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Merck

765147

2-Nitro-5-(2-propynyloxy)benzyl 4-cyano-4-(phenylcarbonothioylthio)pentanoate

97%

Synonym(s):

Clickable CTA, Light-sensitive clickable RAFT agent, RAFT agent

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About This Item

Empirical Formula (Hill Notation):
C23H20N2O5S2
CAS Number:
1318075-32-9
Molecular Weight:
468.55
UNSPSC Code:
12352100
PubChem Substance ID:
329767158
MDL number:
MFCD28098662

Key Documents

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Product Name

2-Nitro-5-(2-propynyloxy)benzyl 4-cyano-4-(phenylcarbonothioylthio)pentanoate, 97%

InChI

1S/C23H20N2O5S2/c1-3-13-29-19-9-10-20(25(27)28)18(14-19)15-30-21(26)11-12-23(2,16-24)32-22(31)17-7-5-4-6-8-17/h1,4-10,14H,11-13,15H2,2H3

SMILES string

C#CCOC1=CC(COC(CCC(C)(C#N)SC(C2=CC=CC=C2)=S)=O)=C([N+]([O-])=O)C=C1

InChI key

IOYDTDXAMFFKOA-UHFFFAOYSA-N

assay

97%

form

solid

mp

90-94 °C

storage temp.

2-8°C

Application

RAFT agent for controlled radical polymerization; especially suited for the polymerization of methacrylate and methacrylamide monomers. Chain Transfer Agent (CTA) with alkyne functionality for ligation and a photo-sensitive moiety for controlled cleavage.

General description

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

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Skin Sens. 1

Storage Class

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
MKBL5289

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Lida Ahmadkhani et al.
Artificial cells, nanomedicine, and biotechnology, 46(5), 1052-1063 (2017-07-30)
A drug delivery system based on dual responsive units was developed. An appealing pH- and thermo-responsive triblock terpolymer as the drug carrier was synthesized by RAFT polymerization of N-isopropyl acrylamide and methacrylic acid monomers using PEG-RAFT agent. The Fe3O4 magnetic
Zichao Wei et al.
Soft matter, 16(9), 2276-2284 (2020-02-11)
Self-healing polymers often have a trade-off between healing efficiency and mechanical stiffness. Stiff polymers that sacrifice their chain mobility are slow to repair upon mechanical failure. We herein report adaptable polymer films with dynamically moisture-controlled mechanical and optical properties, therefore
Mirim Park et al.
Macromolecular rapid communications, 41(20), e2000399-e2000399 (2020-09-10)
Redox-initiated reversible addition-fragmentation chain transfer (RAFT) miniemulsion polymerizations are successfully conducted with an employment of trithiocarbonate-based macro-RAFT agents and surfactant. Two macro-RAFT agents-hydrophilic poly(poly(ethylene glycol) methyl ether methacrylate) (PPEGMA27 ) and amphiphilic poly(poly(ethylene glycol) methyl ether methacrylate)-b-polystyrene (PPEGMA27 -b-PS33 )-
Thomas Swift et al.
Soft matter, 12(9), 2542-2549 (2016-01-30)
Fluorescence spectroscopy on a series of aqueous solutions of poly(acrylic acid) containing a luminescent label showed that polymers with molar mass, Mn < 16.5 kDa did not exhibit a pH responsive conformational change, which is typical of higher molar mass
Shunsuke Tazawa et al.
Macromolecular rapid communications, 41(19), e2000346-e2000346 (2020-08-19)
Thermoplastic solid poly(2-methoxyethyl acrylate) (PMEA)-based polyurethane (PU) is synthesized through the reversible addition-fragmentation chain transfer (RAFT) polymerization and the condensation polymerization, using hydroxyl-terminated RAFT reagents and diisocyanate, respectively. Neat PMEA is a promising antithrombogenic liquid used in the medical fields.
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