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CAS 849062-16-4

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B-[3,5-Dimethyl-4-(1-methylethoxy)phenyl]boronic acid

Description:
B-[3,5-Dimethyl-4-(1-methylethoxy)phenyl]boronic acid is an organoboron compound characterized by the presence of a boronic acid functional group, which is known for its ability to form reversible covalent bonds with diols, making it useful in various applications, including organic synthesis and medicinal chemistry. The compound features a phenyl ring substituted with two methyl groups and an isopropoxy group, contributing to its hydrophobic properties and influencing its reactivity. Typically, boronic acids exhibit moderate solubility in organic solvents and can participate in cross-coupling reactions, such as Suzuki-Miyaura coupling, which is pivotal in forming carbon-carbon bonds. The presence of the boron atom allows for the formation of stable complexes with Lewis bases, enhancing its utility in catalysis and material science. Additionally, the specific substituents on the phenyl ring can affect the compound's electronic properties and steric hindrance, which are critical factors in its reactivity and interaction with biological systems. Overall, this compound exemplifies the versatility of boronic acids in synthetic and applied chemistry.
Formula:C11H17BO3
InChI:InChI=1S/C11H17BO3/c1-7(2)15-11-8(3)5-10(12(13)14)6-9(11)4/h5-7,13-14H,1-4H3
InChI key:InChIKey=OESNXDCMAFEMMC-UHFFFAOYSA-N
SMILES:O(C(C)C)C1=C(C)C=C(B(O)O)C=C1C
Synonyms:
  • Boronic acid, B-[3,5-dimethyl-4-(1-methylethoxy)phenyl]-
  • [3,5-Dimethyl-4-(propan-2-yloxy)phenyl]boronic acid
  • Boronic acid, [3,5-dimethyl-4-(1-methylethoxy)phenyl]-
  • (4-Isopropoxy-3,5-dimethylphenyl)boronic acid
  • B-[3,5-Dimethyl-4-(1-methylethoxy)phenyl]boronic acid
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