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Merck
CN

655856

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

97%

Synonym(s):

HBpin, Pinacolborane

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About This Item

Empirical Formula (Hill Notation):
C6H13BO2
CAS Number:
Molecular Weight:
127.98
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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Quality Segment

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.)

storage temp.

2-8°C

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

Application

4,4,5,5-Tetramethyl-1,3,2-dioxaborolane may be used for:
  • Borylation at the benzylic C-H bond of alkylbenzenes in the presence of a palladium catalyst to form pinacol benzyl boronate.
  • Hydroboration of alkyl or aryl alkynes and alkenes in the presence of transition metal catalysts.
  • Coupling with aryl iodides in the presence of a copper catalyst to form aryl boronates.
  • Asymmetric hydroboration of 1,3-enynes to form chiral allenyl boronates.



pictograms

Flame

signalword

Danger

hcodes

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Hazard Classifications

Flam. Liq. 2 - Water-react. 2



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