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Tosyl chloride

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Identification
Molecular formula
C7H7ClO2S
CAS number
98-59-9
IUPAC name
4-methylbenzenesulfonyl chloride
State
State

At room temperature, tosyl chloride is in a solid state, appearing as crystalline powder or flakes. It remains stable under normal conditions but should be stored in a cool, dry place to avoid hydrolysis or decomposition.

Melting point (Celsius)
69.00
Melting point (Kelvin)
342.15
Boiling point (Celsius)
132.00
Boiling point (Kelvin)
405.15
General information
Molecular weight
190.65g/mol
Molar mass
190.6530g/mol
Density
1.2470g/cm3
Appearence

Tosyl chloride is typically a white or off-white crystalline solid. Depending on purity and environmental conditions, it can sometimes appear as colorless or slightly yellow crystals. It is often observed in powdery form and is known for having a pungent odor.

Comment on solubility

Solubility of 4-methylbenzenesulfonyl chloride

4-methylbenzenesulfonyl chloride, commonly known as toluenesulfonyl chloride, is a chemical compound with the formula C7H7ClO2S. Understanding its solubility is crucial for both laboratory applications and theoretical studies. Here are some key points regarding its solubility:

  • Solvent Interactions: 4-methylbenzenesulfonyl chloride is soluble in many organic solvents including ethanol, acetone, and chloroform. However, it has limited solubility in water due to its nonpolar character.
  • Temperature Effect: As with many organic compounds, the solubility can increase with an increase in temperature, making it easier to dissolve in solvent mixtures.
  • Hydrogen Bonding: The presence of the sulfonyl group increases interactions with polar solvents, although the overall nonpolar characteristics can limit solubility in highly polar solvents like water.
  • Practical Applications: It is essential to choose the right solvent when using 4-methylbenzenesulfonyl chloride in chemical reactions, especially in synthesis and purification processes.

In summary, while 4-methylbenzenesulfonyl chloride exhibits good solubility in suitable organic solvents, its limited solubility in water underscores the importance of considering solvent choice during chemical applications. As noted by chemists, "The right solvent can make all the difference in achieving successful results."

Interesting facts

Interesting Facts about 4-Methylbenzenesulfonyl Chloride

4-Methylbenzenesulfonyl chloride, commonly known as p-toluenesulfonyl chloride, is a significantly versatile compound in the realm of organic chemistry. Here are some fascinating insights about this compound:

  • Key Role in Synthesis: This compound serves as an important reagent in various chemical reactions. It is often used for the synthesis of sulfonamides and can introduce a sulfonyl functional group into organic molecules, playing a crucial role in drug development.
  • Protecting Groups: p-Toluenesulfonyl chloride is an effective protecting group for alcohols and amines. When these functional groups are protected with this reagent, they can undergo further reactions without interference.
  • Reactivity: It is known for its reactivity towards nucleophiles, making it a valuable tool in creating new compounds. Its sulfonyl group is electrophilic, attracting nucleophiles to facilitate substitution reactions.
  • Applications in Pharmaceuticals: This compound is frequently used in the pharmaceutical industry for the preparation of various intermediates utilized in drug formulations.
  • Environmental Considerations: While it is a useful reagent, p-toluenesulfonyl chloride must be handled with care due to its hazardous nature. It is important for chemists to follow appropriate safety protocols, including the use of personal protective equipment (PPE).

Overall, 4-methylbenzenesulfonyl chloride is not just a simple chemical compound; it is a key player in organic synthesis, enhancing the capacity of chemists to engineer complex molecules while also maintaining safety and environmental awareness. Its utility in the laboratory showcases the intricacies of chemical reactions and the importance of this compound in advancing scientific research.

