N-[4-(2-Propyn-1-yloxy)phenyl]acetamide

Yonas H. Belay; Henok H. Kinfe; Alfred Muller

doi:10.1107/S1600536812041207

N-[4-(2-Propyn-1-yloxy)phenyl]acetamide

Yonas H. Belay, Henok H. Kinfe, Alfred Muller

Chemical Sciences

University of Johannesburg

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

3 Citations (Scopus)

Abstract

The title compound, C₁₁H₁1NO₂, was synthesized by chemoselective N-acetylation of 4-aminophenol followed by reaction with propargyl bromide in the presence of K₂CO₃. the acetamide and propyn-1-yloxy substituents form dihedral angles of 18.31(6) and 7.01(10)°, respectively, with the benzene ring. In the crystal, molecules are linked by N-H⋯O hydrogen bonds into chains along [010]. C-H⋯O and C-H⋯π interactions also occur.

Original language	English
Pages (from-to)	o3072
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	68
Issue number	11
DOIs	https://doi.org/10.1107/S1600536812041207
Publication status	Published - Nov 2012

Keywords

R factor = 0.037
T = 100 K
data-to-parameter ratio = 18.2
mean ̄(C-C) = 0.002 Å
single-crystal X-ray study
wR factor = 0.100

ASJC Scopus subject areas

General Chemistry
General Materials Science
Condensed Matter Physics

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title = "N-[4-(2-Propyn-1-yloxy)phenyl]acetamide",

abstract = "The title compound, C11H11NO2, was synthesized by chemoselective N-acetylation of 4-aminophenol followed by reaction with propargyl bromide in the presence of K2CO3. the acetamide and propyn-1-yloxy substituents form dihedral angles of 18.31(6) and 7.01(10)°, respectively, with the benzene ring. In the crystal, molecules are linked by N-H⋯O hydrogen bonds into chains along [010]. C-H⋯O and C-H⋯π interactions also occur.",

keywords = "R factor = 0.037, T = 100 K, data-to-parameter ratio = 18.2, mean{\= }(C-C) = 0.002 {\AA}, single-crystal X-ray study, wR factor = 0.100",

author = "Belay, {Yonas H.} and Kinfe, {Henok H.} and Alfred Muller",

year = "2012",

month = nov,

doi = "10.1107/S1600536812041207",

language = "English",

volume = "68",

pages = "o3072",

journal = "Acta Crystallographica Section E: Structure Reports Online",

issn = "1600-5368",

number = "11",

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TY - JOUR

T1 - N-[4-(2-Propyn-1-yloxy)phenyl]acetamide

AU - Belay, Yonas H.

AU - Kinfe, Henok H.

AU - Muller, Alfred

PY - 2012/11

Y1 - 2012/11

N2 - The title compound, C11H11NO2, was synthesized by chemoselective N-acetylation of 4-aminophenol followed by reaction with propargyl bromide in the presence of K2CO3. the acetamide and propyn-1-yloxy substituents form dihedral angles of 18.31(6) and 7.01(10)°, respectively, with the benzene ring. In the crystal, molecules are linked by N-H⋯O hydrogen bonds into chains along [010]. C-H⋯O and C-H⋯π interactions also occur.

AB - The title compound, C11H11NO2, was synthesized by chemoselective N-acetylation of 4-aminophenol followed by reaction with propargyl bromide in the presence of K2CO3. the acetamide and propyn-1-yloxy substituents form dihedral angles of 18.31(6) and 7.01(10)°, respectively, with the benzene ring. In the crystal, molecules are linked by N-H⋯O hydrogen bonds into chains along [010]. C-H⋯O and C-H⋯π interactions also occur.

KW - R factor = 0.037

KW - T = 100 K

KW - data-to-parameter ratio = 18.2

KW - mean ̄(C-C) = 0.002 Å

KW - single-crystal X-ray study

KW - wR factor = 0.100

UR - http://www.scopus.com/inward/record.url?scp=84870924676&partnerID=8YFLogxK

U2 - 10.1107/S1600536812041207

DO - 10.1107/S1600536812041207

M3 - Article

AN - SCOPUS:84870924676

SN - 1600-5368

VL - 68

SP - o3072

JO - Acta Crystallographica Section E: Structure Reports Online

JF - Acta Crystallographica Section E: Structure Reports Online

IS - 11

ER -

N-[4-(2-Propyn-1-yloxy)phenyl]acetamide

Abstract

Keywords

ASJC Scopus subject areas

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