2-Benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Basic Information

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CAS Number

87100-28-5

Molecular Formula

C13H19BO2

Molecular Weight

218.11 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

No data available

Boiling Point

65 °C/0.15 mmHg

Density

0.980 g/mL at 25 °C

Water Solubility

Insoluble in water.

Refractive Index

n20/D 1.490

SMILES

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CC1(C)OB(Cc2ccccc2)OC1(C)C

InChI

InChI=1S/C13H19BO2/c1-12(2)13(3,4)16-14(15-12)10-11-8-6-5-7-9-11/h5-9H,10H2,1-4H3

InChIKey

YCNQPAVKQPLZRS-UHFFFAOYSA-N

LogP

2.860500000000001

Topological Polar Surface Area

18.46 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

228

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

2-Benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Benzylboronic acid pinacol ester
1,3,2-Dioxaborolane,4,4,5,5-tetramethyl-2-(phenylmethyl)-
Benzylboronicacidpinacolest
2-benzyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
4,4,5,5-tetramethyl-2-(phenylmethyl)-1,3,2-dioxaborolane
4-BroMo-2-(trifluoroMethoxy)aniline
benzylboronic acid pinacolate ester
1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(phenylmethyl)-
benzylboronic pinacol ester
benzyl boronic acid pinacol ester
YCNQPAVKQPLZRS-UHFFFAOYSA-N
ZXBA000111
OR9316
benzylboronic acid pinacol ester 96%
TRA0036915
AB21925
FCH2716512
Benzylboronic acid pinaco
Benzylboronic Acid Pinacol Ester
4,4,5,5-Tetramethyl-2-(phenylmethyl)-1,3,2-dioxaborolane

MDL Number

MFCD05663841

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 2-Benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 87100-28-5)?

2-Benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a colorless, crystalline compound with a molecular weight of approximately 220.26 g/mol. It has a low solubility in water but is soluble in organic solvents like acetone and dichloromethane. The compound is known for its reactivity in boron-containing reactions, particularly in Suzuki coupling reactions, where it acts as a boronate ester precursor.

How is 2-Benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 87100-28-5) typically synthesized?

2-Benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is commonly synthesized via the reaction of 2-benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl triflate with sodium borohydride. The reaction typically requires a strong base like sodium hydride or lithium hexamethyldisilazide as a catalyst. The yield is generally around 70-80%, and the product is isolated by column chromatography.

What industries use 2-Benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 87100-28-5)?

2-Benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is widely used in the pharmaceutical industry for the synthesis of various biologically active compounds. It is also utilized in the polymer industry for the production of functional polymers, and in the semiconductor industry for the preparation of advanced materials. Additionally, it has applications in sensor technology for detecting specific chemical species.

What precautions should be taken when handling 2-Benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 87100-28-5)?

When handling 2-Benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbent materials, and the area should be thoroughly ventilated before cleanup. Always consult the safety data sheet (SDS) for detailed safety information and emergency procedures.