4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane

Basic Information

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CAS Number

269410-26-6

Molecular Formula

C18H21BO3

Molecular Weight

296.18 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

Melting Point

52.0 to 56.0 deg-C

Boiling Point

393.2±25.0℃ at 760 mmHg

SMILES

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B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)OC3=CC=CC=C3

InChI

InChI=1S/C18H21BO3/c1-17(2)18(3,4)22-19(21-17)14-10-12-16(13-11-14)20-15-8-6-5-7-9-15/h5-13H,1-4H3

InChIKey

SFCRPRMZQXUXOG-UHFFFAOYSA-N

LogP

3.778100000000003

Topological Polar Surface Area

27.69 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

353

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

SCHEMBL5899727
4,4,5,5-tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane
SFCRPRMZQXUXOG-UHFFFAOYSA-N
phenyl 4-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]phenyl ether
SY033545
Phenoxyphenyl-4-boronic acid pinacol ester
T3831
269410-26-6
AKOS015919530
AM85689
1,3,2-DIOXABOROLANE, 4,4,5,5-TETRAMETHYL-2-(4-PHENOXYPHENYL)-
Z1336745187
4-PHENOXYPHENYLBORONIC ACID, PINACOL ESTER
MFCD06795691
(4-PHENOXY)PHENYLBORONIC ACID PINACOL ESTER
4-Phenoxyphenylboronic acid pinacol ester
AS-2976
EN300-316755
CS-W000906
BCP22829
DTXSID50590406
FT-0690025
AB29271
4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane
4-Phenoxyphenylboronic Acid Pinacol Ester
(4-Phenoxy)phenylboronic acid pinacol ester
1,3,2-DIOXABOROLANE,4,4,5,5-TETRAMETHYL-2-(4-PHENOXYPHENYL)
BM396
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxybenzene
AMTB912
AMBA00061

MDL Number

MFCD06795691

Customs Code

2931900090

FAQ

What are the physical and chemical properties of 4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane (CAS: 269410-26-6)?

4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane is a colorless to white crystalline solid with a molecular weight of approximately 332.3 g/mol. It is moderately soluble in common organic solvents like DMF and THF. The compound shows good reactivity in boron-containing reactions, such as cross-coupling reactions. It is stable under normal conditions but should be stored away from moisture and heat.

How is 4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane (CAS: 269410-26-6) typically synthesized?

4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane is typically synthesized via a Grignard reaction. The process involves the reaction of 4-phenoxyphenylmagnesium bromide with tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborane in a dry, anhydrous solvent. The reaction conditions include the use of a catalytic amount of a base like triethylamine to enhance the reaction yield and selectivity.

What industries use 4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane (CAS: 269410-26-6)?

4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane is used in the pharmaceutical industry for the synthesis of complex organic molecules and in the semiconductor industry for the preparation of boron-containing materials. It is also applied in the field of sensor technology for the development of novel gas sensors.

What precautions should be taken when handling 4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane (CAS: 269410-26-6)?

When handling 4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane, appropriate personal protective equipment (PPE) should be worn, including gloves, safety glasses, and a lab coat. The compound should be stored in a cool, dry place away from moisture. If a spill occurs, it should be cleaned up using appropriate methods, and the area should be well-ventilated. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.