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4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid N-succinimidyl ester

CAS 864066-74-0C17H16N2O4S2Polymer Science

4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid N-succinimidyl ester (CAS: 864066-74-0; Formula: C17H16N2O4S2; MW: 376.45) is a dithiobenzoate compound utilised as a Reversible Addition–Fragmentation chain transfer (RAFT) agent. It facilitates controlled radical polymerisation, particularly for methacrylates and methacrylamides, enabling precise control over polymer chain growth and architecture. This compound serves as a valuable reagent in advanced polymer synthesis.

IUPAC
4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid N-hydroxysuccinimide ester,4-Cyano-4-[(phenylthioxomethyl)thio]-2,5-dioxo-1-pyrrolidinyl ester pentanoic acid,NHS protected RAFT,RAFT polymerization agent
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4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid N-succinimidyl ester (C17H16N2O4S2) — chemical structure, CAS 864066-74-0; Materials Science, fine chemical supplied by Tech Serve Solutions
DithiobenzoatesMaterials SciencePolymer ScienceRAFT Agents
01 /Applications

Controlled Radical Polymerisation

This N-succinimidyl ester derivative functions as a Reversible Addition Fragmentation chain transfer (RAFT) agent. It is specifically employed in controlled radical polymerisation techniques to synthesise polymers with defined molecular weights and low polydispersity.

Synthesis of Functional Polymers

The compound's NHS ester functionality allows for facile post-polymerisation modification or direct incorporation into polymer chains. This makes it suitable for creating functional polymers with tailored properties for materials science applications.

Methacrylate and Methacrylamide Polymerisation

It is particularly effective as a chain transfer agent for the controlled polymerisation of methacrylates and methacrylamides. This specificity allows for precise control over the polymerisation process for these monomer types.

02 /Properties
Molecular weight376.45
Empirical formulaC17H16N2O4S2
Storage temperature2-8°C
ApplicationReversible Addition Fragmentation Chain Transfer (RAFT) Polymerization.RAFT agent for controlled radical polymerization; This is the NHS protected version of 722995; well suited for methacrylates and methacrylamides; Chain Transfer Agent (CTA)
Melting point175-185 °C
03 /Safety & handling
GHS hazard pictogram: Toxic (GHS06)
Toxic
Danger

Hazard statements

  • H301Toxic if swallowed

Precautionary statements

  • P301IF SWALLOWED
Transport (UN / ADR)UN 2811 6.1 / PGIII
Water hazard class (WGK, DE)3
Hazard codes (EU)T
Risk statements (R)25
Safety statements (S)45

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
864066-74-0
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid N-succinimidyl ester used for?

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4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid N-succinimidyl ester is primarily used as a Reversible Addition Fragmentation chain transfer (RAFT) agent in controlled radical polymerisation, especially for methacrylates and methacrylamides.

What is the CAS number and molecular formula?

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The CAS number is 864066-74-0, and the molecular formula is C17H16N2O4S2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this chemical for research and development purposes. The specific assay and purity details are available on the product's Certificate of Analysis. TSS does not represent this chemical as USP, BP, EP, or pharmacopoeia grade.

What are the safety and handling requirements?

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This compound is classified as dangerous, with the signal word 'Danger' and hazard statement H301 (Toxic if swallowed). Handle with extreme caution in a well-ventilated area, using appropriate personal protective equipment. Refer to the Safety Data Sheet (SDS) for comprehensive safety information.

How is this chemical packed, shipped, and exported?

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This product is typically packed in appropriate containers suitable for its hazard classification and shipped according to international regulations for hazardous materials. Tech Serve Solutions is experienced in global export.

How can I request a quote or sample?

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To request a quote or a sample, please contact the Tech Serve Solutions sales team through our website or by calling our customer service line.

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