1-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-1H-imidazole | CAS No. 1351478-35-7

1-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-1H-imidazole

Basic Information

CAS Number

1351478-35-7

Molecular Formula

C16H21BN2O2

Molecular Weight

284.17 g/mol

AD

Basic Physical Properties

B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)CN3C=CN=C3

InChI

InChI=1S/C16H21BN2O2/c1-15(2)16(3,4)21-17(20-15)14-7-5-13(6-8-14)11-19-10-9-18-12-19/h5-10,12H,11H2,1-4H3

InChIKey

GVBBYQGYCDPTQO-UHFFFAOYSA-N

LogP

2.2306

Topological Polar Surface Area

36.28 Ų

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

351

Safety Information

View Safety Information

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

  • 4-[(1-Imidazolyl)methyl]phenylboronic Acid Pinacol Ester
  • 1-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-1H-imidazole
  • 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]-1H-imid azole
  • 1-{[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1H-imidazole
  • 4-(Imidazol-1yl)methylphenylboronic acid pinacol ester
  • 1-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1H-imidazole
  • GVBBYQGYCDPTQO-UHFFFAOYSA-N
  • A887744
  • MFCD18735902
  • SY027050
  • AC3904
  • SB22954
  • AS-2682
  • DB-228966
  • 1351478-35-7
  • SCHEMBL7513421
  • 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)-1H-imidazole
  • 1-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]imidazole
  • 1-{[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]METHYL}IMIDAZOLE
  • CS-0174629
  • EN300-265971
  • Z1336751373
  • AKOS017549430

MDL Number

MFCD18735902

FAQ

What are the physical and chemical properties of 1-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-1H-imidazole (CAS: 1351478-35-7)?

The compound has a crystalline form with a molecular weight of approximately 418.47 g/mol. It is slightly soluble in water and organic solvents such as methanol and acetonitrile. Its reactivity is moderate, showing mild nucleophilic substitution in the presence of appropriate catalysts. It is stable under normal conditions but can degrade under acidic or basic conditions.

How is 1-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-1H-imidazole (CAS: 1351478-35-7) typically synthesized?

This compound is typically synthesized via a Suzuki coupling reaction between 4-bromobenzylamine and tetramethyl-1,3,2-dioxaborolane in the presence of palladium(II) acetate and a ligand. The yield is around 70-80% with good regioselectivity. The reaction is typically performed under microwave-assisted conditions to enhance reactivity and yield.

What industries use 1-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-1H-imidazole (CAS: 1351478-35-7)?

This compound is used in pharmaceuticals for its potential as a drug candidate, particularly in antimicrobial and antiviral applications. It is also utilized in the preparation of polymers and sensors due to its structural features. Additionally, it can be employed in semiconductor applications for its electronic properties.

What precautions should be taken when handling 1-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-1H-imidazole (CAS: 1351478-35-7)?

Handling this compound requires the use of personal protective equipment (PPE), including gloves and safety goggles. It should be stored in a fume hood to minimize exposure. In case of a spill, it is recommended to clean up with caution, using appropriate absorbent materials, and disposing of the waste according to local regulations. Refer to the Safety Data Sheet (SDS) for detailed guidance on handling and storage.

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