p-Toluenesulfonyl Chloride TCI T0272

Chemical Identity

Other names: TsCl
CAS No.: 98-59-9
PubChem: CID 7397·SID 87576251
Formula: C7H7ClO2S
Molecular weight: 190.65 g/mol
Purity: >99.0%(GC)
Reference databases: ChemSpider·ECHA·Wikipedia

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 4-methylbenzenesulfonyl chloride
SMILES: CC1=CC=C(C=C1)S(=O)(=O)Cl
InChIKey: YYROPELSRYBVMQ-UHFFFAOYSA-N

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p-Toluenesulfonyl Chloride (p-TSC) is a chemical compound widely used in organic chemistry reactions, particularly in the protection and deprotection of hydroxyl groups. It serves as an effective protecting agent that prevents unwanted reactions on organic molecules during synthesis. In the laboratory, p-TSC is commonly employed to shield hydroxyl groups from potentially damaging chemical reactions. Its chemical stability and controlled reactivity make it an ideal choice for specific reactions. The molecular structure of p-TSC allows for efficient substitution and other chemical reactions, enhancing its utility in synthetic processes. Due to its non-spontaneous reactivity, p-TSC also minimizes the risk of laboratory accidents.

p-TSC is valued for its chemical stability, controlled reactivity, and high efficiency in promoting substitution reactions. These properties make it a reliable reagent for protecting functional groups during complex syntheses. Its ability to selectively react under specific conditions ensures that only the desired parts of a molecule undergo transformation. This selectivity is crucial in the development of pharmaceuticals and other complex chemical compounds. Additionally, its predictable behavior in different reaction environments enhances its applicability across various synthetic routes.

In Indonesian laboratories, p-TSC is used in a wide range of chemical research, including the synthesis of complex compounds, molecular modification, and drug development. It is particularly relevant for researchers requiring dependable and trustworthy chemical reagents for scientific experiments. Its role in protecting hydroxyl groups is essential in the creation of new chemical entities with specific functional properties. The compound's reliability and performance make it a preferred choice for both academic and industrial research settings.

TCI brochures (PDF)

Reagent for Incorporating a High-Performance Protecting Group (Nms) into Amines 2025-07-10 · p. 1
Sulfonylation Reagents 2023-01-20 · p. 1
Protecting Agents 2025-03-25 · p. 11

Related TCI products

Organic synthesis applications benefit from p-TSC's ability to protect hydroxyl groups during complex molecule construction, ensuring selective chemical transformations.
Drug development processes utilize p-TSC to safeguard functional groups during the synthesis of pharmaceutical compounds, enhancing the efficiency of target molecule formation.
Molecular modification experiments rely on p-TSC to selectively react with hydroxyl groups, allowing for precise structural changes in organic compounds.
Analytical chemistry procedures use p-TSC as a reagent in derivatization processes, improving the detectability of hydroxyl-containing compounds in analytical techniques.
Research in chemical protection strategies employs p-TSC to demonstrate effective methods for preventing unwanted side reactions in synthetic pathways.

Brand	TCI
CAS number	98-59-9
Molecular formula	—
Purity	—
Category	Chemistry > Synthetic Reagents > Protection, Deprotection, Derivatization
Pack sizes	Available in various sizes as per standard chemical supply specifications
Physical form	Solid, crystalline powder
Storage	Store in a cool, dry place away from moisture and direct sunlight

Data from the TCI brochure

Typical protecting condition	TsCl [T0272], Pyridine, rt (Ts group, protecting group comparison table)
Typical deprotecting condition	Mg [M3358], MeOH, rt (Ts group, protecting group comparison table)

Source: TCI brochure RR217 (2025-07-10)

p-Toluenesulfonyl Chloride should be stored in a cool, dry environment to maintain its chemical stability. It is recommended to keep the compound in airtight containers to prevent exposure to moisture and air, which may affect its reactivity. Laboratory personnel should handle the material with care, using appropriate personal protective equipment such as gloves and safety goggles to minimize direct contact. Due to its reactivity, it should be stored away from incompatible substances like strong bases or reducing agents. Proper labeling of storage containers is essential to ensure safe handling and prevent accidental exposure. Regular inspection of storage conditions is advised to ensure the compound remains in optimal condition for use in laboratory applications.

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