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741035

Sigma-Aldrich

2-(Dodecylthiocarbonothioylthio)-2-methylpropionic acid N-hydroxysuccinimide ester

98% (HPLC)

Synonym(s):

N-Hydroxysuccinimide 2-(dodecylthiocarbonothioylthio)isobutyrate

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About This Item

Empirical Formula (Hill Notation):
C21H35NO4S3
CAS Number:
925232-64-0
Molecular Weight:
461.70
MDL number:
MFCD21363042
UNSPSC Code:
12162002
PubChem Substance ID:
329765462
NACRES:
NA.23

Quality Level

100

Assay

98% (HPLC)

form

solid

mp

96-102 °C

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCSC(=S)SC(C)(C)C(=O)ON1C(=O)CCC1=O

InChI

1S/C21H35NO4S3/c1-4-5-6-7-8-9-10-11-12-13-16-28-20(27)29-21(2,3)19(25)26-22-17(23)14-15-18(22)24/h4-16H2,1-3H3

InChI key

HKWLQDYVQCZTQP-UHFFFAOYSA-N

Related Categories

General description

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

Application

Functionalized RAFT agent for controlled radical polymerization; especially suited for the polymerization of styrene; acrylate and acrylamide monomers. NHS ester terminus can be used to conjugate to a variety of biomolecules. Chain Transfer Agent (CTA).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - 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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP7637
MKCP8891
MKCM2870
MKCK4331
MKCJ8686

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Acrylic acid N-hydroxysuccinimide ester ≥90%

Sigma-Aldrich

A8060

Acrylic acid N-hydroxysuccinimide ester

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

Functional Biomaterials Synthesized by Double-Head Polymerization Agents

Over the past two decades, the rapid advance of controlled living polymerization (CLP) techniques.

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.

A Micro Review of Reversible Addition/Fragmentation Chain Transfer (RAFT) Polymerization

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.

Tools for Performing 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.

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 ATRP

Sigma-Aldrich presents an article about the typical procedures for polymerizing via ATRP, which demonstrates that in the following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′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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