4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane

Basic Information

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CAS Number

865350-17-0

Molecular Formula

C9H17BO2

Molecular Weight

166.03 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Boiling Point

81°C/18.6mmHg

Density

0.9237 g/mL at 25 °C

Refractive Index

n20/D 1.459

SMILES

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C=C=CB1OC(C(O1)(C)C)(C)C

InChI

InChI=1S/C9H17BO2/c1-6-7-10-11-8(2,3)9(4,5)12-10/h6-7H,1-5H3/b7-6-

InChIKey

COPMASWDWLENMV-SREVYHEPSA-N

LogP

1.9588999999999999

Topological Polar Surface Area

18.46 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

211

Safety Information

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GHS Hazard Pictograms

H227

Hazard Statement

H227 Combustible liquid
Flammable liquids

Sensitiveness

对空气和热敏感

Synonyms & References

English

4,4,5,5-Tetramethyl-2-(propa-1,2-dien-1-yl)-1,3,2-dioxaborolane
2-Allenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1,3,2-Dioxaborolane,4,4,5,5-tetramethyl-2-(1,2-propadien-1-yl)-
4,4,5,5-tetramethyl-2-propa-1,2-dienyl-1,3,2-dioxaborolane
Allenylboronic acid pinacol ester
2-Allenyl-4,4,5,5-tetramethyl(1,3,2)-dioxaborolane
4,4,5,5-Tetramethyl-2-(1,2-propadienyl)-1,3,2-dioxaborolane
1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1,2-propadienyl)-
FCH3472650
Allenylboronic acid pinacol ester, 97%
OR360630
ST2405234
AX8230293
2-Propadienyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
4,4,5,5
Allenylboronic Acid Pinacol Ester

MDL Number

MFCD09265121

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane (CAS: 865350-17-0)?

4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane is a colorless liquid with a molecular weight of 184.2 g/mol. It has a melting point of -48°C and a boiling point of 105-106°C. This compound is moderately soluble in common organic solvents such as chloroform and dimethyl sulfoxide. Chemically, it is known for its reactivity in organoboron chemistry, particularly in coupling reactions with Grignard reagents and organolithium compounds.

How is 4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane (CAS: 865350-17-0) typically synthesized?

4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane can be synthesized via the homologation of 1,3,2-dioxaborine-2-yl triflate with 1-bromopropane in the presence of an alkali metal carbonate. The reaction is typically carried out at room temperature, and the product is isolated by column chromatography using appropriate eluents. The yield is usually around 70-80%.

What industries use 4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane (CAS: 865350-17-0)?

4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane is widely used in pharmaceuticals for the synthesis of complex molecules, and in polymer chemistry for the development of new materials. It also finds applications in the production of sensors and semiconductors, particularly in organoboron chemistry for catalytic processes.

What precautions should be taken when handling 4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane (CAS: 865350-17-0)?

When handling 4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane, it is crucial to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or fume hood. Avoid skin contact and inhalation. In case of spills, neutralize with an appropriate reagent and collect the residue for proper disposal. Always refer to the safety data sheet (SDS) for detailed emergency procedures.