4-cyano-4-{[(dodecylsulfanyl)methanethioyl]sulfanyl}-4-methylbutanoic acid

• ChemBase ID: 143260
• Molecular Formular: C19H33NO2S3
• Molecular Mass: 403.66582
• Monoisotopic Mass: 403.1673423
• SMILES: CCCCCCCCCCCCSC(=S)SC(C)(CCC(=O)O)C#N
• Canonical SMILES: CCCCCCCCCCCCSC(=S)SC(CCC(=O)O)(C#N)C
• InChI: InChI=1S/C19H33NO2S3/c1-3-4-5-6-7-8-9-10-11-12-15-24-18(23)25-19(2,16-20)14-13-17(21)22/h3-15H2,1-2H3,(H,21,22)
• InChIKey: RNTXYZIABJIFKQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-cyano-4-{[(dodecylsulfanyl)methanethioyl]sulfanyl}-4-methylbutanoic acid
• IUPAC Traditional name: 4-cyano-4-{[(dodecylsulfanyl)methanethioyl]sulfanyl}-4-methylbutanoic acid
• Synonyms: 4-Cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl]pentanoic acid; 4-氰基-4-[(十二烷基硫烷基硫羰基)硫烷基]戊酸

Database IDs

• CAS Number: 870196-80-8
• MDL Number: MFCD11040288
• PubChem SID: 162237481
• PubChem CID: 57354956

CALCULATED PROPERTIES

• Acid pKa: 2.7444136
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.9018273
• LogD (pH = 7.4): 4.0924654
• Log P: 7.590616
• Molar Refractivity: 115.5586 cm^3
• Polarizability: 45.708042 Å^3
• Polar Surface Area: 61.09 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid
• Melting Point: 64-68 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: -20°C

Product Information

• Purity: 97% (HPLC)
• Empirical Formula (Hill Notation): C19H33NO2S3

DETAILS

Sigma Aldrich - 723274

Application
RAFT agent for controlled radical polymerization; especially suited for the polymerization of methacrylate, methacrylamide and styrene monomers. Chain Transfer Agent (CTA)
General description
Need help choosing the correct RAFT Agent? Please consult the RAFT Agent to Monomer compatibility table.
Packaging
1, 5 g in glass bottle
Legal Information
Sold for research purposes only: See sigma-aldrich.com/raftlicense. Patents: WO98/01478; WO99/311444.
Protocols & Applications
Reversible Addition Fragmentation Chain Transfer (RAFT) Polymerization