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2-[[(2-Carboxyethyl)sulfanylthiocarbonyl]-sulfanyl]propanoic acid

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About This Item

Empirical Formula (Hill Notation):

C₇H₁₀O₄S₃

CAS Number:

870451-09-5

Molecular Weight:

254.35

UNSPSC Code:

12352106

PubChem Substance ID:

329769779

NACRES:

NA.23

MDL number:

MFCD28126761

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assay

95% (GC)

Quality Level

100

form

powder

mp

120-125 °C

SMILES string

S(C(C)C(=O)O)C(=S)SCCC(=O)O

InChI key

IKWGMGMZWODWEO-UHFFFAOYSA-N

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1 of 1

This Item	406465	722995	81910
Sigma-Aldrich 900152 2-[[(2-Carboxyethyl)sulfanylthiocarbonyl]-sulfanyl]propanoic acid	Sigma-Aldrich 406465 3-(2-Carboxyphenyl)propionic acid	Sigma-Aldrich 722995 4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid	Sigma-Aldrich 81910 Propionic acid
assay 95% (GC)	assay 99%	assay -	assay ≥99.5% (GC)
mp 120-125 °C	mp 166-168 °C (lit.)	mp 94-98 °C	mp −24-−23 °C (lit.)
form powder	form solid	form powder	form liquid
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 200

General description

A stable, trithiocarbonate chain transfer agent (CTA), also referred to as a RAFT agent, which can control chain growth in free radical polymerization producing polymers with well-defined molecular weights and low polydispersities.
2-(2-Carboxyethylsulfanylthiocarbonylsulfanyl)propionic acid may be used to control homo- and co-polymerization of acrylic acid, acrylates, acrylamides, styrenes, methacrylates, and methacrylamides. It is soluble in aqueous and organic media (amphiphilic).

Legal Information

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

Disclaimer

Storage conditions: Room temperature, protect from light.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Scale-up of the Reversible Addition-Fragmentation Chain Transfer (RAFT) Polymerization Using Continuous Flow Processing.

Micic N, et al.

Processes, 2, 58-70 (2014)

Synthesis of Dual-Functional Poly(6-azidohexylmethacrylate) Brushes by a RAFT Agent Carrying Carboxylic Acid End Groups.

Cimen D, et al.

Journal of Polymer Science Part A: Polymer Chemistry, 53, 1696-1706 (2015)

Synthesis and Evaluation of New Dicarboxylic Acid Functional Trithiocarbonates: RAFT Synthesis of Telechelic Poly(n-butyl acrylate)s.

Wang R, et al.

Macromolecules, 38, 9518-9525 (2005)

Substituent Effects on Trithiocarbonates-Mediated Polymerization of Styrene.

Journal of Applied Polymer Science, 111, 2011-2017 (2009)

A Continuous Flow Process for the Radical Induced End Group Removal of RAFT Polymers.

Hornung H, et al.

Macromolecular Reaction Engineering, 6, 246-251 (2012)

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Low-cost, high-purity RAFT Agents are vital for industrial RAFT polymerization. We supply effective agents for this technology.

Global Trade Item Number

SKU	GTIN
900152-1G	04061826282175

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