N-(2-hydroxy-1,1-dimethylethyl)-3-methylbenzamide

Hamad H. Al Mamari; Yousuf Al Lawati

doi:10.3390/M1099

N-(2-hydroxy-1,1-dimethylethyl)-3-methylbenzamide

Hamad H. Al Mamari^*, Yousuf Al Lawati

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

The title compound, N-(2-hydroxy-1,1-dimethylethyl)-3-methylbenzamide was synthesized by reacting 3-methylbenzoyl chloride or 3-methylbenzoic acid with 2-amino-2-methyl-1-propanol. In the present report, the synthesized target compound was fully characterized by various spectroscopic methods (¹H NMR,¹³C NMR, IR, GC-MS), its composition confirmed by elemental analysis, and its structure determined and confirmed by X-ray analysis. The importance of this compound lies in its possession of an N,O-bidentate directing group. Such a structural motif is potentially suitable for metal-catalyzed C–H bond functionalization reactions.

Original language	English
Article number	M1099
Journal	MolBank
Volume	2020
Issue number	1
DOIs	https://doi.org/10.3390/M1099
Publication status	Published - Mar 2020

Keywords

Benzamides
Bidentate directing groups
Bis-chelates
C
Chelation assistance
H bond functionalization
Organic synthesis
X-ray structure determination

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "N-(2-hydroxy-1,1-dimethylethyl)-3-methylbenzamide",

abstract = "The title compound, N-(2-hydroxy-1,1-dimethylethyl)-3-methylbenzamide was synthesized by reacting 3-methylbenzoyl chloride or 3-methylbenzoic acid with 2-amino-2-methyl-1-propanol. In the present report, the synthesized target compound was fully characterized by various spectroscopic methods (1H NMR,13C NMR, IR, GC-MS), its composition confirmed by elemental analysis, and its structure determined and confirmed by X-ray analysis. The importance of this compound lies in its possession of an N,O-bidentate directing group. Such a structural motif is potentially suitable for metal-catalyzed C–H bond functionalization reactions.",

keywords = "Benzamides, Bidentate directing groups, Bis-chelates, C, Chelation assistance, H bond functionalization, Organic synthesis, X-ray structure determination",

author = "{Al Mamari}, {Hamad H.} and {Al Lawati}, Yousuf",

note = "Funding Information: Funding: This research work was funded by a Sultan Qaboos University Internal Grant (IG/SCI/CHEM/15/02). Publisher Copyright: {\textcopyright} 2019 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2020",

month = mar,

doi = "10.3390/M1099",

language = "English",

volume = "2020",

journal = "MolBank",

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TY - JOUR

T1 - N-(2-hydroxy-1,1-dimethylethyl)-3-methylbenzamide

AU - Al Mamari, Hamad H.

AU - Al Lawati, Yousuf

N1 - Funding Information: Funding: This research work was funded by a Sultan Qaboos University Internal Grant (IG/SCI/CHEM/15/02). Publisher Copyright: © 2019 by the authors. Licensee MDPI, Basel, Switzerland.

PY - 2020/3

Y1 - 2020/3

N2 - The title compound, N-(2-hydroxy-1,1-dimethylethyl)-3-methylbenzamide was synthesized by reacting 3-methylbenzoyl chloride or 3-methylbenzoic acid with 2-amino-2-methyl-1-propanol. In the present report, the synthesized target compound was fully characterized by various spectroscopic methods (1H NMR,13C NMR, IR, GC-MS), its composition confirmed by elemental analysis, and its structure determined and confirmed by X-ray analysis. The importance of this compound lies in its possession of an N,O-bidentate directing group. Such a structural motif is potentially suitable for metal-catalyzed C–H bond functionalization reactions.

AB - The title compound, N-(2-hydroxy-1,1-dimethylethyl)-3-methylbenzamide was synthesized by reacting 3-methylbenzoyl chloride or 3-methylbenzoic acid with 2-amino-2-methyl-1-propanol. In the present report, the synthesized target compound was fully characterized by various spectroscopic methods (1H NMR,13C NMR, IR, GC-MS), its composition confirmed by elemental analysis, and its structure determined and confirmed by X-ray analysis. The importance of this compound lies in its possession of an N,O-bidentate directing group. Such a structural motif is potentially suitable for metal-catalyzed C–H bond functionalization reactions.

KW - Benzamides

KW - Bidentate directing groups

KW - Bis-chelates

KW - C

KW - Chelation assistance

KW - H bond functionalization

KW - Organic synthesis

KW - X-ray structure determination

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DO - 10.3390/M1099

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JF - MolBank

IS - 1

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ER -

N-(2-hydroxy-1,1-dimethylethyl)-3-methylbenzamide

Abstract

Keywords

ASJC Scopus subject areas

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