Two conformers observed and characterized in isobutylbenzene

Geoffrey Churchill; Ruthanne Hassey; Karissa Utzat; Joseph Fournier; Robert K. Bohn; H. Harvey Michels

doi:10.1021/jp908791t

Two conformers observed and characterized in isobutylbenzene

Geoffrey Churchill
, Ruthanne Hassey
, Karissa Utzat
, Joseph Fournier
, Robert K. Bohn
, H. Harvey Michels

Department of Chemistry

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

3 Scopus citations

Abstract

The microwave spectrum of isobutylbenzene (2-methyl-1-phenylpropane) reveals the presence of two conformers that are characterized by their microwave spectra and by quantum chemical calculations. The more stable conformer has a gauche configuration of the C(phenyl) - C₁ - C₂ - H chain coupled with a ∼80° dihedral angle between the phenyl group and the C(phenyl) - C₁ - C₂ plane with C₁ symmetry. The less stable conformer has a plane of symmetry, C_s, with an anti configuration of the C(phenyl) - C₁ - C₂ - H chain coupled with a 90° dihedral angle between the phenyl group and the C(phenyl) - C₁ - C₂ plane. The rotational constant values are 3070.9273(4) MHz, 736.01980(6) MHz, and 680.92889(6) MHz for the C₁ species and 2500.780(8) MHz, 885.72743(10) MHz, and 770.42036(10) MHz for the C_s species. Quantum chemical calculations are in agreement with these structures and predict a relative energy between those two conformers of 0.4 kcal/mol.

Original language	English
Pages (from-to)	1029-1031
Number of pages	3
Journal	Journal of Physical Chemistry A
Volume	114
Issue number	2
DOIs	https://doi.org/10.1021/jp908791t
State	Published - Jan 21 2010

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@article{a3c07bc895df469289f64603783d51a3,

title = "Two conformers observed and characterized in isobutylbenzene",

abstract = "The microwave spectrum of isobutylbenzene (2-methyl-1-phenylpropane) reveals the presence of two conformers that are characterized by their microwave spectra and by quantum chemical calculations. The more stable conformer has a gauche configuration of the C(phenyl) - C1 - C2 - H chain coupled with a ∼80° dihedral angle between the phenyl group and the C(phenyl) - C1 - C2 plane with C1 symmetry. The less stable conformer has a plane of symmetry, Cs, with an anti configuration of the C(phenyl) - C1 - C2 - H chain coupled with a 90° dihedral angle between the phenyl group and the C(phenyl) - C1 - C2 plane. The rotational constant values are 3070.9273(4) MHz, 736.01980(6) MHz, and 680.92889(6) MHz for the C1 species and 2500.780(8) MHz, 885.72743(10) MHz, and 770.42036(10) MHz for the Cs species. Quantum chemical calculations are in agreement with these structures and predict a relative energy between those two conformers of 0.4 kcal/mol.",

author = "Geoffrey Churchill and Ruthanne Hassey and Karissa Utzat and Joseph Fournier and Bohn, \{Robert K.\} and Michels, \{H. Harvey\}",

year = "2010",

month = jan,

day = "21",

doi = "10.1021/jp908791t",

language = "English",

volume = "114",

pages = "1029--1031",

journal = "Journal of Physical Chemistry A",

issn = "1089-5639",

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T1 - Two conformers observed and characterized in isobutylbenzene

AU - Churchill, Geoffrey

AU - Hassey, Ruthanne

AU - Utzat, Karissa

AU - Fournier, Joseph

AU - Bohn, Robert K.

AU - Michels, H. Harvey

PY - 2010/1/21

Y1 - 2010/1/21

N2 - The microwave spectrum of isobutylbenzene (2-methyl-1-phenylpropane) reveals the presence of two conformers that are characterized by their microwave spectra and by quantum chemical calculations. The more stable conformer has a gauche configuration of the C(phenyl) - C1 - C2 - H chain coupled with a ∼80° dihedral angle between the phenyl group and the C(phenyl) - C1 - C2 plane with C1 symmetry. The less stable conformer has a plane of symmetry, Cs, with an anti configuration of the C(phenyl) - C1 - C2 - H chain coupled with a 90° dihedral angle between the phenyl group and the C(phenyl) - C1 - C2 plane. The rotational constant values are 3070.9273(4) MHz, 736.01980(6) MHz, and 680.92889(6) MHz for the C1 species and 2500.780(8) MHz, 885.72743(10) MHz, and 770.42036(10) MHz for the Cs species. Quantum chemical calculations are in agreement with these structures and predict a relative energy between those two conformers of 0.4 kcal/mol.

AB - The microwave spectrum of isobutylbenzene (2-methyl-1-phenylpropane) reveals the presence of two conformers that are characterized by their microwave spectra and by quantum chemical calculations. The more stable conformer has a gauche configuration of the C(phenyl) - C1 - C2 - H chain coupled with a ∼80° dihedral angle between the phenyl group and the C(phenyl) - C1 - C2 plane with C1 symmetry. The less stable conformer has a plane of symmetry, Cs, with an anti configuration of the C(phenyl) - C1 - C2 - H chain coupled with a 90° dihedral angle between the phenyl group and the C(phenyl) - C1 - C2 plane. The rotational constant values are 3070.9273(4) MHz, 736.01980(6) MHz, and 680.92889(6) MHz for the C1 species and 2500.780(8) MHz, 885.72743(10) MHz, and 770.42036(10) MHz for the Cs species. Quantum chemical calculations are in agreement with these structures and predict a relative energy between those two conformers of 0.4 kcal/mol.

UR - https://www.scopus.com/pages/publications/75249087758

U2 - 10.1021/jp908791t

DO - 10.1021/jp908791t

M3 - Article

C2 - 19928894

AN - SCOPUS:75249087758

SN - 1089-5639

VL - 114

SP - 1029

EP - 1031

JO - Journal of Physical Chemistry A

JF - Journal of Physical Chemistry A

IS - 2

ER -

Two conformers observed and characterized in isobutylbenzene

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