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1-Hydroxy-1H-benzo[d][1,2,6]oxazaborinin-4(3H)-one

1-Hydroxy-1H-benzo[d][1,2,6]oxazaborinin-4(3H)-one

Evan A Sarina, Marilyn M Olmstead, Dung N Nguyen, Michael P Groziak

Acta Crystallogr C. 2013 Feb;69(Pt 2):183-5.

PMID: 23377688

Abstract:

The structure of the title compound, C(7)H(6)BNO(3), a new boron heterocycle, prepared by the condensation of (2-ethoxycarbonylphenyl)boronic acid and hydroxylamine, reveals the specific mode of intramolecular condensation between a phenylboronic acid and an ortho hydroxamic acid substituent. The crystal structure shows that dehydration occurs to form a planar oxazaborinine ring possessing both phenol-like B-O-H and lactam functional groups. In the extended structure, intermolecular hydrogen bonding generates a 14-membered ring. To our knowledge, this is the first crystal structure determination involving a six-membered ring that exhibits consecutive B-OH, O, NH, and C=O functional groups.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP176528191	(2,6-Dimethoxy-4-methylphenyl)boronic acid		176528-19-1	Price

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