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Merck

722995

4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid

Synonym(s):

4-Cyano-4-(thiobenzoylthio)pentanoic acid

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About This Item

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

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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)

SMILES string

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

InChI key

YNKQCPNHMVAWHN-UHFFFAOYSA-N

form

powder

mp

94-98 °C

storage temp.

2-8°C

Quality Level

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This Item
758353760110723274
storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

form

powder

form

solid

form

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

form

solid

mp

94-98 °C

mp

175-185 °C

mp

-

mp

64-68 °C

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

Application

RAFT agent for controlled radical polymerization; especially suited for the polymerization of methacrylate and methacrylamide monomers.

General description

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

pictograms

Exclamation mark

signalword

Warning

hcodes

pcodes

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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Hui-Yu Liu et al.
Molecules (Basel, Switzerland), 25(12) (2020-06-19)
Biomimetic lipid membranes on solid supports have been used in a plethora of applications, including as biosensors, in research on membrane proteins or as interfaces in cell experiments. For many of these applications, structured lipid membranes, e.g., in the form
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
Isadora Berlanga
Biomolecules, 9(8) (2019-08-11)
Giant vesicles with several-micrometer diameters were prepared by the self-assembly of an amphiphilic block copolymer in the presence of the Belousov-Zhabotinsky (BZ) reaction. The vesicle is composed of a non-uniform triblock copolymer synthesized by multi-step reactions in the presence of
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
Feng Liu et al.
Nanoscale, 8(7), 4387-4394 (2016-02-04)
The modulation of protein activity is of significance for disease therapy, molecular diagnostics, and tissue engineering. Nanoparticles offer a new platform for the preparation of protein conjugates with improved protein properties. In the present work, Escherichia coli (E. coli) inorganic

Articles

RAFT(可逆加成断裂链转移)聚合是一种可逆的去活化自由基聚合(RDRP),是给自由基聚合赋予活性的通用方法之一。

Discover hydrogels, biocompatible materials for drug delivery, tissue engineering, wound care, and 3D bioprinting in innovative biomedical applications

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

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Protocols

RAFT(可逆加成-断裂链转移)是一种活性自由基聚合反应,在有适合的连转移(RAFT)试剂存在下发生的非传统的取代单体自由基聚合反应。

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

RAFT polymerization offers precise control, enabling tailored synthesis of complex polymer structures.

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

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Questions

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  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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