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723002

Sigma-Aldrich

Cyanomethyl methyl(phenyl)carbamodithioate

98% (HPLC)

Synonym(s):

Cyanomethyl N-methyl-N-phenyl dithiocarbamate

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About This Item

Empirical Formula (Hill Notation):
C10H10N2S2
CAS Number:
76926-16-4
Molecular Weight:
222.33
MDL number:
MFCD16038113
UNSPSC Code:
12352100
PubChem Substance ID:
329763967
NACRES:
NA.23

Quality Level

100

Assay

98% (HPLC)

form

powder

mol wt

average Mn 8,000

mp

88-92 °C

storage temp.

2-8°C

SMILES string

CN(C(=S)SCC#N)c1ccccc1

InChI

1S/C10H10N2S2/c1-12(10(13)14-8-7-11)9-5-3-2-4-6-9/h2-6H,8H2,1H3

InChI key

FYACMHCOSCVNHO-UHFFFAOYSA-N

Related Categories

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
RAFT agent for controlled radical polymerization; especially suited for the polymerization of vinyl ester and vinyl amide monomers. Chain Transfer Agent (CTA)

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF3187
MKBN3220V
MKBL9120V
MKBG7588V
MKBG7588

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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

Select RAFT Agents for Making Well-Defined Functionalized Polymers

The supply of low cost, high purity and effective Reversible addition−fragmentation chain-transfer (RAFT) Agents is the essential element in the industrial implementation of RAFT polymerization technology.

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.

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.

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.

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.

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