Determination of the Structures of m- and p-nitro Bromoacetophenone Compounds by Experimental (FT‒IR, NMR) and theoretical approaches

Muhammet Hakkı Yıldırım; Arzu Özek Yıldırım

Makale detayları

Determination of the Structures of m- and p-nitro Bromoacetophenone Compounds by Experimental (FT‒IR, NMR) and theoretical approaches

Yazarlar:

Muhammet Hakkı Yıldırım | Arzu Özek Yıldırım

Yayıncı:

Igdir University

Ana Başlıklar:

Metroloji | Uygulamalı ve Endüstriyel Fizik

Dergi:

Iğdır Üniversitesi Fen Bilimleri Enstitüsü Dergisi Vol.13 Issue 3, pp.1663-1675

Belge Tipi:

Makale

Yayın Tarihi:

1/2023

Belge Dili:

Türkçe

Document ID (Org No.):

2001296842

pISSN:

2536-4618

Anahtar kelimeler:

Özet:

 2-Bromo-3-nitroacetophenone I and 2-Bromo-4-nitroacetophenone II, which are structural isomers of each other, were characterized using protoncarbon NMR, FT-IR, and density functional methods. The effects of the substituents on the molecular geometry parameters were investigated by comparing the optimized molecular structures obtained by computational methods with root mean square error calculations. The potential energy surface scan of the torsion angle between the bromoacetone group and the ring revealed that the lowest energy conformation is at 110. The molecules chemical reactivity and kinetic stability in different solvents were studied using frontier molecular orbital analyses. NMR core assignments and IR vibration assignments revealed similarities between the isomers. At the computational level that we determined to be sufficient in accuracy and precision for molecular geometry and spectrum calculations, it was found that the average polarizability of the compounds are approximately five times, and the total high-level polarizability are approximately four times greater than the reference compound when their nonlinear optical properties are theoretically calculated.

 2-Bromo-3-nitroacetophenone I and 2-Bromo-4-nitroacetophenone II, which are structural isomers of each other, were characterized using protoncarbon NMR, FT-IR, and density functional methods. The effects of the substituents on the molecular geometry parameters were investigated by comparing the optimized molecular structures obtained by computational methods with root mean square error calculations. The potential energy surface scan of the torsion angle between the bromoacetone group and the ring revealed that the lowest energy conformation is at 110. The molecules chemical reactivity and kinetic stability in different solvents were studied using frontier molecular orbital analyses. NMR core assignments and IR vibration assignments revealed similarities between the isomers. At the computational level that we determined to be sufficient in accuracy and precision for molecular geometry and spectrum calculations, it was found that the average polarizability of the compounds are approximately five times, and the total high-level polarizability are approximately four times greater than the reference compound when their nonlinear optical properties are theoretically calculated.

 2-Bromo-3-nitroacetophenone I and 2-Bromo-4-nitroacetophenone II, which are structural isomers of each other, were characterized using protoncarbon NMR, FT-IR, and density functional methods. The effects of the substituents on the molecular geometry parameters were investigated by comparing the optimized molecular structures obtained by computational methods with root mean square error calculations. The potential energy surface scan of the torsion angle between the bromoacetone group and the ring revealed that the lowest energy conformation is at 110. The molecules chemical reactivity and kinetic stability in different solvents were studied using frontier molecular orbital analyses. NMR core assignments and IR vibration assignments revealed similarities between the isomers. At the computational level that we determined to be sufficient in accuracy and precision for molecular geometry and spectrum calculations, it was found that the average polarizability of the compounds are approximately five times, and the total high-level polarizability are approximately four times greater than the reference compound when their nonlinear optical properties are theoretically calculated.

 Birbirlerinin yapısal izomerleri olan 2-Bromo-3-nitroasetofenon I ve 2-Bromo-4-nitroasetofenon II bileşikleri protonkarbon NMR, FT-IR ve yoğunluk fonksiyoneli yöntemleri kullanılarak karakterize edildi. Hesaplamalı yöntemlerle elde edilen en iyileştirilmiş moleküler yapıları ortalama hata kare kökü hesapları ile karşılaştırılarak sübstitüentlerin konumlarının moleküler geometri parametreleri üzerindeki etkileri araştırıldı. Bromoaseton grubu ile halka arasıdaki burulma açısının potansiyel enerji yüzey taraması yapılarak en düşük enerjili şekillenimin 110de olduğu belirlendi. Farklı çözücüler içinde sınır moleküler orbital analizleri ile moleküllerin kimyasal reaktiviteleri ve kinetik kararlılıkları araştırıldı. NMRda yapılan çekirdek atamaları ve IRde yapılan titreşim atamaları izomerler arasındaki benzerlikleri ortaya çıkardı. Moleküler geometri ve spektrum hesaplamalarında yeterli doğruluk ve hassasiyette olduğunu belirlediğimiz hesaplama seviyesinde, bileşiklerin doğrusal olmayan optik özellikleri teorik olarak hesaplandığında referans bileşiğe göre ortalama kutuplanabilirliklerinin yaklaşık dört kat, toplam yüksek mertebe kutuplanabilirliklerinin yaklaşık beş kat fazla olduğu belirlendi.

Makale detayları

Determination of the Structures of m- and p-nitro Bromoacetophenone Compounds by Experimental (FT‒IR, NMR) and theoretical approaches

Yazarlar:

Muhammet Hakkı Yıldırım | Arzu Özek Yıldırım

Yayıncı:

Igdir University

Ana Başlıklar:

Metroloji | Uygulamalı ve Endüstriyel Fizik

Dergi:

Iğdır Üniversitesi Fen Bilimleri Enstitüsü Dergisi Vol.13 Issue 3, pp.1663-1675

Belge Tipi:

Makale

Yayın Tarihi:

1/2023

Belge Dili:

Türkçe

Document ID (Org No.):

2001296842

pISSN:

2536-4618

Spectroscopy

DFT

Non-linear optic

Molecular modellingSpektroskopi

YFT

Doğrusal olmayan optik

Moleküler Modelleme

Sayı

Makale detayları

Yazarlar: Muhammet Hakkı Yıldırım | Arzu Özek Yıldırım

Yayıncı: Igdir University

Ana Başlıklar: Metroloji | Uygulamalı ve Endüstriyel Fizik

Dergi: Iğdır Üniversitesi Fen Bilimleri Enstitüsü Dergisi Vol.13 Issue 3, pp.1663-1675

Belge Tipi: Makale

Yayın Tarihi: 1/2023

Belge Dili: Türkçe

Document ID (Org No.): 2001296842

pISSN: 2536-4618

Sayı

Yazarlar:

Muhammet Hakkı Yıldırım | Arzu Özek Yıldırım

Yayıncı:

Igdir University

Ana Başlıklar:

Metroloji | Uygulamalı ve Endüstriyel Fizik

Dergi:

Iğdır Üniversitesi Fen Bilimleri Enstitüsü Dergisi Vol.13 Issue 3, pp.1663-1675

Belge Tipi:

Makale

Yayın Tarihi:

1/2023

Belge Dili:

Türkçe

Document ID (Org No.):

2001296842

pISSN:

2536-4618