Synonyms
P-TOLUENESULFONYL CHLORIDE
98-59-9
Tosyl chloride
4-Methylbenzenesulfonyl chloride
4-Toluenesulfonyl chloride
p-Tosyl chloride
4-methylbenzene-1-sulfonyl chloride
p-Toluenesulphonyl chloride
p-Tolylsulfonyl chloride
p-Toluenesulfochloride
tosylchloride
para-Toluenesulfonyl chloride
p-Toluenesulfonic acid chloride
p-Methylbenzenesulfonyl chloride
Benzenesulfonyl chloride, 4-methyl-
4-Tosyl chloride
para-Toluenesulfochloride
p-toluensulfonyl chloride
4-methyl-benzenesulfonyl chloride
4-toluene sulfonyl chloride
p-Toluene sulphonyl chloride
Toluenesulfonyl chloride
Toluene-4-sulfonyl chloride
p-Methylphenylsulfonyl chloride
4-Toluenesulfonic acid, chloride
HSDB 5317
p-Toluenesulfonyl chloride(PTSC)
p-Toluenesulfonic chloride
p-toluene sulfonyl chloride
toluene-p-sulfonyl chloride
EINECS 202-684-8
NSC 175822
UNII-027KYN78B4
4-methylphenylsulfonyl chloride
AI3-52254
4toluenesulfonyl chloride
4-toluensulfonyl chloride
p-toluene sulfonylchloride
MFCD00007450
NSC-175822
Toluene p-sulfonyl chloride
toluene-4-sulphonyl chloride
Para-toluene sulphonyl chloride
DTXSID1052660
4-TOLUOLSULFONYL CHLORIDE
EC 202-684-8
027KYN78B4
P-TOLUENESULFONYL CHLORIDE [MI]
TsCl
p-?Toluenesulfonyl Chloride
Toluenesulfonyl chloride (VAN)
p-toluenesulfonylchloride
toluene-4-sulfonylchloride
tosyl-chloride
4-methylbenzenesulfonylchloride
pTosyl chloride
p-tosyl cloride
tosylic chloride
TosCl
4-methylbenzene-1-sulfonylchloride
p-TsCl
Tos-Cl
pToluenesulfochloride
Ts-Cl
p-toluensufonylchloride
pTolylsulfonyl chloride
paraToluenesulfochloride
p-toluenesulfonylchoride
p-Toluensulfonylchloride
p-toluensulphonylchloride
paratoluene sulfochloride
4-toluenesulfonylchloride
p-toluenesufonyl chloride
p-toluenesulfonyl chlorde
p-toluenesulfonyl chlorie
p-toluenesulphonylchloride
4-toluylsulfonyl chloride
p-tolyl-sulfonyl chloride
pToluenesulphonyl chloride
4-toluenesulphonylchloride
p-toluen-sulphonylchloride
p-toluene-sulfonylchloride
p-toluenesulfonyl-chloride
p-toluensulphonyl chloride
paratoluensulfonyl chloride
p-toluene sulphonylchloride
p-toluene-sulphonylchloride
p-toluenesulfonoyl chloride
para-tolylsulfonyl chloride
toluene-p-sulphonylchloride
para-toluenesulfonylchloride
4-toluene-sulphonylchloride
4-toluenesulphonic chloride
4-toluenesulphonyl chloride
p -toluenesulfonyl chloride
p- toluenesulfonyl chloride
p-toluen-sulphonyl chloride
p-toluene sulfonic chloride
p-toluene-sulfonyl chloride
paraToluenesulfonyl chloride
toluene4-sulphonyl chloride
para-Toluenesufonyl chloride
para-toluensulfonyl chloride
rho-toluenesulfonyl chloride
Toluene-4-sulphonylchloride
4-toluene-sulfonyl chloride
p-toluene sulphonic chloride
p-toluene-sulphonyl chloride
para-toluenesulphonylchloride
paratoluenesulphonyl chloride
SCHEMBL1586
toluene p-sulphonyl chloride
toluene-p-sulphonyl chloride
para toluenesulfonyl chloride
para-toluene sulfonylchloride
paratoluene sulfonyl chloride
rho-toluenesulphonyl chloride
4-Toluene-sulphonyl chloride
p-toluene- sulphonyl chloride
para-toluenesulphonyl chloride
pToluenesulfonic acid chloride
para-toluene sulfonyl chloride
4methylbenzenesulfonyl chloride
pMethylbenzenesulfonyl chloride
para-toluene-sulphonyl chloride
m-methylbenzenesulfonyl chloride
Para toluene sulphonyl chloride
4-methylphenylsulphonyl chloride
4-toluenesulfonic acid chloride
4Toluenesulfonic acid, chloride
p-toluenesulphonic acid chloride
4-methylbenzenesulphonyl chloride
4-methylbenzenesulphonyl-chloride
DTXCID8031233
p-toluene sulfonic acid chloride
p-toluene-sulfonic acid chloride
p-toluene-sulfonic-acid-chloride
PARA-TOLUENESULFONCHLORIDE
4-methyl benzenesulfonyl chloride
4-methylbenzene sulfonyl chloride
4-methylphenyl-sulphonyl chloride
toluene-4-sulfonic acid chloride
(4-methylphenyl)sulfonyl chloride
Benzenesulfonyl chloride, 4methyl
para-toluenesulfonic acid chloride
toluene-4-sulphonic acid chloride
4-methyl-benzenesulphonyl chloride
p-Toluenesulfonyl chloride (8CI)
(4-methylphenyl)sulphonyl chloride
4-methyl benzene sulfonyl chloride
para-toluenesulphonic acid chloride
paratoluene sulphonic acid chloride
4-methylbenzene-1-sufonyl chloride
4-methyl-1-benzenesulfonyl chloride
4-methylbenzene-l-sulfonyl chloride
BCP26003
CS-D1466
p-methylphenylsulfonic acid chloride
4-methylbenzenesulfonic acid chloride
BR1703
NSC175822
STK298722
4-methylbenzenesulphonic acid chloride
AKOS000120295
4-methyl-benzenesulphonic acid chloride
4-methylbenzene-sulphonic acid chloride
4-methylbenzenesulphonic acid, chloride
FT02715
AS-14041
BP-20587
NS00007323
T0272
EN300-20564
E78843
p-Toluenesulfonyl chloride;Tosyl chloride;PTSC
p-Toluenesulfonyl chloride, reagent grade, >=98%
Q285621
p-Toluenesulfonyl chloride, ReagentPlus(R), >=99%
p-Toluenesulfonyl chloride, ReagentPlus(R), >=99.0%
F2190-0563
P-Toluenesulfonyl chloride ; 4-Methylbenzenesulfonyl chloride
4-Toluene sulphonyl chloride;4-methylbenzene-1-sulfonyl chloride;4-Toluene sulfochloride
methyl (2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-5-guanidino-pentanoate