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722995

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT8601
MKCR1120
MKCQ0049
MKCQ3983
MKCR9265

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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
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
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
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
Chunyun Wang et al.
Drug delivery, 27(1), 344-357 (2020-02-25)
Stimuli-responsive drug delivery systems (DDSs) are expected to realize site-specific drug release and kill cancer cells selectively. In this study, a pH-responsive micelle was designed utilizing the pH-sensitivity of borate bonds formed between dopamine and boronic acid. First, methyl (polyethylene
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Protocols

RAFT Polymerization Procedures

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

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.

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.

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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