Synthesis and Determination of Acid Dissociation Constants of Bis-Acyl Thiourea Derivatives

Çağla Efeoğlu; Şit Tiken; Hayati Sarı; Yahya Nural

Makale detayları

Synthesis and Determination of Acid Dissociation Constants of Bis-Acyl Thiourea Derivatives

Yazarlar:

Çağla Efeoğlu | Şit Tiken | Hayati Sarı | Yahya Nural

Yayıncı:

Turkish Chemical Society

Ana Başlıklar:

Analytical Chemistry | Organic Chemical Synthesis

Dergi:

Journal of the Turkish Chemical Society Section A: Chemistry Vol.10 Issue 3, pp.837-846

Belge Tipi:

Makale

Yayın Tarihi:

8/2023

Belge Dili:

İngilizce

Document ID (Org No.):

2001292792

pISSN:

2149-0120

Anahtar kelimeler:

Özet:

 N,N-dodecane-1,12-diylbisazanediylbiscarbonothioylbis4-nitrobenzamide 5 and N,N-dodecane-1,12-diylbisazanediylbiscarbonothioylbis3-nitrobenzamide 6 as bis acyl thiourea derivatives were synthesized and their molecular structures were characterized using 1H NMR, 13C NMR, COSY, DEPT, HMQC, FT-IR, and HRMS techniques. The acid dissociation constants pKa of the bis-acyl thiourea derivatives 5, 6 were determined potentiometrically and spectrophotometrically. The pKa values of products 5, 6 were determined in 50 vv dimethyl sulfoxidewater hydro-organic solvent in the presence of 0.1 molL1 ionic strength of NaCl and in the acidic medium at 250.1 C, and two pKa values were calculated for each compound with the HYPERQUAD computer program using the data obtained from the potentiometric titrations performed. In addition, three pKa values for each compound were determined in the calculations using the HypSpec program from the data obtained from the spectrophotometric titrations performed under the conditions where the potentiometric titrations were performed. For compounds 5 and 6, spectrophotometrically, pKa1 was 3.560.08 and 3.870.01, respectively, pKa2 was 7.110.08 and 7.050.01, respectively, and pKa3 was 12.300.08 and 11.820.02, respectively. It can be said that pKa1, pKa2, and pKa3 values may belong to enol, enthiol, and NH, respectively. Moreover, for compounds 5 and 6, potentiometrically, pKa2 was 7.060.13 and 6.940.11, respectively, and pKa3 was 12.110.06 and 11.170.06, respectively, and it can be said that pKa2 and pKa3 values may belong to enthiol and NH, respectively. It is seen that the pKa values determined spectrophotometrically and potentiometrically are compatible with each other.

 N,N-dodecane-1,12-diylbisazanediylbiscarbonothioylbis4-nitrobenzamide 5 and N,N-dodecane-1,12-diylbisazanediylbiscarbonothioylbis3-nitrobenzamide 6 as bis acyl thiourea derivatives were synthesized and their molecular structures were characterized using 1H NMR, 13C NMR, COSY, DEPT, HMQC, FT-IR, and HRMS techniques. The acid dissociation constants pKa of the bis-acyl thiourea derivatives 5, 6 were determined potentiometrically and spectrophotometrically. The pKa values of products 5, 6 were determined in 50 vv dimethyl sulfoxidewater hydro-organic solvent in the presence of 0.1 molL1 ionic strength of NaCl and in the acidic medium at 250.1 C, and two pKa values were calculated for each compound with the HYPERQUAD computer program using the data obtained from the potentiometric titrations performed. In addition, three pKa values for each compound were determined in the calculations using the HypSpec program from the data obtained from the spectrophotometric titrations performed under the conditions where the potentiometric titrations were performed. For compounds 5 and 6, spectrophotometrically, pKa1 was 3.560.08 and 3.870.01, respectively, pKa2 was 7.110.08 and 7.050.01, respectively, and pKa3 was 12.300.08 and 11.820.02, respectively. It can be said that pKa1, pKa2, and pKa3 values may belong to enol, enthiol, and NH, respectively. Moreover, for compounds 5 and 6, potentiometrically, pKa2 was 7.060.13 and 6.940.11, respectively, and pKa3 was 12.110.06 and 11.170.06, respectively, and it can be said that pKa2 and pKa3 values may belong to enthiol and NH, respectively. It is seen that the pKa values determined spectrophotometrically and potentiometrically are compatible with each other.

