2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | CAS No. 939968-60-2

2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Basic Information

CAS Number

939968-60-2

Molecular Formula

C12H15BFNO4

Molecular Weight

267.06 g/mol

AD

Basic Physical Properties

B1(OC(C(O1)(C)C)(C)C)C2=CC(=C(C=C2)[N+](=O)[O-])F

InChI

InChI=1S/C12H15BFNO4/c1-11(2)12(3,4)19-13(18-11)8-5-6-10(15(16)17)9(14)7-8/h5-7H,1-4H3

InChIKey

MOKWUYKZXFBLKR-UHFFFAOYSA-N

LogP

2.55630

Complexity

355

Synonyms & References

English

  • 3-FLUORO-4-NITROPHENYLBORONIC ACID, PINACOL ESTER
  • 2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 2-(3-fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
  • B-4965
  • 2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (ACI)
  • 3-Fluoro-4-nitrophenylboronic acid pinacol ester
  • MFCD12026073
  • 3-Fluoro-4-nitrophenylboronic acid, pinacol ester
  • SY025524
  • DTXSID20675133
  • 3-Fluoro-4-nitrobenzeneboronic acid pinacol ester
  • MOKWUYKZXFBLKR-UHFFFAOYSA-N
  • BS-29795
  • EN300-1716820
  • Z1258930123
  • 939968-60-2
  • AKOS022173348
  • SCHEMBL59736
  • 3-Fluoro-4-nitrophenylboronic acid,pinacol ester

MDL Number

MFCD12026073

FAQ

What are the physical and chemical properties of 2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 939968-60-2)?

2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a colorless crystalline solid with a molecular weight of 361.04 g/mol. It has low solubility in water but is soluble in organic solvents like dichloromethane and acetonitrile. It is highly reactive due to the presence of the boron-oxygen bond and the electron-withdrawing nitro group. The compound exhibits good thermal stability and is typically used in Suzuki cross-coupling reactions.

How is 2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 939968-60-2) typically synthesized?

2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is synthesized by the reaction of 1,3,2-dioxaborine with 3-fluoro-4-nitrobenzyl bromide in the presence of a phase transfer catalyst such as tetrabutylammonium bromide. The reaction conditions include a suitable organic solvent like toluene and heating to 80°C. The yield is typically high, and the selectivity is excellent.

What industries use 2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 939968-60-2)?

2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is widely used in the pharmaceutical and chemical industries, particularly in the synthesis of complex organic molecules and in the development of new drugs. It is also used in the polymer industry for the preparation of functionalized polymers and in the semiconductor industry for the production of high-performance electronics.

What precautions should be taken when handling 2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 939968-60-2)?

Handling 2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane requires strict laboratory safety measures. It should be handled in a well-ventilated area or a fume hood to avoid inhalation of fumes. Personal protective equipment (PPE) such as gloves, goggles, and a lab coat is essential. Spills should be cleaned up immediately using appropriate absorbents, and the material safety data sheet (MSDS) should be consulted for specific spill procedures. The compound should be stored away from heat and sources of ignition.

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