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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:
Molecular Weight:
279.38
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.23

form

powder

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

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

RAFT agent for controlled radical polymerization; especially suited for the polymerization of methacrylate and methacrylamide monomers.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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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
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
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
Hajeeth Thankappan et al.
Molecules (Basel, Switzerland), 25(20) (2020-10-22)
A well-defined block copolymer brush poly(glycidyl methacrylate)-graft-(poly(methyl methacrylate)-block- poly(oligo(ethylene glycol) methyl ether methacrylate)) (PGMA-g-(PMMA-b-POEGMA)) is synthesized via grafting from an approach based on a combination of click chemistry and reversible addition-fragmentation chain transfer (RAFT) polymerization. The resulting block copolymer brushes

Articles

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

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

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

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

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Protocols

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

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

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

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

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