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Sigma-Aldrich

2-Cyano-2-propyl 4-cyanobenzodithioate

98% (HPLC)

Synonym(s):

2-Cyanoprop-2-yl 4-cyanodithiobenzoate, 4-Cyanobenzenecarbodithioic acid 1-cyano-1-methylethyl ester

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About This Item

Empirical Formula (Hill Notation):
C12H10N2S2
CAS Number:
Molecular Weight:
246.35
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

98% (HPLC)

form

solid

mp

122-127 °C

SMILES string

CC(C)(SC(=S)c1ccc(cc1)C#N)C#N

InChI

1S/C12H10N2S2/c1-12(2,8-14)16-11(15)10-5-3-9(7-13)4-6-10/h3-6H,1-2H3

InChI key

GLQSCQVGVPUIPC-UHFFFAOYSA-N

General description

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

Application

RAFT agent for controlled radical polymerization; especially suited for the polymerization of methyl methacrylate and styrene monomers. Chain Transfer Agent (CTA)

Legal Information

Sold for research purposes only: See sigma-aldrich.com/raftlicense. Patents: WO98/01478; WO99/311444.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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

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

RAFT polymerization offers living characteristics to radical polymerization, contributing versatility to reversible deactivation radical polymerization methods.

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.

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

Protocols

RAFT polymerization offers precise control, enabling tailored synthesis of complex polymer structures.

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.

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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