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Sigma-Aldrich

4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid

Synonym(s):

4-Cyano-4-(thiobenzoylthio)pentanoic acid

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About This Item

Empirical Formula (Hill Notation):
C13H13NO2S2
CAS Number:
201611-92-9
Molecular Weight:
279.38
MDL number:
MFCD10698690
UNSPSC Code:
12352100
PubChem Substance ID:
329763966
NACRES:
NA.23

form

powder

Quality Level

100

mp

94-98 °C

storage temp.

2-8°C

SMILES string

CC(CCC(O)=O)(SC(=S)c1ccccc1)C#N

InChI

1S/C13H13NO2S2/c1-13(9-14,8-7-11(15)16)18-12(17)10-5-3-2-4-6-10/h2-6H,7-8H2,1H3,(H,15,16)

InChI key

YNKQCPNHMVAWHN-UHFFFAOYSA-N

Related Categories

General description

4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid is asulfur-based chain transfer agent that provides a high degree of control forliving radical polymerization.

Application

Reversible Addition Fragmentation Chain Transfer (RAFT) Polymerization
RAFT agent for controlled radical polymerization; especially suited for the polymerization of methacrylate and methacrylamide monomers.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Precautionary Statements

P280

Hazard Classifications

Skin Sens. 1

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Xinnan Cui et al.
Colloids and surfaces. B, Biointerfaces, 160, 289-296 (2017-09-26)
Four types of phosphorylated 2-hydroxyethyl methacrylate and poly(ethylene glycol) methyl ether methacrylate (PEGMA) block copolymers were synthesized by reversible addition fragmentation chain transfer (RAFT) polymerization and post-phosphorylation. These polymers were composed of different phosphate segments and similar PEG brushes. Polymers
Bartlomiej Kalaska et al.
Translational research : the journal of laboratory and clinical medicine, 177, 98-112 (2016-07-28)
The parenteral anticoagulants may cause uncontrolled and life-threatening bleeding. Protamine, the only registered heparin antidote, is partially effective against low-molecular weight heparins, completely ineffective against fondaparinux and may cause unacceptable toxicity. Therefore, we aimed to develop a synthetic compound for
Sieun Kim et al.
Biomacromolecules, 21(8), 3026-3037 (2020-07-17)
Charge anisotropy or the presence of charge patches at protein surfaces has long been thought to shift the coacervation curves of proteins and has been used to explain the ability of some proteins to coacervate on the "wrong side" of
Isadora Berlanga
Biomolecules, 9(8) (2019-08-11)
Giant vesicles with several-micrometer diameters were prepared by the self-assembly of an amphiphilic block copolymer in the presence of the Belousov-Zhabotinsky (BZ) reaction. The vesicle is composed of a non-uniform triblock copolymer synthesized by multi-step reactions in the presence of
Hui-Yu Liu et al.
Molecules (Basel, Switzerland), 25(12) (2020-06-19)
Biomimetic lipid membranes on solid supports have been used in a plethora of applications, including as biosensors, in research on membrane proteins or as interfaces in cell experiments. For many of these applications, structured lipid membranes, e.g., in the form
View All Related Papers

Articles

Convert to mPAGE™ Gels for Improved Results

RAFT polymerization uses commercial agents to control polymer properties without cytotoxic heavy metals like ATRP.

RAFT Polymerization

RAFT polymerization offers living characteristics to radical polymerization, contributing versatility to reversible deactivation radical polymerization methods.

Functional Biomaterials Synthesized by Double-Head Polymerization Agents

Over the past two decades, the rapid advance of controlled living polymerization (CLP) techniques.

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.

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Protocols

RAFT Polymerization Procedures

RAFT polymerization offers precise control, enabling tailored synthesis of complex polymer structures.

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

We present an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

Polymerizing via ATRP

Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton'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.

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