1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine

Basic Information

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CAS Number

852227-90-8

Molecular Formula

C16H24BNO2

Molecular Weight

273.19 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

109 °C

Boiling Point

396°C at 760 mmHg

Density

1.05

Water Solubility

Slightly soluble in water.

SMILES

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CC1(C)OB(OC1(C)C)c2ccc(cc2)N3CCCC3

InChI

InChI=1S/C16H24BNO2/c1-15(2)16(3,4)20-17(19-15)13-7-9-14(10-8-13)18-11-5-6-12-18/h7-10H,5-6,11-12H2,1-4H3

InChIKey

DWJNNJSONWFVBT-UHFFFAOYSA-N

LogP

2.5860000000000003

Topological Polar Surface Area

21.700000000000003 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

328

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

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine
1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE
4-Pyrrolidinophenylboronic acid, pinacol ester
Pyrrolidine, 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-
1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidineate
4-(Pyrrolidin-1-yl)benzeneboronic acid pinacol ester
DWJNNJSONWFVBT-UHFFFAOYSA-N
OR9760
RB2064
AM85288
SB22911
FCH2816615
BC000810
AX8160854
AB0068855
4CH-0
1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine

MDL Number

MFCD08060504

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine (CAS: 852227-90-8)?

1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine is a white crystalline solid with a molecular weight of approximately 348.39 g/mol. It has low solubility in water but is soluble in organic solvents such as THF and DMSO. This compound exhibits moderate reactivity, particularly towards nucleophiles and can be utilized in various chemical transformations. It is stable under normal conditions and is not typically hazardous in its pure form.

How is 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine (CAS: 852227-90-8) typically synthesized?

1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine is typically synthesized via a multistep process involving the formation of a boronic acid derivative, followed by its coupling with pyrrolidine. Common catalysts include palladium(II) acetate and cuprates. The synthesis generally provides good yields (up to 85%) and high selectivity, making it suitable for medicinal chemistry and material science applications.

What industries use 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine (CAS: 852227-90-8)?

1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine finds applications in pharmaceuticals, where it serves as a key intermediate in the synthesis of drug molecules. It is also used in the preparation of polymers and in sensor technology due to its unique chemical properties. Additionally, it can be utilized in the development of semiconductor materials, making it a versatile compound across multiple industries.

What precautions should be taken when handling 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine (CAS: 852227-90-8)?

When handling 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine, it is advisable to wear appropriate personal protective equipment (PPE), including gloves, safety glasses, and a lab coat. This compound should be used in a well-ventilated area or a fume hood to minimize inhalation risks. In case of a spill, ensure proper cleanup procedures are followed, and the spill area is thoroughly cleaned. Always refer to the Safety Data Sheet (SDS) for detailed handling and emergency procedures.