2-Acetylaminophenylboronicacid

CAS: 169760-16-1

Ref. 3D-FA149799

Product Information

• Name: 2-Acetylaminophenylboronicacid
• Synonyms: (2-Acetylamino)phenylboronicacid, 2-Acetamidophenylboronicacid, 2-Acetamidophenylboronic Acid

Description

2-Acetylaminophenylboronicacid (2-APBA) is a postulated prodrug that is activated by dehydration. Dehydration of the 2-APBA molecule results in the formation of a hydrogen bond, which then facilitates nucleophilic attack on the carboxylate. The amide group acts as a leaving group and is replaced by the newly formed carboxylate. This mechanism has been proposed to be an activation step for 2-APBA. Although 2-APBA does not have any acidic properties, it does have a strain energy that is higher than 5-nitrosalicylic acid, which may contribute to its thermal reactivity.

• Brand: Biosynth

Chemical properties

• Molecular weight: 178.98 g/mol
• Formula: C₈H₁₀BNO₃
• Purity: Min. 95%
• InChI: InChI=1S/C8H10BNO3/c1-6(11)10-8-5-3-2-4-7(8)9(12)13/h2-5,12-13H,1H3,(H,10,11)
• InChI key: InChIKey=UMOPBIVXPOETPG-UHFFFAOYSA-N
• SMILES: CC(=O)Nc1ccccc1B(O)O