tert-butyl 2-(hydroxydimethylsilyl)-1H-pyrrole-1-carboxylate

• ChemBase ID: 144606
• Molecular Formular: C11H19NO3Si
• Molecular Mass: 241.35896
• Monoisotopic Mass: 241.11342001
• SMILES: CC(C)(C)OC(=O)n1cccc1[Si](C)(C)O
• Canonical SMILES: O=C(n1cccc1[Si](O)(C)C)OC(C)(C)C
• InChI: InChI=1S/C11H19NO3Si/c1-11(2,3)15-10(13)12-8-6-7-9(12)16(4,5)14/h6-8,14H,1-5H3
• InChIKey: RLDVDBYGGISJNL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2-(hydroxydimethylsilyl)-1H-pyrrole-1-carboxylate
• IUPAC Traditional name: tert-butyl 2-(hydroxydimethylsilyl)pyrrole-1-carboxylate
• Synonyms: N-Boc-2-(hydroxydimethylsilyl)pyrrole; (N-Boc-2-pyrrolyl)dimethylsilanol; tert-Butyl 2-(hydroxydimethylsilyl)pyrrole-1-carboxylate; 1-Boc-2-(hydroxydimethylsilyl)pyrrole; N-Boc-2-(羟基二甲基硅基)吡咯; (N-Boc-2-吡咯基)二甲基硅烷醇; 1-Boc-2-(羟基二甲硅基)吡咯

Database IDs

• CAS Number: 879904-82-2
• MDL Number: MFCD08457657
• PubChem SID: 162238818; 24885023
• PubChem CID: 12168051

CALCULATED PROPERTIES

• Acid pKa: 11.953146
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.0972998
• LogD (pH = 7.4): 1.0972879
• Log P: 1.0973
• Molar Refractivity: 58.3107 cm^3
• Polarizability: 25.236067 Å^3
• Polar Surface Area: 51.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 48-57 °C; 53-57°C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%
• Linear Formula: ((CH3)3COC(O))(C4H3N)(Si(CH3)2(OH))

DETAILS

Sigma Aldrich - 669164

Application
A useful silicon nucleophile for Pd-catalyzed cross-coupling.1
Packaging
1 g in glass bottle
Protocols & Applications
Cross-Coupling using Organosilanols as Powerful Nucleophiles