655856

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

97%

• Synonym(s): HBpin, Pinacolborane
• Empirical Formula (Hill Notation): C₆H₁₃BO₂
• CAS Number: 25015-63-8
• Molecular Weight: 127.98
• MDL number: MFCD00674030
• UNSPSC Code: 12352103
• PubChem Substance ID: 24884127
• NACRES: NA.22

Properties

• Quality Level: 100
• 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

Description

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.

Safety Information

• Pictograms: GHS02
• Signal Word: Danger
• Hazard Statements: H225 - H261
• Precautionary Statements: P210 - P231 + P232 - P233 - P280 - P302 + P335 + P334 - P370 + P378
• 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