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735639

Sigma-Aldrich

Methyl 2-[methyl(4-pyridinyl)carbamothioylthio]propionate

97%

Synonym(s):

N-(4-Pyridinyl)-N-methyldithiocarbamate methyl 2-propionate, Methyl 2-[methyl(pyridin-4-yl)carbamothioylthio]propanoate, Methyl 2-propionate methyl(4-pyridinyl)carbamodithioate

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About This Item

Empirical Formula (Hill Notation):
C11H14N2O2S2
CAS Number:
1158958-92-9
Molecular Weight:
270.37
MDL number:
MFCD19443631
UNSPSC Code:
12352100
PubChem Substance ID:
329765042
NACRES:
NA.23

Assay

97%

form

solid

mp

76-81 °C

storage temp.

2-8°C

SMILES string

COC(=O)C(C)SC(=S)N(C)c1ccncc1

InChI

1S/C11H14N2O2S2/c1-8(10(14)15-3)17-11(16)13(2)9-4-6-12-7-5-9/h4-8H,1-3H3

InChI key

LOGGAKBRSDSFSB-UHFFFAOYSA-N

Application

Switchable RAFT agent for controlled radical polymerization. The neutral form is well-suited for polymerization of vinyl esters and vinyl amides (LAMs), and the protonated form is well-suited for styrenes acrylates and methacrylates (MAMs). Chain Transfer Agent (CTA)

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Polystyrene-block-poly(vinyl acetate) through the Use of a Switchable RAFT Agent
Benaglia, M; Chen, M.; Chong, Y.K.; Moad, G.; Rizzardo, E.; Thang, S.H.
Macromolecules, 42, 9384-9384 (2009)
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 for Well-Defined Block Copolymers

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.

Convert to mPAGE™ Gels for Improved Results

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

Convert to mPAGE™ Gels for Improved Results

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

Convert to mPAGE™ Gels for Improved Results

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

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Protocols

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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