2-({2-[(2-bromo-2-methylpropanoyl)oxy]ethyl}disulfanyl)ethyl 2-bromo-2-methylpropanoate

• ChemBase ID: 143164
• Molecular Formular: C12H20Br2O4S2
• Molecular Mass: 452.2228
• Monoisotopic Mass: 449.91697512
• SMILES: CC(C)(C(=O)OCCSSCCOC(=O)C(C)(C)Br)Br
• Canonical SMILES: O=C(C(Br)(C)C)OCCSSCCOC(=O)C(Br)(C)C
• InChI: InChI=1S/C12H20Br2O4S2/c1-11(2,13)9(15)17-5-7-19-20-8-6-18-10(16)12(3,4)14/h5-8H2,1-4H3
• InChIKey: PXBWWYBXPGZCHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({2-[(2-bromo-2-methylpropanoyl)oxy]ethyl}disulfanyl)ethyl 2-bromo-2-methylpropanoate
• IUPAC Traditional name: 2-({2-[(2-bromo-2-methylpropanoyl)oxy]ethyl}disulfanyl)ethyl 2-bromo-2-methylpropanoate
• Synonyms: (BiBOE)2S2; BiBOEDS; ATRP (Bio)degradable Initiator; Bis[2-(2′-bromoisobutyryloxy)ethyl]disulfide; ATRP（生物）降解引发剂; 双[2-(2′-溴代异丁酰氧基)乙基]二硫化物

Database IDs

• CAS Number: 817637-79-9
• MDL Number: MFCD16621491
• PubChem SID: 162237385
• PubChem CID: 58918144

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.7919896
• LogD (pH = 7.4): 3.7919896
• Log P: 3.7919896
• Molar Refractivity: 92.0878 cm^3
• Polarizability: 36.292828 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >110 °C; >230 °F
• Density: 1.478 g/mL at 25 °C
• Refractive Index: n20/D 1.529

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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

• Empirical Formula (Hill Notation): C12H20Br2O4S2

DETAILS

Sigma Aldrich - 723169

Application
Atom Transfer Radical Polymerization (ATRP) initiator for the preparation of biodegradable polymers as well as polymers that adhere to gold surfaces.1This can also be used to introduce temperature and light sensitive regions to cleave the polymer.
Packaging
1, 5 g in glass bottle
Protocols & Applications
ATRP for Everyone: Ligands and Initiators for the Clean Synthesis of Functional Polymers
ATRP: Complete Tools for the Synthesis of Well-Defined Functionalized Polymers