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
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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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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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.
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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
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