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Table 2 IR and NMR spectral data of 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines

From: Eco-friendly synthesis and antimicrobial activities of some 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines

Entry X

Infrared bands (ν cm −1)

1H chemical shifts δ(ppm)

Entry X

13C chemical shifts δ(ppm)

  

C = N

C-S

C-Br

Ar-C and Alip-C

Subst.

Ha (1 H, dd)

Hb (1 H, dd)

Hc (1 H, dd)

Ar-H

Subst.

  

C 3

C 4

C 5

Ar-C

Subst.

1

H

1,593

679

562

3028-2854

-

3.06

3.77

5.25

6.71-7.34

-

1

H

155.60

43.66

64.68

111.77-146.521

-

       

J = 24 Hz

J = 29 Hz

J = 19 Hz

(12 H, m)

        

2

4-Br

1,596

685

5,621

3089-2852

-

3.07

3.82

5.26

6.70-7.51

-

2

4-Br

155.56

43.45

64.10

112.13-144.13

-

       

J = 30 Hz

J = 28 Hz

J = 24 Hz

(11 H, m)

        

3

2-Cl

1,595

690

566

3065-2852

-

3.01

3.93

5.66

6.77-7.48

-

3

2-Cl

157.50

42.08

61.50

113.28-143.99

-

       

J = 23 Hz

J = 29 Hz

J = 19 Hz

(11 H, m)

        

4

4-Cl

1,594

688

5,31

3046-2852

-

3.10

3.80

5.28

6.75-7.35

-

4

4-Cl

155.82

43.70

64.75

113.52-144.40

-

       

J = 24 Hz

J = 29 Hz

J = 19 Hz

(11 H, m)

        

5

3,4-(OCH3)2

1,594

678

569

3073-2873

1,254

3.08

3.76

5.17

6.75-7.36

3.83, 3.87

5

3,4-(OCH3)2

155.63

43.81

64.89

111.68-149.74

55.94, 55.98

       

J = 25 Hz

J = 30 Hz

J = 19 Hz

(11 H, m)

        

6

4-I

1,595

680

531

3090-2852

-

3.04

3.78

5.21

6.74-6.69

-

6

4-I

156.11

43.52

64.21

93.16-143.45

-

       

J = 24 Hz

J = 29 Hz

J = 20 Hz

(11 H, m)

        

7

4-OCH3

1,596

670

553

3095-2852

1,249

3.07

3.77

5.24

6.75-7.28

3.80

7

4-OCH3

155.81

43.75

64.29

113.57-159.13

55.28

       

J = 25 Hz

J = 31 Hz

J = 18 Hz

(11 H, m)

        

8

4-CH3

1,594

680

546

3095-2854

-

3.07

3.77

5.25

6.71-7.34

2.31

8

4-CH3

156.10

43.72

64.47

111.68-146.48

21.13

       

J = 24 Hz

J = 28 Hz

J = 19 Hz

(11 H, m)