eknath m. gayakwad, vilas v. patil and ganapati s ... · new journal of chemistry...

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New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad, Vilas V. Patil and Ganapati S. Shankarling* Address: Department of Dyestuff Technology, Institute of Chemical Technology, N. P. Marg, Matunga, Mumbai - 400019, India; Tel.: 91-22-33612708; Fax: 91-22-33611020E; mail- [email protected] Supporting information Sr. no. Content Page no. 1 FTIR Spectra 2-17 2 GC-MS and MS Spectra 18-33 3 1 H NMR Spectra 34-49 Electronic Supplementary Material (ESI) for New Journal of Chemistry. This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2015

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Page 1: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide

Eknath M. Gayakwad, Vilas V. Patil and Ganapati S. Shankarling*

Address: Department of Dyestuff Technology, Institute of Chemical Technology, N. P. Marg, Matunga,

Mumbai - 400019, India;

Tel.: 91-22-33612708; Fax: 91-22-33611020E; mail- [email protected]

Supporting information

Sr. no. Content Page no.

1 FTIR Spectra 2-17

2 GC-MS and MS Spectra 18-33

3 1H NMR Spectra 34-49

Electronic Supplementary Material (ESI) for New Journal of Chemistry.This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2015

Page 2: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

2) FTIR Spectra,GC-MS and MS Spectra,1H NMR Spectra

FTIR Spectra

1) (methylsulfinyl)benzene (2a)

Page 3: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

2) (methylsulfonyl)benzene (3a)

Page 4: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

3) Sulfinyldibenzene (2b):

Page 5: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

4) 2-(benzylsulfinyl) aceticacid(2c)

Page 6: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

5) (benzylsulfonyl)acetic acid (3c):

Page 7: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

6) Ethyl 2-benzylsulfonyl)acetate (3d)

Page 8: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

7) 2-(benzylsulfinyl) ethanol (2e):

Page 9: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

8) 2-(benzylsulfonyl) ethanol (3e):

Page 10: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

9) 10-butyl-10H-phenothiazine 5-oxide (2f):

Page 11: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

10)10-butyl-10H-phenothiazine 5,5-dioxide (3f):

Page 12: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

11) 10-hexyl-10H-phenothiazine-3-carbaldehyde 5-oxide(2g)

Page 13: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

12) 10-hexyl-10H-phenothiazine-3-carbaldehyde 5, 5-dioxide (3g)

Page 14: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

13) 1-methoxy-4-(methylsulfinyl)benzene (2h)

Page 15: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

14) 1-methoxy-4-(methylsulfonyl)benzene (3h):

Page 16: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

15) 1-(methylsulfinyl)-4-nitrobenzene(2i)

Page 17: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

16) 1-(methylsulfonyl)-4-nitrobenzene(3i)

Page 18: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

EIMS/GCMS Spectra

1) (methylsulfinyl)benzene (2a)

Page 19: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

2) (methylsulfonyl)benzene (3a)

Page 20: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

3) Sulfinyldibenzene (2b)

Page 21: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

4) 2-(benzylsulfinyl)acetic acid(2c)

Page 22: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

5) 2-(benzylsulfonyl)acetic acid (3c)

Page 23: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

6) Ethyl 2-benzylsulfonyl)acetate(3d)

Page 24: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

7) 2-(benzylsulfinyl) ethanol (2e)

Page 25: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

8) 2-(benzylsulfonyl) ethanol (3e)

Page 26: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

9) 10-butyl-10H-phenothiazine 5-oxide (2f)

Page 27: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

10) 10-butyl-10H-phenothiazine 5,5-dioxide (3f

Page 28: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

11) 10-hexyl-10H-phenothiazine-3-carbaldehyde 5-oxide(2g)

20 MIN FOL_140731152018 #17 RT: 0.17 AV: 1 NL: 9.72E2T: + c ESI Full ms [ 300.00-400.00]

300 310 320 330 340 350 360 370 380 390 400

m/z

0

50

100

150

200

250

300

350

400

450

500

550

600

650

700

750

800

850

900

950

Inte

nsi

ty

312.42

311.29

328.02

370.91

314.00

Page 29: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

12) 10-hexyl-10H-phenothiazine-3-carbaldehyde 5, 5-dioxide (3g)

Page 30: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

13) 1-methoxy-4-(methylsulfinyl)benzene (2h)

Page 31: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

14) 1-methoxy-4-(methylsulfonyl)benzene (3h)

Page 32: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

15) 1-(methylsulfinyl)-4-nitrobenzene(2i)

Page 33: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

16) 1-(methylsulfonyl)-4-nitrobenzene(3i)

Page 34: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

1H-NMR

1) (methylsulfinyl)benzene (2a)

Page 35: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

2) (methylsulfonyl)benzene (3a

Page 36: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

3) Sulfinyldibenzene (2b)

Page 37: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

4) 2-(benzylsulfinyl)acetic acid(2c)

Page 38: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

5) 2-(benzylsulfonyl)acetic acid (3c)

Page 39: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

6) Ethyl 2-benzylsulfonyl)acetate(3d)

Page 40: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

7) 2-(benzylsulfinyl) ethanol (2e)

Page 41: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

8) 2-(benzylsulfonyl) ethanol (3e)

Page 42: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

9) 10-butyl-10H-phenothiazine 5-oxide (2f)

Page 43: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

10) 10-butyl-10H-phenothiazine 5,5-dioxide (3f)

Page 44: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

11) 10-hexyl-10H-phenothiazine-3-carbaldehyde 5-oxide(2g)

Page 45: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

12) 10-hexyl-10H-phenothiazine-3-carbaldehyde 5, 5-dioxide (3g)

Page 46: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

13) 1-methoxy-4-(methylsulfinyl)benzene (2h)

Page 47: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

14) 1-methoxy-4-(methylsulfonyl)benzene (3h)

Page 48: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

15) 1-(methylsulfinyl)-4-nitrobenzene(2i

Page 49: Eknath M. Gayakwad, Vilas V. Patil and Ganapati S ... · New Journal of Chemistry Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide Eknath M. Gayakwad,

New Journal of Chemistry

16) 1-(methylsulfonyl)-4-nitrobenzene(3i)