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Sigma-Aldrich

2-Cyano-2-propyl dodecyl trithiocarbonate

97% (HPLC)

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Synonym(s):
S-(2-Cyanoprop-2-yl)-S-dodecyltrithiocarbonate
Empirical Formula (Hill Notation):
C17H31NS3
CAS Number:
Molecular Weight:
345.63
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Assay

97% (HPLC)

form

liquid

refractive index

n20/D 1.535

density

0.991 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCSC(=S)SC(C)(C)C#N

InChI

1S/C17H31NS3/c1-4-5-6-7-8-9-10-11-12-13-14-20-16(19)21-17(2,3)15-18/h4-14H2,1-3H3

InChI key

QSVOWVXHKOQYIP-UHFFFAOYSA-N

Related Categories

General description

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

Application

2-Cyano-2-propyl dodecyl trithiocarbonate is used as a RAFT agent for controlled radical polymerization; especially suited for the polymerization of methacrylate, methacrylamide, and styrene monomers. It is also used as a Chain Transfer Agent (CTA).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Jeonghun Lee et al.
Journal of controlled release : official journal of the Controlled Release Society, 304, 164-172 (2019-05-15)
A blood clot (thrombus) is formed as a final product of the hemostatic process with two major components, a mesh of cross-linked fibrin and platelets activated by high concentration of hydrogen peroxide (H2O2). Thrombus formation impedes blood flow to brain
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Journal of materials chemistry. B, 8(25), 5434-5440 (2020-06-13)
Zwitterionic polymers have attracted increasing attention due to their excellent fouling resistance ability and eco-friendliness. Yet, their non-degradability and hydrophilic nature limit their applications. In this study, we have prepared a novel surface-fragmenting hyperbranched copolymer with tertiary carboxybetaine ester (TCB)
Munziya Abutalip et al.
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In this work, we report the first molecular weight-controlled amphiphilic polybetaine synthesis using various hydrocarbons via reversible addition?fragmentation chain-transfer (RAFT) polymerization. The experimental separation of the alkyl aminocrotonate tautomers, which has been the subject of debate, was completed for the
So Jung Park et al.
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Sofiem Garmendia et al.
Macromolecular rapid communications, 40(15), e1900071-e1900071 (2019-06-05)
The need for efficient, tailor-made catalysts has inspired chemists to design synthetic macromolecular architectures for selective catalysis. To this purpose, herein the synthesis and in-depth characterization of Ag(I)-crosslinked single-chain nanoparticles (SCNPs) is reported and their application as catalysts is demonstrated.

Articles

A series of polymerization were carried out using RAFT agents and monomers yielding well-defined polymers with narrow molecular weight distributions. The process allows radical-initiated growing polymer chains to degeneratively transfer reactivity from one to another through the use of key functional groups (dithioesters, trithiocarbonates, xanthates and dithiocarbamates). RAFT agents help to minimize out-of-control growth and prevent unwanted termination events from occurring, effectively controlling polymer properties like molecular weight and polydispersity. RAFT agents are commercially available. RAFT does not use any cytotoxic heavy metal components (unlike ATRP).

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.

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

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 (Reversible Addition-Fragmentation chain Transfer) is a form of living radical polymerization involving conventional free radical polymerization of a substituted monomer in the presence of a suitable chain transfer (RAFT) reagent.

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.

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

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