 N,N-dodecane-1,12-diylbisazanediylbiscarbonothioylbis4-nitrobenzamide 5 and N,N-dodecane-1,12-diylbisazanediylbiscarbonothioylbis3-nitrobenzamide 6 as bis acyl thiourea derivatives were synthesized and their molecular structures were characterized using 1H NMR, 13C NMR, COSY, DEPT, HMQC, FT-IR, and HRMS techniques. The acid dissociation constants pKa of the bis-acyl thiourea derivatives 5, 6 were determined potentiometrically and spectrophotometrically. The pKa values of products 5, 6 were determined in 50 vv dimethyl sulfoxidewater hydro-organic solvent in the presence of 0.1 molL1 ionic strength of NaCl and in the acidic medium at 250.1 C, and two pKa values were calculated for each compound with the HYPERQUAD computer program using the data obtained from the potentiometric titrations performed. In addition, three pKa values for each compound were determined in the calculations using the HypSpec program from the data obtained from the spectrophotometric titrations performed under the conditions where the potentiometric titrations were performed. For compounds 5 and 6, spectrophotometrically, pKa1 was 3.560.08 and 3.870.01, respectively, pKa2 was 7.110.08 and 7.050.01, respectively, and pKa3 was 12.300.08 and 11.820.02, respectively. It can be said that pKa1, pKa2, and pKa3 values may belong to enol, enthiol, and NH, respectively. Moreover, for compounds 5 and 6, potentiometrically, pKa2 was 7.060.13 and 6.940.11, respectively, and pKa3 was 12.110.06 and 11.170.06, respectively, and it can be said that pKa2 and pKa3 values may belong to enthiol and NH, respectively. It is seen that the pKa values determined spectrophotometrically and potentiometrically are compatible with each other.

 N,N-dodecane-1,12-diylbisazanediylbiscarbonothioylbis4-nitrobenzamide 5 and N,N-dodecane-1,12-diylbisazanediylbiscarbonothioylbis3-nitrobenzamide 6 as bis acyl thiourea derivatives were synthesized and their molecular structures were characterized using 1H NMR, 13C NMR, COSY, DEPT, HMQC, FT-IR, and HRMS techniques. The acid dissociation constants pKa of the bis-acyl thiourea derivatives 5, 6 were determined potentiometrically and spectrophotometrically. The pKa values of products 5, 6 were determined in 50 vv dimethyl sulfoxidewater hydro-organic solvent in the presence of 0.1 molL1 ionic strength of NaCl and in the acidic medium at 250.1 C, and two pKa values were calculated for each compound with the HYPERQUAD computer program using the data obtained from the potentiometric titrations performed. In addition, three pKa values for each compound were determined in the calculations using the HypSpec program from the data obtained from the spectrophotometric titrations performed under the conditions where the potentiometric titrations were performed. For compounds 5 and 6, spectrophotometrically, pKa1 was 3.560.08 and 3.870.01, respectively, pKa2 was 7.110.08 and 7.050.01, respectively, and pKa3 was 12.300.08 and 11.820.02, respectively. It can be said that pKa1, pKa2, and pKa3 values may belong to enol, enthiol, and NH, respectively. Moreover, for compounds 5 and 6, potentiometrically, pKa2 was 7.060.13 and 6.940.11, respectively, and pKa3 was 12.110.06 and 11.170.06, respectively, and it can be said that pKa2 and pKa3 values may belong to enthiol and NH, respectively. It is seen that the pKa values determined spectrophotometrically and potentiometrically are compatible with each other.

Makale detayları

Synthesis and Determination of Acid Dissociation Constants of Bis-Acyl Thiourea Derivatives

Yazarlar:

Çağla Efeoğlu | Şit Tiken | Hayati Sarı | Yahya Nural

Yayıncı:

Turkish Chemical Society

Ana Başlıklar:

Analytical Chemistry | Organic Chemical Synthesis

Dergi:

Journal of the Turkish Chemical Society Section A: Chemistry Vol.10 Issue 3, pp.837-846

Belge Tipi:

Makale

Yayın Tarihi:

8/2023

Belge Dili:

İngilizce

Document ID (Org No.):

2001292792

pISSN:

2149-0120

Acid dissociation constant

Bis-Acyl thiourea

Potentiometric titration

Spectrophotometric titration

Sayı

Makale detayları

Synthesis and Determination of Acid Dissociation Constants of Bis-Acyl Thiourea Derivatives

Yazarlar: Çağla Efeoğlu | Şit Tiken | Hayati Sarı | Yahya Nural

Yayıncı: Turkish Chemical Society

Ana Başlıklar: Analytical Chemistry | Organic Chemical Synthesis

Dergi: Journal of the Turkish Chemical Society Section A: Chemistry Vol.10 Issue 3, pp.837-846

Belge Tipi: Makale

Yayın Tarihi: 8/2023

Belge Dili: İngilizce

Document ID (Org No.): 2001292792

pISSN: 2149-0120

Acid dissociation constant

Bis-Acyl thiourea

Potentiometric titration

Spectrophotometric titration

Sayı

Yazarlar:

Çağla Efeoğlu | Şit Tiken | Hayati Sarı | Yahya Nural

Yayıncı:

Turkish Chemical Society

Ana Başlıklar:

Analytical Chemistry | Organic Chemical Synthesis

Dergi:

Journal of the Turkish Chemical Society Section A: Chemistry Vol.10 Issue 3, pp.837-846

Belge Tipi:

Makale

Yayın Tarihi:

8/2023

Belge Dili:

İngilizce

Document ID (Org No.):

2001292792

pISSN:

2149-0120