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456462 Sigma-Aldrich

4,4,5,5-Tetramethyl-1,3,2-dioxaborolane

97%, sold by volume

Synonym: Pinacolborane

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Properties

InChI Key   UCFSYHMCKWNKAH-UHFFFAOYSA-N
assay   97%
refractive index   n20/D 1.396(lit.)
bp   42-43 °C/50 mmHg(lit.)
density   0.882 g/mL at 25 °C(lit.)

Description

Application

Borylation reagent recently used to prepare 2-borylpyrroles from 2-iodopyrroles via palladium catalysis. Also used to borylate aryl bromides and chlorides with Pd(dba)2 and di-tert-butylphosphinophenyl ether.

Pinacolborane; reagent for selective reduction, hydroboration, and for the preparation of boronates for Suzuki-type couplings.

Other Notes

This product has been replaced by 655856-ALDRICH | 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane 97%

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN3398 - DOT UN3399 class 4.3 - PG 2 - Organometallic substance, liquid, water-reactive, HI: all (not BR)
WGK Germany 
3
Flash Point(F) 
41 °F
Flash Point(C) 
5 °C
Protocols & Articles

Articles

Boronic Acids - ChemFiles 2007

Most boronic acids readily undergo dehydration reactions to give a cyclic (trimer) anhydride. Our selection of boronic acids may contain varying amounts of this cyclic anhydride. Fortunately, the aci...
ChemFiles 2007, 7.7, 3.
Keywords: Coupling reactions, Dehydration reaction, Suzuki coupling

Peer-Reviewed Papers
15

References

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Description

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655856 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane, 97%

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