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Merck
CN

456462

Sigma-Aldrich

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

97%, sold by volume

Synonym(s):

Pinacolborane

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About This Item

Empirical Formula (Hill Notation):
C6H13BO2
CAS Number:
Molecular Weight:
127.98
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
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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.)

SMILES string

CC1(C)OBOC1(C)C

InChI

1S/C6H13BO2/c1-5(2)6(3,4)9-7-8-5/h7H,1-4H3

InChI key

UCFSYHMCKWNKAH-UHFFFAOYSA-N

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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

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Flam. Liq. 2 - Water-react 2

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

41.0 °F - closed cup

Flash Point(C)

5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Tetrahedron, 60, 5357-5366 (2004)
Tetrahedron Letters, 47, 7451-7451 (2006)
Synlett, 1867-1867 (2006)

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