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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

Quality Level

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

Related Categories

General description

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

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Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

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.

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.

We presents an article about Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands, and the emergence of living radical polymerization mediated by transition metal catalysts in 1995, which was a seminal piece of work in the field of synthetic polymer chemistry.

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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.

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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