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417149 Sigma-Aldrich

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

98%

  • CAS Number 61676-62-8

  • Empirical Formula (Hill Notation) C9H19BO3

  • Molecular Weight 186.06

  •  MDL number MFCD00192241

  •  PubChem Substance ID 24866125

  •  NACRES NA.22

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Properties

Related Categories Boronic Acids and Derivatives, Chemical Synthesis, Organoborates, Organometallic Reagents
Quality Level   100
assay   98%
refractive index   n20/D 1.409 (lit.)
bp   73 °C/15 mmHg (lit.)
density   0.912 g/mL at 25 °C (lit.)
SMILES string   CC(C)OB1OC(C)(C)C(C)(C)O1
InChI   1S/C9H19BO3/c1-7(2)11-10-12-8(3,4)9(5,6)13-10/h7H,1-6H3
InChI key   MRWWWZLJWNIEEJ-UHFFFAOYSA-N

Description

Application

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane can be used as a reagent to borylate arenes and to prepare fluorenylborolane.

It can also be used in the synthesis of following intermediates for generating conjugated copolymers:
• 9,9-Dioctyl-2,7-bis(4,4,5,5-tetramethyl1,3,2-dioxaborolane-2-yl)dibenzosilole.
• 3,9-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,11-di(1-decylundecyl)indolo[3,2-b]carbazole.
• 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dioctylfluorene.
• 2,7-Bis(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaborolan-2′-yl)-N-9′′-heptadecanylcarbazole.

Packaging

5, 25, 100, 500 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Target organs 
Respiratory system
RIDADR 
UN 1993C 3 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
109.4 °F - closed cup
Flash Point(C) 
43 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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