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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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

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.

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).

We presents an article about a micro review of 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.

Tools for Performing ATRP

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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.

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

An article about the typical procedures for polymerizing via ATRP, which demonstrates that in the following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′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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