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765147

Sigma-Aldrich

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
MDL number:
MFCD28098662
UNSPSC Code:
12352100
PubChem Substance ID:
329767158

Assay

97%

form

solid

mp

90-94 °C

storage temp.

2-8°C

SMILES string

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

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

InChI key

IOYDTDXAMFFKOA-UHFFFAOYSA-N

General description

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

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.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H317,H319,H400

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

765147-1G:4548173318202
765147-VAR:
765147-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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.
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
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 )-
Zahra Abousalman-Rezvani et al.
Carbohydrate polymers, 225, 115247-115247 (2019-09-16)
Cellulose nanocrystals (CNC)-grafted and free copolymers were synthesized in three different ratios of DMAEMA and coumarin monomers (30:5, 40:7, and 50:10) through reversible addition-fragmentation chain transfer polymerization. These multi-responsive polymers to carbon dioxide (CO2), temperature, and light triggers can be
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