(4'-Propyl-4-biphenylyl)boronic acid

Basic Information

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CAS Number

153035-56-4

Molecular Formula

C15H17BO2

Molecular Weight

240.11 g/mol

Basic Physical Properties

Boiling Point

413.098 ℃ at 760 mmHg

SMILES

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CCCC1=CC=C(C2=CC=C(B(O)O)C=C2)C=C1

InChI

InChI=1S/C15H17BO2/c1-2-3-12-4-6-13(7-5-12)14-8-10-15(11-9-14)16(17)18/h4-11,17-18H,2-3H2,1H3

InChIKey

NOQFUISBLHCDSR-UHFFFAOYSA-N

LogP

1.9858999999999996

Topological Polar Surface Area

40.46 Å²

Hydrogen Bond Donor/Acceptor

2 / 2

Complexity

229

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

(4'-Propyl-[1,1'-biphenyl]-4-yl)boronic acid
4‘-Propyl-4-biphenylboronic acid
4'-Propyl-4-biphenylboronic Acid (contains varying amounts of Anhydride)
(4'-Propyl[1,1'-biphenyl]-4-yl)-boronic acid
[4-(4-propylphenyl)phenyl]boronic acid
4'-Propylbiphenyl-4-boronic Acid
(4'-Propyl-[1,1'-biphenyl]-4-yl)
4'-propylbiphenyl-4-ylboronic acid
4 inverted exclamation mark -propylbiphenyl-4-boronic acid
{4'-propyl-[1,1'-biphenyl]-4-yl}boronic acid
(4'-propyl[1,1'-biphenyl]-4-yl)boronic acid
4'-Propyl-4-biphenylboronic acid
SY043375
A

MDL Number

MFCD01114670

FAQ

What are the physical and chemical properties of (4'-Propyl-4-biphenylyl)boronic acid (CAS: 153035-56-4)?

(4'-Propyl-4-biphenylyl)boronic acid is a white crystalline solid with a molecular weight of approximately 322.35 g/mol. It has a low solubility in water (approximately 0.01 g/L at 25°C) and is slightly soluble in common organic solvents like ethanol and acetonitrile. Chemically, it is relatively stable but can react with strong acids or bases. It is often used as a boronate ester in organic synthesis due to its reactivity and specificity.

How is (4'-Propyl-4-biphenylyl)boronic acid (CAS: 153035-56-4) typically synthesized?

(4'-Propyl-4-biphenylyl)boronic acid is typically synthesized via a Suzuki coupling reaction. The synthesis involves the coupling of 4-propylbiphenyl and boronic acid or borate ester in the presence of a palladium catalyst. Commonly used catalysts include Pd(PPh3)4 and PdCl2(dppf). The reaction is typically performed in the presence of a base like sodium carbonate and an organic solvent such as toluene or dioxane. The yield can be up to 90% under optimized conditions.

What industries use (4'-Propyl-4-biphenylyl)boronic acid (CAS: 153035-56-4)?

(4'-Propyl-4-biphenylyl)boronic acid is primarily used in the pharmaceutical and polymer industries. It serves as a key reagent in organic synthesis, particularly in the preparation of boronate esters. Its use in sensors and semiconductors is also increasing due to its reactivity and stability. Researchers in academia and industry utilize this compound for developing novel materials and pharmaceuticals.

What precautions should be taken when handling (4'-Propyl-4-biphenylyl)boronic acid (CAS: 153035-56-4)?

When handling (4'-Propyl-4-biphenylyl)boronic acid, it is crucial to use personal protective equipment (PPE) such as gloves and safety glasses. Store the compound in a dry, cool place away from direct sunlight and heat sources. Work in a well-ventilated area or fume hood to minimize exposure to dust. In case of a spill, clean up with care, using appropriate absorbent materials. Refer to the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.