2-{[(dodecylsulfanyl)methanethioyl]sulfanyl}-2-methylpropanoic acid

• ChemBase ID: 136205
• Molecular Formular: C17H32O2S3
• Molecular Mass: 364.62978
• Monoisotopic Mass: 364.15644326
• SMILES: CCCCCCCCCCCCSC(=S)SC(C)(C)C(=O)O
• Canonical SMILES: CCCCCCCCCCCCSC(=S)SC(C(=O)O)(C)C
• InChI: InChI=1S/C17H32O2S3/c1-4-5-6-7-8-9-10-11-12-13-14-21-16(20)22-17(2,3)15(18)19/h4-14H2,1-3H3,(H,18,19)
• InChIKey: DZFGVGDQHQHOKZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(dodecylsulfanyl)methanethioyl]sulfanyl}-2-methylpropanoic acid
• IUPAC Traditional name: 2-{[(dodecylsulfanyl)methanethioyl]sulfanyl}-2-methylpropanoic acid
• Synonyms: DDMAT; 2-(Dodecylthiocarbonothioylthio)-2-methylpropanoic acid; S-Dodecyl-S′-(α,α′-dimethyl-α′′-acetic acid)trithiocarbonate; 2-(Dodecylthiocarbonothioylthio)-2-methylpropionic acid; 2-(十二烷基三硫代碳酸酯基)-2-异丁酸; 十二烷基- '-（α，α'-二甲基α''乙酸）三硫代碳酸酯; 2-(十二烷基三硫代碳酸酯基)-2-甲基丙酸

Database IDs

• CAS Number: 461642-78-4
• MDL Number: MFCD10698871
• PubChem SID: 162230476
• PubChem CID: 11473994

CALCULATED PROPERTIES

• Acid pKa: 4.3240514
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.683752
• LogD (pH = 7.4): 4.9404655
• Log P: 7.885818
• Molar Refractivity: 105.7889 cm^3
• Polarizability: 42.18811 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: powder
• Melting Point: 57-63 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: 98% (HPLC)
• Empirical Formula (Hill Notation): C17H32O2S3

DETAILS

Sigma Aldrich - 723010

Application
RAFT agent for controlled radical polymerization; especially suited for the polymerization of styrene, acrylate and acrylamide 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