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010818

010818-5g



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


CAS Number: 25015-63-8
   
Molecular Formula: C6H13BO2
   
Molecular Weight: 127.98
   
MDL Number: MFCD00674030

Special Handling and Safety: Over 30g Special DOT Box charge $20

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010818-5g
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010818-10g
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010818-25g
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010818-100g
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010818-250g
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010818-1L
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Purity:98%
Bp:42-43°/50mm
Density:0.882
Refractive Index:1.3970
 
Pictograms:
Signal Word:Danger
Hazard Statements:H225, H261.2, EUH014, EUH018
Precautionary Statements:P210, P231, P232
UN#:UN3399
Packing Group:II
Hazard Class:4.3
, 3

Flash Point:11°
Risk Statements:11-15
Safety Statements:16-43
SDS: See MSDS
 
Excepted Quantities:Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

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Also known as pinacolborane. Applied for borylation of aryl chlorides, aryl bromide and aryl iodides in Palladium- or nickel-catalyzed coupling reaction or CuI-catalyzed coupling reaction. 1,2,3,4,5 Used as a borylation reagent for preparing 2-borylpyrroles from 2-iodopyrroles via palladium catalysis.5 Reagent for hydroboration of terminal and internal aliphatic alkenes in the presence of dppm and [Ir(cod)Cl]2,6 for efficient amide-directed catalytic asymmetric hydroboration 7 and for the preparation of boronates for Suzuki-type couplings.8  Recently used for preparing a Boron-substituted analogue of the Shvo hydrogenation catalyst for catalytic hydroboration of aldehydes, imines, and ketones.9

1.        Heterocycles 201080, 213. 
2.        Org. Lett. 20068, 261.
3.        Synlett 2006, 1867.
4.        Org. Biomol. Chem. 20031, 3724.
5.        Tetrahedron Lett. 200647, 7451.
6.        Tetrahedron 200460, 10695.
7.        J. Am. Chem. Soc. 2008130, 3734.
8.        Tetrahedron 200460, 5357.
9.        Organometallics 200928, 2085.


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