S-(Fluoromethyl) Benzenesulfonothioate: Key Facts & FAQs

S-(Fluoromethyl) benzenesulfonothioate is a specialized electrophilic sulfonothioate reagent used in synthetic organic chemistry for the introduction of fluoromethylthio and related functional groups onto nucleophilic substrates.

Product Name

S-(Fluoromethyl) benzenesulfonothioate

SKU

B1530081

Compound Class

Sulfonothioate (organosulfur electrophile)

Primary Application

Electrophilic fluoromethylation and thioalkylation in organic synthesis

Supplier

Aladdin Scientific

Handling Requirement

Handle under inert atmosphere; avoid moisture and strong nucleophiles

What Is S-(Fluoromethyl) Benzenesulfonothioate?

S-(Fluoromethyl) benzenesulfonothioate (SKU B1530081) is an organosulfur compound belonging to the sulfonothioate class. Its structure features a benzenesulfonyl group linked through a sulfur–sulfur-type motif to a fluoromethyl group, making it a dual-functionality reagent capable of participating in electrophilic transfer reactions. The fluoromethyl moiety confers unique reactivity relevant to medicinal chemistry and agrochemical research, where the introduction of fluorine-containing fragments is highly valued for modulating metabolic stability, lipophilicity, and bioavailability of lead compounds.

The reagent is catalogued under Aladdin Scientific's specialty organosulfur portfolio and is available for direct order as SKU B1530081.

Chemical Properties and Structural Features

As a sulfonothioate, S-(Fluoromethyl) benzenesulfonothioate contains a sulfonyl (–SO₂–) group and a thio linkage in conjugation with the fluoromethyl (–CH₂F) fragment. This arrangement activates the carbon bearing fluorine toward nucleophilic attack or facilitates sulfur-transfer pathways depending on reaction conditions. The electron-withdrawing benzenesulfonyl group stabilizes the leaving group during reaction, enhancing electrophilicity at the fluoromethyl carbon.

Fluoromethyl-containing reagents are of particular interest because the –CH₂F group is a bioisostere for hydroxymethyl (–CH₂OH) and can impart improved metabolic resistance compared to non-fluorinated analogues. Exact physicochemical data (molecular weight, melting point, solubility) should be confirmed from the certificate of analysis (CoA) supplied with each lot.

Recommended Handling, Storage, and Safety

Sulfonothioate reagents are generally moisture-sensitive and should be stored under an inert atmosphere (nitrogen or argon) at low temperature, typically 2–8 °C or as specified on the product label. Exposure to atmospheric moisture or protic solvents may lead to decomposition and loss of reagent activity.

Standard laboratory personal protective equipment (PPE) — including chemical-resistant gloves, safety glasses, and a laboratory coat — should always be worn. Operations involving this compound should be carried out in a well-ventilated fume hood. Consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for detailed hazard classifications, first-aid measures, and disposal guidance before use. Specific GHS hazard data should be verified from the official SDS for lot B1530081.

Research Applications

S-(Fluoromethyl) benzenesulfonothioate is intended for use as a synthetic building block or transfer reagent in research settings. Potential areas of application include:

• Medicinal chemistry: Introduction of fluoromethylthio (–SCH₂F) groups into drug candidates to explore metabolic stability and pharmacokinetic profiles.
• Agrochemical synthesis: Incorporation of fluorinated sulfur motifs into pesticidal or herbicidal lead structures.
• Method development: Evaluation of new fluoromethylation and thioalkylation protocols in academic and industrial research laboratories.

This product is supplied for research use only and is not intended for diagnostic, therapeutic, or food/feed applications.

Ordering and Quality Information

S-(Fluoromethyl) benzenesulfonothioate is available from Aladdin Scientific under SKU B1530081. Researchers are encouraged to contact Aladdin Scientific's technical support team for information on available pack sizes, purity specifications, lot-specific certificates of analysis (CoA), and current pricing.

For bulk or custom quantities, please submit an inquiry through the Aladdin Scientific website or contact your regional sales representative. All orders are subject to standard terms and conditions regarding payment, shipping, and returns as outlined on the Aladdin Scientific website.

Frequently asked questions

What is S-(Fluoromethyl) benzenesulfonothioate used for?

S-(Fluoromethyl) benzenesulfonothioate is used as an electrophilic reagent in organic synthesis for introducing fluoromethyl-containing sulfur fragments into target molecules. It is particularly relevant in medicinal chemistry for preparing –SCH2F-bearing drug candidates and in method development for fluoromethylation protocols.

How should S-(Fluoromethyl) benzenesulfonothioate be stored?

The reagent should be stored under an inert atmosphere (nitrogen or argon) at low temperature, typically 2–8 °C, and kept away from moisture and protic solvents. Always follow the specific storage conditions stated on the product label and certificate of analysis for each lot.

What safety precautions are required when handling this compound?

Use appropriate PPE including chemical-resistant gloves, safety glasses, and a lab coat. Conduct all operations in a well-ventilated fume hood. Consult the official Safety Data Sheet (SDS) from Aladdin Scientific for lot-specific hazard information, first-aid procedures, and disposal requirements before beginning any experiment.

What purity and pack sizes are available for SKU B1530081?

Specific purity grades and available pack sizes for B1530081 are provided on the Aladdin Scientific product page and in the lot-specific certificate of analysis. Please contact Aladdin Scientific's sales or technical support team directly for up-to-date availability and pricing.

Is S-(Fluoromethyl) benzenesulfonothioate suitable for in vivo or clinical use?

No. This product is supplied strictly for research use only and is not approved or intended for in vivo, diagnostic, therapeutic, or food and feed applications. Researchers must comply with all applicable institutional and regulatory requirements when using this material.

References

1. Aladdin Scientific product page: S-(Fluoromethyl) benzenesulfonothioate, SKU B1530081.
2. General principles of organosulfur chemistry and sulfonothioate reactivity — refer to standard organic chemistry references (e.g., March's Advanced Organic Chemistry).
3. Fluorine in medicinal chemistry: bioisosterism of –CH2F and –CH2OH groups — refer to current medicinal chemistry literature.

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.