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758353

Sigma-Aldrich

4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid N-succinimidyl ester

Synonym(s):

4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid N-hydroxysuccinimide ester, 4-Cyano-4-[(phenylthioxomethyl)thio]-2,5-dioxo-1-pyrrolidinyl ester pentanoic acid, NHS protected RAFT, RAFT polymerization agent

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About This Item

Empirical Formula (Hill Notation):
C17H16N2O4S2
CAS Number:
864066-74-0
Molecular Weight:
376.45
MDL number:
MFCD30532072
UNSPSC Code:
12352100
PubChem Substance ID:
329766737
NACRES:
NA.23

form

solid

Quality Level

100

mp

175-185 °C

storage temp.

2-8°C

SMILES string

S(C(CCC(=O)ON2C(=O)CCC2=O)(C)C#N)C(=S)c1ccccc1

InChI

1S/C17H16N2O4S2/c1-17(11-18,25-16(24)12-5-3-2-4-6-12)10-9-15(22)23-19-13(20)7-8-14(19)21/h2-6H,7-10H2,1H3

InChI key

XQQHRPPQBDALBV-UHFFFAOYSA-N

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; This is the NHS protected version of 722995; well suited for methacrylates and methacrylamides; Chain Transfer Agent (CTA)
The product contains 4-5% N-hydroxysuccinimide impurity. This impurity is typically not capable of interfering with the chain transfer agent.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV8176
MKCT1370
MKCT8297
MKCQ3319
MKCN9877

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Sheng Wang et al.
ACS applied materials & interfaces, 10(34), 28382-28389 (2018-08-08)
Accurate diagnosis of tumor is promising to guide photothermal therapy (PTT) for efficacious tumor ablation with minimal damage to healthy tissues. Here, we report an activatable dual-modal imaging agent, which is based on PEGylated-gadolinium metallofullerene-polypyrrole nanoparticle (PEG-GMF-PPy NP) for imaging-guided
Jeffrey M Ting et al.
Molecules (Basel, Switzerland), 25(11) (2020-06-04)
A series of model polyelectrolyte complex micelles (PCMs) was prepared to investigate the consequences of neutral and zwitterionic chemistries and distinct charged cores on the size and stability of nanocarriers. Using aqueous reversible addition-fragmentation chain transfer (RAFT) polymerization, we synthesized
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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