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722995

4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid

Synonym(s):

4-Cyano-4-(thiobenzoylthio)pentanoic acid

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1 g
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€157.00
5 g
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€515.00

About This Item

Empirical Formula (Hill Notation):
C13H13NO2S2
CAS Number:
201611-92-9
Molecular Weight:
279.38
NACRES:
NA.23
PubChem Substance ID:
329763966
UNSPSC Code:
12352100
MDL number:
MFCD10698690

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form

powder

Quality Level

100

mp

94-98 °C

storage temp.

2-8°C

SMILES string

CC(CCC(O)=O)(SC(=S)c1ccccc1)C#N

InChI

1S/C13H13NO2S2/c1-13(9-14,8-7-11(15)16)18-12(17)10-5-3-2-4-6-10/h2-6H,7-8H2,1H3,(H,15,16)

InChI key

YNKQCPNHMVAWHN-UHFFFAOYSA-N

General description

4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid is asulfur-based chain transfer agent that provides a high degree of control forliving radical polymerization.

Application

Reversible Addition Fragmentation Chain Transfer (RAFT) Polymerization
RAFT agent for controlled radical polymerization; especially suited for the polymerization of methacrylate and methacrylamide monomers.

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This Item
758353760110723274
4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid

Sigma-Aldrich

722995

4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid

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

Sigma-Aldrich

758353

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

4-Cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl]pentanol

Sigma-Aldrich

760110

4-Cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl]pentanol

4-Cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl]pentanoic acid 97% (HPLC)

Sigma-Aldrich

723274

4-Cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl]pentanoic acid

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

mp

94-98 °C

mp

175-185 °C

mp

-

mp

64-68 °C

form

powder

form

solid

form

solid or liquid (Powder or Solid or Crystals or Chunk(s) or Semi-solid or Liquid)

form

solid

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

pcodes

P280

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX4860
MKCT8601
MKCR1120
MKCQ0049
MKCQ3983

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Protocols

Concepts and Tools for RAFT Polymerization

We present an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

Polymerizing via ATRP

Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

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.

Articles

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.

RAFT Polymerization

RAFT polymerization offers living characteristics to radical polymerization, contributing versatility to reversible deactivation radical polymerization methods.

Functional Biomaterials Synthesized by Double-Head Polymerization Agents

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

View All Articles

Related Content

Free Radical Initiators

Photoinitiators convert light energy into chemical energy for initiating species formation in formulations, essential for various applications.

Bartlomiej Kalaska et al.
Translational research : the journal of laboratory and clinical medicine, 177, 98-112 (2016-07-28)
The parenteral anticoagulants may cause uncontrolled and life-threatening bleeding. Protamine, the only registered heparin antidote, is partially effective against low-molecular weight heparins, completely ineffective against fondaparinux and may cause unacceptable toxicity. Therefore, we aimed to develop a synthetic compound for
Sieun Kim et al.
Biomacromolecules, 21(8), 3026-3037 (2020-07-17)
Charge anisotropy or the presence of charge patches at protein surfaces has long been thought to shift the coacervation curves of proteins and has been used to explain the ability of some proteins to coacervate on the "wrong side" of
Xinnan Cui et al.
Colloids and surfaces. B, Biointerfaces, 160, 289-296 (2017-09-26)
Four types of phosphorylated 2-hydroxyethyl methacrylate and poly(ethylene glycol) methyl ether methacrylate (PEGMA) block copolymers were synthesized by reversible addition fragmentation chain transfer (RAFT) polymerization and post-phosphorylation. These polymers were composed of different phosphate segments and similar PEG brushes. Polymers
View All Related Papers

Global Trade Item Number

SKUGTIN
722995-1G04061832860978
722995-5G04061835563753

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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