphonic acid
para-toluene sulfonic acid
para-toluene-sulfonic acid
4methylbenzenesulfonic acid
4-methylphenylsulfonic acid
para toluene sulphonic acid
para-toluene sulphonic acid
4-methylphenylsulphonic acid
NCIOpen2_002932
NCIOpen2_003096
4-methylbenzenesulphonic acid
4-methyl-benzenesulfonic acid
4-methylbenzene sulfonic acid
4-methylbenzene-sulfonic acid
p-toluenesulfonic acid (ptsa)
4-methyl benzene sulfonic acid
4-methyl-benzene sulphonic acid
4-methyl-benzene-sulphonic acid
4-methylbenzene-1-sulfonic acid
NSC2167
PTS-100
P-TOLUENESULFONIC ACID [MI]
Tox21_202364
AC-794
BDBM50294029
MFCD00064387
MSK001660
NSC167068
STL199173
AKOS008966288
AT27303
CS-W019626
DB03120
NCGC00248146-01
NCGC00248146-02
NCGC00248146-03
NCGC00259913-01
AS-82150
BP-31081
CAS-104-15-4
SY011236
DB-050363
NS00010519
T0267
C06677
AE-848/00887005
Q285878
SR-01000944854
SR-01000944854-1
F1908-0079
InChI=1/C7H8O3S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10
203-180-0