N-Succinimidyl 4-Cyano-4-(phenylcarbonothioylthio)pentanoate - ≥95% , CAS No.864066-74-0

CAS: 864066-74-0 Cat. No.: N405593 Molecular Weight: 376.45 EC Number: 694-534-7

GRADE & PURITY ≥95%

Synonyms

(2,5-dioxopyrrolidin-1-yl) 4-(benzenecarbonothioylsulfanyl)-4-cyanopentanoate | 2,5-Dioxopyrrolidin-1-yl 4-cyano-4-((phenylcarbonothioyl)thio)pentanoate | N-Succinimidyl 4-Cyano-4-(phenylcarbonothioylthio)pentanoate | 4-Cyano-4-(phenylcarbonothioylthio)pe

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

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.

Specifications

Synonyms

(2, 5-dioxopyrrolidin-1-yl) 4-(benzenecarbonothioylsulfanyl)-4-cyanopentanoate | 2, 5-Dioxopyrrolidin-1-yl 4-cyano-4-((phenylcarbonothioyl)thio)pentanoate | N-Succinimidyl 4-Cyano-4-(phenylcarbonothioylthio)pentanoate | 4-Cyano-4-(phenylcarbonothioylthio)pe

Specifications & Purity

≥95%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 488199015
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488199015
• Canonical Smiles: CC(CCC(=O)ON1C(=O)CCC1=O)(C#N)SC(=S)C2=CC=CC=C2
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 4-(benzenecarbonothioylsulfanyl)-4-cyanopentanoate
• InChIKey: XQQHRPPQBDALBV-UHFFFAOYSA-N
• 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
• Isomeric SMILES: CC(CCC(=O)ON1C(=O)CCC1=O)(C#N)SC(=S)C2=CC=CC=C2
• UN Number: 2811
• Packing Group: III
• Molecular Weight: 376.45
• Reaxy-Rn: 10466260
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=10466260&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzene and substituted derivatives
• Alternative Parents: Pyrrolidine-2-ones Dicarboximides Lactams Carbodithioic acid esters Sulfenyl compounds Nitriles Monocarboxylic acids and derivatives Azacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Monocyclic benzene moiety - Pyrrolidone - 2-pyrrolidone - Dicarboximide - Pyrrolidine - Lactam - Carbodithioic ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Carbonitrile - Nitrile - Azacycle - Sulfenyl compound - Organoheterocyclic compound - Organonitrogen compound - Carbonyl group - Organooxygen compound - Organosulfur compound - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Cyanide - Organic nitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Light Sensitive,Moisture Sensitive,Heat Sensitive
• Melt Point(°C): 166 °C
• Molecular Weight: 376.500 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 376.055 Da
• Monoisotopic Mass: 376.055 Da
• Topological Polar Surface Area: 145.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 605.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yirong Fan, Hui Sun.  (2024)  Manipulation of Bowl-Shaped Nanoparticles Self-Assembled from a Bipyridine Pendant Containing Homopolymer.  LANGMUIR,      [PMID:38456904] [10.1021/acs.langmuir.3c03712]