MAUBIN UNIVERSITY

DEPARTMENT OF CHEMISTRY

STUDIES AND COMPUTATING ON THE BIOACTTIVE

COMPOUND [p-METHYL PHENOL] THROUGH
COMPUTER SIMULATION

28. 9.17
 MAUBIN UNIVERSITY
DEPARTMENT OF CHEMISTRY
Date of seminar : 28. 9. 2017
Main Title : Study and Computing on the bioactive
molecule [p-Methyl Phenol] through
Computer Simulation
Candidates : 4-Chem- 41 to 50
Supervisor : Dr. Aung Kyaw Swar (Lecturer)
Department of Chemistry
Maubin University
 Computational chemistry is a set of techniques for investigating chemical
problems on a computer. This method commonly investigated the molecular
geometry, energy of molecules and transition states, chemical reactivity, UV, IR and
NMR spectra.
This project calculated the bond length, bond angles by ab initio calculations
by using ChemDraw2015 software, and molecular geometry and UV/Visible spectrum
by using Hartree-Fock Molecular Orbital theory by using GuessView software. By using
these programs we can successfully understand the structure of paramethyl phenol
and how to calculate the chemical problem by using software.

Keywords : Paramethyl phenol, ChemDraw2015, GuessView, bond length, bond

angles, molecular geometry, UV/Visible spectrum 3
AIM AND OBJECTIVES
INTRODUCTION
MATERIALS AND METHODS
RESULTS AND DISCUSSION
CONCLUSION
REFERENCES
 To understand the chemical calculation and computer
Aim simulation through compound.

To learn the some chemistry program.

To learn about the molecular orbital structure of paramethyl
phenol by computer program.
To calculate some facts of paramethyl phenol with
computer program.
To investigate materials that are too difficult
to find or too expensive to purchase.
 Paramethyl phenol
Para cresol is prepared by alkylation of phenol according to the Friedal-Craft
alkylation. Cresols are methylphenol compounds which are naturally occurring or
synthetic. In cosmetics and personal care products, the Cresol and Isocresol
ingredients are used as cosmetic biocides/ preservatives and/ or fragrance
ingredients.

The term theoretical chemistry may be defined as the mathematical

description of chemistry.

Computational chemistry is the application of chemical,

mathematical and computing skills to the solution of interesting
chemical problems. It uses computers to generate information such
as properties of molecules or simulated experimental results.
Using computational chemistry software you can in particular perform:

electronic structure determinations,

geometry optimizations,
frequency calculations,
definition of transition structures and reaction paths,
protein calculations, i.e. docking,
electron and charge distributions calculations,
calculations of potential energy surfaces (PES),
calculations of rate constants for chemical reactions (kinetics)
Thermodynamic calculations- heat of reactions, energy of activation, etc and
calculation of many other molecular and balk physical and chemical properties. The
most important numerical techniques are ab-initio, semi-empirical and molecular
mechanics.

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Computer Simulation with Paramethyl Phenol

(i) (ii)

(iii)
(iv)
Figure 1. 2D and 3D structures of p-methyl phenol (i) wire frame (ii) ball and sticks (iii) sticks (iv)
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space filling
3D structure of paramethyl phenol with atom dots, atom symbols, serial number and view axis
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Calculation of bond length
Bond length is the measurable distance between the centers of two
covalently atoms bonded together. Bond lengths are measured in the
solid phase by means of X-ray diffraction, or approximated in the gas
phase by microwave spectroscopy.
 
Atoms Actual ( A ) Optimal ( A )
No.
1 C(8)-H(16) 1.113 1.113
2 C(8)-H(15) 1.113 1.113
3 C(8)-H(14) 1.113 1.113
4 O(7)-H(13) 0.972 0.972
5 C(6)-H(12) 1.1 1.1
6 C(5)-H(11) 1.1 1.1
7 C(3)-H(10) 1.1 1.1
8 C(2)-H(9) 1.1 1.1
9 C(1)-C(6) 1.395 1.42
10 C(5)-C(6) 1.395 1.42
11 C(4)-C(5) 1.395 1.42
12 C(3)-C(4) 1.395 1.42
13 C(2)-C(3) 1.395 1.42
14 C(1)-C(2) 1.395 1.42
15 C(4)-C(8) 1.497 1.497
16 C(1)-O(7) 1.355 1.355
Calculation of bond angle
A bond angle is the angle formed between three atoms across at least
two bonds. In this paper bond angle were calculated by GaussView 3.0
program

shows the all bond angle of paramethyl

phenol and the bond angle of atoms C-C-H
bond angles in methyl groups have ~ 109.5 ,
because of the tetrahedral shape and C-O-H
bond in phenol have 108  and C-H bond in
the benzene have ~120 .

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Study of the Molecular Orbitals in Paramethylphenol

three different theories of molecular boning

 VSEPR Theory (with Lewis Dot Structures),
 Valence Bond theory (with hybridization) and
 Molecular Orbital Theory.
molecular orbitals were calculated by GaussView 3.0 program

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14
Computer generated
electrostatic potential map of
paramethyl phenol. The
surface encompassing
molecule shows the extent of
electron charge density (i)
calculation on GuessView
software (ii) electron density
surface with “mesh” (iii)
electron density surface with
solid (iv) 50 % z-clip

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Predict the UV/ Visible spectrum of paramethyl phenol by Using
Gaussian and Gauss View
The molecular spectroscopy is the study of the interaction of
electromagnetic waves and matter.
------------ Gaussian Interface ------------
Model: Paramethylphenol.c3d

Gaussian Job: # RHF/6-31G TD Test

UV/Visible Spectrum Species:
Oscillator Strength Wavelength (nm)
------------------- ----------------
0.9051 159.0100
0.0185 199.6300
0.0622 210.2200
--------------------------------------------

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Computational theoretical chemistry is primarily concerned with the
numerical computation of molecular electronic structures and
molecular interactions and noncomputational quantum chemistry deals
with the formulation of analytical expressions for the properties of
molecules and their reactions. This project calculated the bond length,
bond angle, and molecular geometry and UV/Visible spectrum of the
paramethyl phenol by using the ChemDraw software correlated with
GuessView. By using these programs we can successfully understand the
structure of paramethyl phenol and how to calculate the chemical
problem by using software.

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Cresols” U.S. Department of Health and Human Services, Atlanta
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University
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Journal of Royal Society of Chemistry, 9, 211 - 231
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Sherrill, C.D. (2000), “An Introduction to Hartree-Fock Molecular Orbital Theory”, School of
Chemistry and Biochemistry, Georgia Institute of Technology, 1-8
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