2-[(2E)-2-Buten-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | CAS No. 91890-02-7

2-[(2E)-2-Buten-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Basic Information

CAS Number

91890-02-7

Molecular Formula

C10H19BO2

Molecular Weight

182.07 g/mol

AD

Basic Physical Properties

CC=C(B1OC(C(O1)(C)C)(C)C)C

InChI

InChI=1S/C10H19BO2/c1-7-8(2)11-12-9(3,4)10(5,6)13-11/h7H,1-6H3/b8-7-

InChIKey

HEZPWTQUZJEVQF-FPLPWBNLSA-N

LogP

2.5840000000000005

Topological Polar Surface Area

18.46 Ų

Hydrogen Bond Donor/Acceptor

0 / 2

Synonyms & References

English

  • (E)-2-(But-2-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 4,4,5,5-Tetramethyl-2-[(1E)-1-methyl-1-propen-1-yl]-1,3,2-dioxaborolane
  • 2-[(E)-but-2-en-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 4,4,5,5-Tetramethyl-
  • 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-methyl-1-propenyl)-, (E)- (ZCI)
  • 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[(1E)-1-methyl-1-propenyl]- (9CI)
  • 4,4,5,5-Tetramethyl-2-[(1E)-1-methyl-1-propen-1-yl]-1,3,2-dioxaborolane (ACI)
  • (E)-2-Butene-2-boronic acid pinacol ester
  • (E)-2-Buten-2-ylboronic acid pinacol ester

MDL Number

MFCD22188201

FAQ

What are the physical and chemical properties of 2-[(2E)-2-Buten-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 91890-02-7)?

2-[(2E)-2-Buten-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a colorless liquid with a molecular weight of approximately 244.36 g/mol. It has a low solubility in water but is readily soluble in organic solvents like ethanol and toluene. The compound is known for its reactivity in boronate ester formation and is stable under normal conditions, though it should be stored in a cool, dark place to maintain its properties.

How is 2-[(2E)-2-Buten-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 91890-02-7) typically synthesized?

2-[(2E)-2-Buten-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is synthesized via palladium-catalyzed allylic boronation of 2,3,3,3-tetramethyl-1-iodopropane with 2-butenyl boronic acid. The reaction is performed under mild conditions, providing a high yield and good selectivity. The use of a suitable ligand and base can enhance the reaction efficiency.

What industries use 2-[(2E)-2-Buten-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 91890-02-7)?

2-[(2E)-2-Buten-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is primarily used in the pharmaceutical industry for the synthesis of boron-containing drugs and functional materials. It also finds applications in the production of polymers, sensors, and in the semiconductor industry for photoresists and other materials.

What precautions should be taken when handling 2-[(2E)-2-Buten-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 91890-02-7)?

When handling 2-[(2E)-2-Buten-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, it is important to use appropriate personal protective equipment (PPE), including gloves and safety goggles. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. Spills should be cleaned up with appropriate absorbents, and the area should be well-ventilated. Always refer to the safety data sheet (SDS) for detailed handling and disposal instructions.

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