Microwave assisted esterification using Fe2(SO4)3.4H2O/concentrated H2SO4 as efficient catalyst

Desai, Krunal G.; Desai, Kishor R.; Padmanabhan, D.

doi:10.3390/M478

Open AccessShort Note

Microwave assisted esterification using Fe2(SO4)3.4H2O/concentrated H2SO4 as efficient catalyst

by

Krunal G. Desai

^1,*,

Kishor R. Desai

¹ and

D. Padmanabhan

²

¹

Department of Chemistry, Synthetic Organic Chemistry Research Laboratory, Veer Narmad South Gujarat University, Surat-395 007 (Gujarat), India

²

Board of Radiation and Isotope Technology, Vashi Complex, Navi Mumbai-400 705 (Maharastra), India

^*

Author to whom correspondence should be addressed.

Molbank 2006, 2006(3), M478; https://doi.org/10.3390/M478

Submission received: 27 June 2005 / Accepted: 6 September 2005 / Published: 31 March 2006

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Keywords:

esterification; Fe₂(SO₄)₃.4H₂O/con.H₂SO₄ as catalyst; microwave effect

2, 4-D 1 (0.221 g, 1 m mole), Fe₂(SO₄)₃.4H₂O (0.423 g, 1 m mole) and conc. H₂SO₄ (0.098 mL) in absolute methanol (20 mL) was taken in RBF placed in a microwave oven and irradiated (300w, 67-68^oC) for 5 min [1]. Upon completion of reaction (monitored by TLC), using petroleumether-ethylacetate (8:2) as the eluent solvent system. The reaction mixtures was allowed to attain room temperature, after the completion of reaction the solvent was removed by vacuum distillation and treated with cold water. The liquid product separated washed with water to furnish compound 2, yield 90%.

Melting point: 134-136 ^oC

IR (KBr) (cm^-1): 1722 (>C=O of ester), 1225, 1044 (C-O-C), 3023 (C-H, aromatic ring), 1510 (C=C, aromatic ring), 825 (Ar-Cl).

¹H-NMR (CDCl₃-DMSO-d₆) (400 MHz): δ= 6.70-7.90 (3H, m, Ar-H), 4.0 (3H, s, -COOCH₃), 4.46 (2H, s, -CH₂).

¹³C-NMR (CDCl₃-DMSO-d₆) (62.90 MHz): δ= 115.29-134.1 (aromatic carbons), 170 (>C=O of ester), 20 (-COOCH₃), 35 (-CH₂).

MS (m/z): 235 (M⁺) (C₉H₈O₃Cl₂⁺), 204 (C₈H₅O₂Cl₂⁺), 176 (C₇H₅OCl₂⁺), 59 (C₂H₃O₂⁺), 31 (CH₃O⁺).

Elemental Analysis: Calculated for C₉H₈O₃Cl₂: C 45.95, H 3.40; found: C 45.98, H 3.43.

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

Acknowledgment

The authors thank the Veer Narmad South Gujarat University, Surat for providing research facilities and one of the author (Krunal Desai) is thankful to the Gujarat Council On Science & Technology, Gandhinagar for financial support (Grant No. GUJCOST/200389/MRP/2003-04/10689). Authors are also thankful to CDRI, Lucknow for providing spectral and analytical data of the compounds. Authors are also thankful to Board of Radiation and Isotope Technology (BARC), Navi Mumbai.

References

Desai, K. G.; Desai, K. R. Indian J. Chem. (Sec-B). 2005. (In Press)

Sample Availability: Available from MDPI.

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Desai, K.G.; Desai, K.R.; Padmanabhan, D. Microwave assisted esterification using Fe2(SO4)3.4H2O/concentrated H2SO4 as efficient catalyst. Molbank 2006, 2006, M478. https://doi.org/10.3390/M478

AMA Style

Desai KG, Desai KR, Padmanabhan D. Microwave assisted esterification using Fe2(SO4)3.4H2O/concentrated H2SO4 as efficient catalyst. Molbank. 2006; 2006(3):M478. https://doi.org/10.3390/M478

Chicago/Turabian Style

Desai, Krunal G., Kishor R. Desai, and D. Padmanabhan. 2006. "Microwave assisted esterification using Fe2(SO4)3.4H2O/concentrated H2SO4 as efficient catalyst" Molbank 2006, no. 3: M478. https://doi.org/10.3390/M478

APA Style

Desai, K. G., Desai, K. R., & Padmanabhan, D. (2006). Microwave assisted esterification using Fe2(SO4)3.4H2O/concentrated H2SO4 as efficient catalyst. Molbank, 2006(3), M478. https://doi.org/10.3390/M478

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