CAS 25015-63-8

Pinacolborane

Description:

Pinacolborane, with the CAS number 25015-63-8, is an organoboron compound characterized by its unique structure and reactivity. It is a colorless to pale yellow liquid that is typically used as a reagent in organic synthesis, particularly in the formation of boron-containing compounds. Pinacolborane features a pinacol-like structure, which contributes to its stability and reactivity. It is known for its ability to undergo hydroboration reactions, where it adds across double bonds, making it valuable in the synthesis of alcohols and other functional groups. Additionally, pinacolborane can serve as a boron source in various coupling reactions, including those involving transition metals. Its low toxicity and ease of handling make it a favorable choice in laboratory settings. However, like many organoboron compounds, it should be handled with care due to its potential reactivity and the need for proper storage conditions to maintain its stability. Overall, pinacolborane is a versatile reagent in modern organic chemistry.

Formula: C₆H₁₇BO₂

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

InChI key: InChIKey=UCFSYHMCKWNKAH-UHFFFAOYSA-N

SMILES: CC1(C)C(C)(C)OBO1

Synonyms:

• 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-
• 2,3-Butanediol, 2,3-dimethyl-, cyclic ester with boronic acid
• 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane
• HBpin
• Pinacolatoborane
• Pinacolboane
• Pinacolborane
• Pinacolboronane
• �Pinacolborane? (4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane
• 4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE, 1M SOLUTION IN TETRAHYDROFURAN
• Pinacolborane (PINB)
• 4,4,5,5-Tetramethyl-1,3,2-dioxaborole
• 4,4,5,5-tetramethyl-1,3,2-dioxaborolane solution
• 4,4,5,5-TETRAMETHYL-1,3,2-DIOXA-&
• 4,4,5,5-Tetramethyl-1,3-dioxa-2-boracyclopentane

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

CAS: 25015-63-8

Formula: C₆H₁₃BO₂

Purity: >97.0%(GC)(T)

Color and Shape: Colorless to Almost colorless clear liquid

Molecular weight: 127.98

Ref: 3B-T2572

Pinacolborane, 97%

CAS: 25015-63-8

Pinacolborane is used as a precursor of boronic esters by hydroboration or coupling reactions. It acts as a monofunctional hydroborating agent. It is used in the synthesis of unsymmetrical biaryls through aromatic C-H borylation-cross-coupling sequence. It is involved in the preparation of 4,4,5,5-t

Formula: C₆H₁₃BO₂

Purity: 97%

Color and Shape: Clear colorless, Liquid

Molecular weight: 127.98

Ref: 02-L17558

Pinacolborane

CAS: 25015-63-8

Complexity 106
Compound Is Canonicalized Yes
Covalently-Bonded Unit Count 1
Defined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Exact Mass 127.093g/mol
Formal Charge 0
Heavy Atom Count 9
Hydrogen Bond Acceptor Count 2
Hydrogen Bond Donor Count 0
Isotope Atom Count 0
Molecular Weight 126.97g/mol
Monoisotopic Mass 127.093g/mol
Rotatable Bond Count 0
Topological Polar Surface Area 18.5A^2
Undefined Atom Stereocenter Count 0
Undefined Bond Stereocenter Count 0

Formula: C6H12BO2

Purity: 97%

Ref: IN-DA002Q6H

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

CAS: 25015-63-8

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

Formula: C₆H₁₃BO₂

Purity: ≥95%

Color and Shape: clear. colourless liquid

Molecular weight: 127.97722g/mol

Ref: 54-OR7123

Pinacolborane

CAS: 25015-63-8

Purity: >98%

Molecular weight: 127.977

Ref: FT-P7533

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

CAS: 25015-63-8

Formula: C₆H₁₃BO₂

Purity: 97.0%

Color and Shape: Viscous Liquid, Liquid

Molecular weight: 127.98

Ref: 10-F010818

Pinacolborane

Controlled Product

CAS: 25015-63-8

Stability Air Sensitive, Moisture Sensitive
Applications It is used for synthesis of unsymmetrical biaryls via aromatic C-H borylation-cross-coupling sequence.
References Stephens, T. et al.: Org. Lett., 19, 3498 (2017);

Formula: C₆H₁₃BO₂

Color and Shape: Neat

Molecular weight: 127.98

Ref: TR-P457500