2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Basic Information

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CAS Number

1003298-73-4

Molecular Formula

C13H14BF2NO2

Molecular Weight

265.06 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Nitriles

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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B1(OC(C(O1)(C)C)(C)C)C2=CC(=C(C(=C2)F)C#N)F

InChI

InChI=1S/C13H14BF2NO2/c1-12(2)13(3,4)19-14(18-12)8-5-10(15)9(7-17)11(16)6-8/h5-6H,1-4H3

InChIKey

XYMVJTWEERDWFY-UHFFFAOYSA-N

LogP

2.13568

Complexity

379

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

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

2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzonitrile
4-Cyano-3,5-difluorophenylboronic acid pinacol ester
AK119864
C13H14BF2NO2
XYMVJTWEERDWFY-UHFFFAOYSA-N
0155AA
FCH2881988
SY108322
PC408301
AX8245280
ST2403737
4-Cyano-3,5-difluorobenzeneboronic acid pinacol ester
2,6-DI
2,6-DIFLUORO-4-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE
DB-346527
Benzonitrile, 2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
1003298-73-4
DS-5792
MFCD22419275
DTXSID20729347
CS-0129916
AKOS016010764
AB93123
SCHEMBL1317499
AC1505
2,6-difluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzonitrile
EN300-7401807
Z2044760420

MDL Number

MFCD22419275

FAQ

What are the physical and chemical properties of 2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS: 1003298-73-4)?

2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is a white solid, crystalline compound with a molecular weight of approximately 321.08 g/mol. Its solubility is limited in water but is more soluble in organic solvents like DMSO. It is less reactive compared to other boron-containing compounds but shows good reactivity in cross-coupling reactions. It has a melting point of around 118-120°C.

How is 2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS: 1003298-73-4) typically synthesized?

2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is synthesized via a coupling reaction of the corresponding haloarene with an aryl boronic acid in the presence of a palladium catalyst and a base. Commonly used catalysts include Pd(PPh3)4 and PdCl2(dppf), with an overall yield of around 75-85%. The reaction typically involves B2pin2 as the boronic acid source.

What industries use 2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS: 1003298-73-4)?

This compound is primarily used in the pharmaceutical industry for the synthesis of complex organic molecules and as an intermediate in medicinal chemistry. It also finds applications in the synthesis of certain polymers and as a building block in the development of new materials. Additionally, it is used in the electronics industry for the production of semiconductors and sensors.

What precautions should be taken when handling 2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS: 1003298-73-4)?

When handling 2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, it is essential to use appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. The compound should be handled in a well-ventilated area or in a fume hood. In case of a spill, it should be carefully cleaned up with appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed information and guidelines on handling and disposal.