N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Basic Information

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CAS Number

267221-88-5

Molecular Formula

C24H26BNO2

Molecular Weight

371.29 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

93-98 °C

SMILES

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CC1(C)OB(OC1(C)C)c2ccc(cc2)N(c3ccccc3)c4ccccc4

InChI

InChI=1S/C24H26BNO2/c1-23(2)24(3,4)28-25(27-23)19-15-17-22(18-16-19)26(20-11-7-5-8-12-20)21-13-9-6-10-14-21/h5-18H,1-4H3

InChIKey

VKSWIFGDKIEVFZ-UHFFFAOYSA-N

LogP

5.455600000000005

Topological Polar Surface Area

21.700000000000003 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

469

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

N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
4-(Diphenylamino)benzeneboronic acid pinacol ester
[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)ph enyl]diphenylamine
4-(Diphenylamino)phenylboronic acid, pinacol ester
Diphenyl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amine
N,N-diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine
(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-diphenyl-amine
2-(4-(N,N-diphenylamino)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Diphenyl-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]amine
N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-N-phenylbenzenamine
N,N-biphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine
N,N-diphenyl-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]amine
4-(Diphenylamino)phenylboronic acid pinacol ester
AMTB248
C24H26BNO2
EOS570
VKSWIFGDKIEVFZ-UHFFFAOYSA-N
OR303494
4-(Diphenylamino)phenylboronic acid pinacol e
4-硼酸三苯胺频呢醇脂

MDL Number

MFCD13195770

FAQ

What are the physical and chemical properties of N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS: 267221-88-5)?

N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS: 267221-88-5) is a white crystalline solid with a molecular weight of approximately 478.5 g/mol. It is sparingly soluble in water but soluble in common organic solvents like ethanol and dichloromethane. The compound exhibits moderate reactivity, particularly in the presence of moisture, and is stable under normal conditions but should be handled under inert conditions to avoid decomposition.

How is N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS: 267221-88-5) typically synthesized?

N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is typically synthesized via a multistep reaction involving the coupling of phenyl boronic acid with 4-aminophenyl boronic acid. The reaction is facilitated by a palladium catalyst, such as Pd(PPh3)4, in the presence of a base like sodium carbonate. The process yields a product with high selectivity and a good yield, making it suitable for industrial applications.

What industries use N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS: 267221-88-5)?

N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS: 267221-88-5) has applications in the pharmaceutical industry, particularly in the synthesis of drug intermediates. It is also used in the polymer industry for preparing advanced materials, and in the sensor and semiconductor industries for its unique electronic properties. Its use in these industries highlights its importance in modern chemical synthesis and material science.

What precautions should be taken when handling N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS: 267221-88-5)?

When handling N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS: 267221-88-5), it is crucial to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated area or a fume hood to avoid exposure to air moisture. In case of a spill, it should be cleaned up with caution using appropriate absorbents, and the area should be well-ventilated. Always refer to the safety data sheet (SDS) for detailed handling and emergency procedures.