MilliporeSigma
All Photos(1)

655856

Sigma-Aldrich

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

97%

Synonym(s):
HBpin, Pinacolborane
Empirical Formula (Hill Notation):
C6H13BO2
CAS Number:
Molecular Weight:
127.98
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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1 of 4

This Item
279749235733465585
assay

97%

assay

98%

assay

97%

assay

97%

refractive index

n20/D 1.396 (lit.)

refractive index

n20/D 1.4404 (lit.)

refractive index

n20/D 1.370 (lit.)

refractive index

n20/D 1.407 (lit.)

bp

42-43 °C/50 mmHg (lit.)

bp

-

bp

70-71 °C (lit.)

bp

138 °C (lit.)

density

0.882 g/mL at 25 °C (lit.)

density

1.029 g/mL at 25 °C (lit.)

density

0.76 g/mL at 25 °C (lit.)

density

1.039 g/mL at 25 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

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

Signal Word

Danger

Hazard 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

Certificate of Analysis

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Certificate of Origin

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