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723037

Sigma-Aldrich

2-Cyano-2-propyl dodecyl trithiocarbonate

97% (HPLC)

Synonym(s):

S-(2-Cyanoprop-2-yl)-S-dodecyltrithiocarbonate

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About This Item

Empirical Formula (Hill Notation):
C17H31NS3
CAS Number:
870196-83-1
Molecular Weight:
345.63
MDL number:
MFCD11973800
UNSPSC Code:
12352100
PubChem Substance ID:
329763970
NACRES:
NA.23

Quality Level

100

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

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
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
GHS07

Signal Word

Warning

Hazard Statements

H302

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCM5629
MKCJ2182
MKCJ1879
MKCJ1880
MKCJ2181

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Jeonghun Lee et al.
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Liqin Mei et al.
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)
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Macromolecular bioscience, 20(6), e2000049-e2000049 (2020-04-08)
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ACS applied materials & interfaces, 12(43), 49165-49173 (2020-09-30)
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Articles

Evaluation of RAFT Agents

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).

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.

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 (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.

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.

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