Sodium dodecylsulphate catalyzed hetero-aromatic nitrogen base promoted chromium(VI) oxidation of 2-propenol to 2-propenal in aqueous media
Pintu Sar, Aniruddha Ghosh, Susanta Malik and Bidyut Saha*
Homogeneous Catalysis Laboratory, Department of Chemistry, The University of Burdwan, Golapbag, Burdwan, Pin 713104, WB, India.
*Corresponding author, E-mail Id: (B. Saha) Mobile +91 9476341691, Tel: +91-342-2533913 (O), Fax: +91-342-2530452 (O)
Supplementary materials
Figure S1. Representative plot of -ln(Abs.) vs time at regular time interval (1 min).
Figure S2. IR spectrum of 2,4-DNP derivative of oxidized product.`
Table S1IR peak table of the 2,4-DNP derivative of the oxidation product
Peak / Assignments [25] / Peak / Assignments [25]
3279 / N- H symmetric stretching / 1135 / C- H in-plane bending
3093 / C- H stretching / 1085 / C- C- C trigonal bending
1586, 1615 / C=N stretching / 926 / C- C ring breathing
1516, 1419 / C- C stretching / 831 / NO2 scissoring
1329 / N- O symmetric stretching / 742 / NO2 wagging
1270, 1215 / C- N stretching / 514 / C- C- C out-of-plane bending
Figure S3. UV-visible spectrum of reaction mixture without promoter after completion of reaction: [Cr(VI)]T = 5 × 10-4 mol dm-3, [H2SO4] = 0.5 mol dm-3, [2-propenol]T = 0.0 mol dm-2 (for a), 1.5 × 10-2 mol dm-3(for b), 3.0 × 10-2 mol dm-3 (for c).
Table S2Effect of variation of [2-propenol] and [H+] on the pseudo first order rate constant kobs and t1/2 value at temperature 303 K.
102 × [2-propenol] mol dm-3 / 103 × [Cr(VI)] mol dm-3 / 103 × [H2SO4] mol dm-3 / 104 × kobs
[s-1] / t1/2
[h]
7.5 / 0.5 / 14.702 ± 0.02 / 0.130
6.0 / 0.5 / 13.800 ± 0.01 / 0.139
4.5 / 0.5 / 11.101 ± 0.02 / 0.173
3.0 / 0.5 / 7.521 ± 0.04 / 0.256
1.5 / 0.5 / 0.5 / 3.308 ± 0.03 / 0.582
1.5 / 0.6 / 4.398 ± 0.04 / 0.438
1.5 / 0.7 / 5.198 ± 0.06 / 0.370
1.5 / 0.8 / 5.776 ± 0.05 / 0.333
1.5 / 0.9 / 7.165 ± 0.04 / 0.268
1.5 / 1.0 / 7.770 ± 0.03 / 0.247
Table S3
A comparative study of different catalysts used the conversion of 2-propenol to 2-propenal.
Entry / Oxidant / Ref. / Conditions / 104 × Rate constant
1 / [QnCC] / [20] / [2-propenol] = 2.0 × 10-2 mol dm-3 , [HClO4] = 0.1mol dm-3 , AcOH-H2O (% v/v) = 40, Temp = 313 K. / 4.87
[s-1]
2 / BrO3- / [19] / [2-propenol] = 4.0 × 10-3 mol dm-3, [H2SO4] = 1.0 × 10-2 mol dm-3 , [Ru(III)] = 2.0 × 10-4 mol dm-3, Temp = 313 K. / 5.20
[s-1]
3 / IDC / [21] / [2-propenol] = 2.5 × 10-3 mol dm-3, [HClO4] = 0.005 mol dm-3 , AcOH-H2O (% v/v) = 40, Temp = 313 K. / 6.53
[s-1]
4 / Pdcoll / [37] / [2-propenol] = 40 × 10-3 mol dm-3, [HClO4] = 0.2 mol dm-3, [Pd2+aq] = 5.0 × 10-5 mol dm-3, Temp = 328 K, [Gas] = [O] = 9.0 × 10-3 mol dm-3. / 0.0012
[l2 mol-2 s-1]
5 / K2Cr2O7 / Present work / [2-propenol] = 40 × 10-3 mol dm-3 , [H2SO4] = 0.5 10-3 mol dm-3, SDS = 14 × 10-3 mol dm-3, bipy = 40 × 10-3 mol dm-3, Temp = 303 K. / 49.552
[s-1]