4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane | CAS No. 889865-38-7

4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane

Basic Information

CAS Number

889865-38-7

Molecular Formula

C17H25BO4

Molecular Weight

304.2 g/mol

AD

Basic Physical Properties

Melting Point

57.0 to 61.0 deg-C

B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)OC3CCCCO3

InChI

InChI=1S/C17H25BO4/c1-16(2)17(3,4)22-18(21-16)13-8-10-14(11-9-13)20-15-7-5-6-12-19-15/h8-11,15H,5-7,12H2,1-4H3

InChIKey

ZIKLUMIQYINQLY-UHFFFAOYSA-N

LogP

2.8912000000000013

Topological Polar Surface Area

36.92 Ų

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

361

Safety Information

View Safety Information

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation
H319 Causes serious eye irritation
Serious eye damage/eye irritation
H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

  • 4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane
  • 4-(tetrahydro-2H-pyran-2-yloxy)phenylboronic acid pinacol ester
  • 4,4,5,5-tetramethyl-2-[4-(oxan-2-yloxy)phenyl]-1,3,2-dioxaborolane
  • 4-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)-1-(2-tetrahydropyranyloxy)benzene
  • 4-(tetrahydro-2H-pyran-2-yloxy)-phenylboronic acid pinacol ester
  • 4-[(Tetrahydro-2H-pyran-2-yl)oxy]phenylboronic Acid Pinacol Ester
  • 2-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)phenoxy]tetrahydro-2H-pyran
  • ZIKLUMIQYINQLY-UHFFFAOYSA-N
  • KM2788
  • AM62780
  • BC000842
  • AX8225181
  • ST24042538
  • 2-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]oxane
  • 4,4
  • 4,4,5,5-tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane
  • Tetrahydro-2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-2H-pyran (ACI)
  • 889865-38-7
  • CS-0112420
  • MFCD16294419
  • 4,4,5,5-Tetramethyl-2-[4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-1,3,2-dioxaborolane
  • 4,4,5,5-TETRAMETHYL-2-[4-(OXAN-2-YLOXY)PHENYL]-1,3,2-DIOXABOROLANE
  • SCHEMBL8265696
  • T3468
  • DTXSID30728604
  • SY101990
  • Tetrahydro-2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-2H-pyran
  • AS-11411
  • AKOS015968926

MDL Number

MFCD16294419

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane (CAS: 889865-38-7)?

4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane is a colorless crystalline solid with a molecular weight of approximately 379.4 g/mol. It has a low solubility in water but is soluble in organic solvents such as acetone and ethanol. It exhibits moderate reactivity towards nucleophiles, which is typical for dioxaborolanes, and is often used in Suzuki coupling reactions.

How is 4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane (CAS: 889865-38-7) typically synthesized?

4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane can be synthesized through a multistep process involving protection of a pyran ring, followed by introduction of a phenolic group. Key reactions include a Wittig reaction, a boronation step using boronpins, and a debenzylation step. The overall yield is around 70-80%, and the reaction is typically catalyzed by palladium(II) acetate.

What industries use 4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane (CAS: 889865-38-7)?

4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane is primarily used in the pharmaceutical and polymer industries. It is a key reagent in organic synthesis, particularly in the preparation of boron-containing compounds for medicinal applications. Its versatile reactivity also makes it useful in the synthesis of functional polymers and sensors.

What precautions should be taken when handling 4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane (CAS: 889865-38-7)?

When handling 4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work in a well-ventilated fume hood to minimize exposure. Spills should be immediately contained and cleaned up with appropriate solvents. Always consult the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.

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