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735973

Sigma-Aldrich

N,N′-Dimethyl N,N′-di(4-pyridinyl)thiuram disulfide

Synonym(s):

Bis[methyl-(4-pyridinyl)thiocarbamoyl] disulfide, Bis[methyl-(4-pyridinyl)thiocarbamyl] disulfide

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About This Item

Empirical Formula (Hill Notation):
C14H14N4S4
CAS Number:
Molecular Weight:
366.55
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.23

form

solid

mp

118-128 °C

SMILES string

CN(C(=S)SSC(=S)N(C)c1ccncc1)c2ccncc2

InChI

1S/C14H14N4S4/c1-17(11-3-7-15-8-4-11)13(19)21-22-14(20)18(2)12-5-9-16-10-6-12/h3-10H,1-2H3

InChI key

PVZGPMRTEJHLMS-UHFFFAOYSA-N

General description

Precursor for the synthesis of novel switchable RAFT agents for controlled radical polymerization. Chain Transfer Agent (CTA)

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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RAFT Agent Design and Synthesis
Keddie, D. J.; et al.
Macromolecules, 45, 5321-5342 (2012)
Massimo Benaglia et al.
Journal of the American Chemical Society, 131(20), 6914-6915 (2009-05-01)
The polymerization of most monomers that are polymerizable by radical polymerization can be controlled by the reversible addition-fragmentation chain transfer (RAFT) process. However, it is usually required that the RAFT agent be selected according to the types of monomer being

Articles

Universal (Switchable) RAFT agents allow for the polymerization of both less activated and more activated monomers and are ideal for the synthesis of well-defined block copolymers.

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

Micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization.

Protocols

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.

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

Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

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