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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

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

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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

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Protocols

Typical Procedures for Polymerizing via RAFT

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Concepts and Tools for RAFT Polymerization

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Typical Procedures for Polymerizing via ATRP

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