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

Basic Information

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CAS Number

624741-47-5

Molecular Formula

C13H15BFNO2

Molecular Weight

17.03 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

Water Solubility

Slightly soluble in water.

SMILES

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B1(OC(C(O1)(C)C)(C)C)C2=C(C=CC=C2F)C#N

InChI

InChI=1S/C13H15BFNO2/c1-12(2)13(3,4)18-14(17-12)11-9(8-16)6-5-7-10(11)15/h5-7H,1-4H3

InChIKey

HIMZNJDDVIROEC-UHFFFAOYSA-N

LogP

0.16199999999999998

Topological Polar Surface Area

35.0 Å²

Hydrogen Bond Donor/Acceptor

3 / 1

Complexity

360

Safety Information

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Hazard Statement

H317 May cause an allergic skin reaction
Sensitization, Skin

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
6-Cyano-2-fluorobenzeneboronic acid pinacol ester
NULL
2-(2-fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
3-Fluoro-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
3-fluoro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzonitrile
HIMZNJDDVIROEC-UHFFFAOYSA-N
FCH2748455
TRA0089687
PC412485
AX8239987
V6953
6-Cyano-2-fluorophenylboronic acid pinaco
3-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
SY108342
DS-18022
DTXSID50623703
(2-CYANO-6-FLUOROPHENYL)BORONIC ACID PINACOL ESTER
SCHEMBL2644744
2-Cyano-6-fluorophenylboronic Acid Pinacol Ester
A868464
CS-W012686
AMY22077
AKOS016000996
6-Cyano-2-fluorobenzeneboronic acid pinacol ester, 96%
MFCD18729920
624741-47-5

MDL Number

MFCD18729920

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS: 624741-47-5)?

The compound 3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is a white crystalline solid with a molecular weight of approximately 322.24 g/mol. It has a low solubility in water but is more soluble in organic solvents like dichloromethane and ethanol. The compound exhibits good reactivity towards transition metal catalysts in cross-coupling reactions, particularly in Borylation reactions.

How is 3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS: 624741-47-5) typically synthesized?

3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is typically synthesized via Suzuki-Miyaura coupling reactions. The synthesis involves the reaction of 3-fluorophenylboronic acid with 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile in the presence of a palladium catalyst and a base. Commonly used catalysts include Pd(PPh3)4 and PdCl2(dppf), yielding the target compound with moderate to high selectivity.

What industries use 3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS: 624741-47-5)?

3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is primarily used in the pharmaceutical industry for the synthesis of various drug candidates. It also finds applications in the production of polymers and functional materials, as well as in the development of sensors and semiconductors due to its unique chemical functionality and reactivity.

What precautions should be taken when handling 3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS: 624741-47-5)?

When handling 3-Fluoro-2-(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, goggles, and lab coats. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbents, and the area should be properly ventilated. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions.