Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

758353

Sigma-Aldrich

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

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C17H16N2O4S2
CAS Number:
864066-74-0
Molecular Weight:
376.45
UNSPSC Code:
12352100
PubChem Substance ID:
329766737
NACRES:
NA.23

form

solid

Quality Level

100

mp

175-185 °C

storage temp.

2-8°C

InChI

1S/C17H16N2O4S2/c1-17(11-18,25-16(24)12-5-3-2-4-6-12)10-9-15(22)23-19-13(20)7-8-14(19)21/h2-6H,7-10H2,1H3

InChI key

XQQHRPPQBDALBV-UHFFFAOYSA-N

General description

Need help choosing the correct RAFT Agent? Please consult the RAFT Agent to Monomer compatibility table.

Application

Reversible 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)
The product contains 4-5% N-hydroxysuccinimide impurity. This impurity is typically not capable of interfering with the chain transfer agent.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCQ3319
MKCN9877
MKCM8567
MKCK6633
MKCJ8245

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Sheng Wang et al.
ACS applied materials & interfaces, 10(34), 28382-28389 (2018-08-08)
Accurate diagnosis of tumor is promising to guide photothermal therapy (PTT) for efficacious tumor ablation with minimal damage to healthy tissues. Here, we report an activatable dual-modal imaging agent, which is based on PEGylated-gadolinium metallofullerene-polypyrrole nanoparticle (PEG-GMF-PPy NP) for imaging-guided
Jeffrey M Ting et al.
Molecules (Basel, Switzerland), 25(11) (2020-06-04)
A series of model polyelectrolyte complex micelles (PCMs) was prepared to investigate the consequences of neutral and zwitterionic chemistries and distinct charged cores on the size and stability of nanocarriers. Using aqueous reversible addition-fragmentation chain transfer (RAFT) polymerization, we synthesized
Massimo Benaglia et al.
Journal of the American Chemical Society, 131(20), 6914-6915 (2009-05-01)
The polymerization of most monomers that are polymerizable by radical polymerization can be controlled by the reversible addition-fragmentation chain transfer (RAFT) process. However, it is usually required that the RAFT agent be selected according to the types of monomer being

Articles

Protein- and Peptide- Polymer Conjugates by RAFT Polymerization

The modification of biomacromolecules, such as peptides and proteins, through the attachment of synthetic polymers has led to a new family of highly advanced biomaterials with enhanced properties.

A Micro Review of Reversible Addition/Fragmentation Chain Transfer (RAFT) Polymerization

We presents an article about a micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization. RAFT (Reversible Addition/Fragmentation Chain Transfer) polymerization is a reversible deactivation radical polymerization (RDRP) and one of the more versatile methods for providing living characteristics to radical polymerization.

Tools for Performing ATRP

Tools for Performing ATRP

Applying ARGET ATRP to the Growth of Polymer Brush Thin Films by Surface-initiated Polymerization

Applying ARGET ATRP to the Growth of Polymer Brush Thin Films by Surface-initiated Polymerization

See All

Protocols

Typical Procedures for Polymerizing via RAFT

We presents an article featuring procedures that describe polymerization of methyl methacrylate and vinyl acetate homopolymers and a block copolymer as performed by researchers at CSIRO.

Concepts and Tools for RAFT Polymerization

Sigma-Aldrich presents an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

Typical Procedures for Polymerizing via ATRP

Sigma-Aldrich presents an article about the typical procedures for polymerizing via ATRP, which demonstrates that in the following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′s research group at the University of Warwick.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service