4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran

Basic Information

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CAS Number

1131912-76-9

Molecular Formula

C11H21BO3

Molecular Weight

212.1 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Boiling Point

251.8±33.0°C at 760 mmHg

SMILES

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B1(OC(C(O1)(C)C)(C)C)C2CCOCC2

InChI

InChI=1S/C11H21BO3/c1-10(2)11(3,4)15-12(14-10)9-5-7-13-8-6-9/h9H,5-8H2,1-4H3

InChIKey

NLSMOSUUBUCSPL-UHFFFAOYSA-N

LogP

2.2592

Topological Polar Surface Area

27.69 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

218

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

4,4,5,5-Tetramethyl-2-(tetrahydro-2H-pyran-4-yl)-1,3,2-dioxaborolane
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydropyran
TETRAHYDROPYRAN-4-BORONIC ACID PINACOL ESTER
4,4,5,5-tetramethyl-2-(oxan-4-yl)-1,3,2-dioxaborolane
Tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-pyran
Tetrahydropyran-4-boronic acid, pinacol ester
BCP11595
SBB094593
RP04824
SB22042
FCH1749551
Tetrahydropyran-4-boronicAcidPinacolEster
SY0
4,4,5,5-tetramethyl-2-(tetrahydro-2h-pyran-4-yl)-1,3,2-dioxaborolane

MDL Number

MFCD11506065

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran (CAS: 1131912-76-9)?

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran is a colorless solid with a molecular weight of approximately 238.3 g/mol. It has a moderate solubility in common organic solvents such as dichloromethane and acetonitrile. This compound is known for its reactivity in boron-containing reactions, particularly in organoboron couplings. It is highly stable under normal conditions but may react with strong acids or bases.

How is 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran (CAS: 1131912-76-9) typically synthesized?

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran is synthesized through a multistep process involving the formation of a tetra-substituted borate ester followed by a ring-closing metathesis. The key steps include the use of a Grignard reagent and a boronic acid to form the desired tetrahydro-2H-pyran derivative. The reaction conditions are optimized for high yields and selectivity.

What industries use 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran (CAS: 1131912-76-9)?

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran is widely used in the pharmaceutical and polymer industries. It serves as a key building block in the synthesis of complex molecules and as a functional group for various modifications in materials science. Additionally, it is utilized in the development of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran (CAS: 1131912-76-9)?

When handling 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran, it is crucial to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbent materials, and the area should be flushed with water. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.