A Visual Organic Chemistry Reaction: The Synthesis of 4-Amino-3-nitrobenzoic Acid Methyl Ester via Fischer Esterification

Caleb Kam; Stephan M Levonis; Stephanie S Schweiker

doi:10.1021/acs.jchemed.9b01168

A Visual Organic Chemistry Reaction: The Synthesis of 4-Amino-3-nitrobenzoic Acid Methyl Ester via Fischer Esterification

Caleb Kam
, Stephan M Levonis
, Stephanie S Schweiker^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Research › peer-review

7 Citations (Scopus)

1837 Downloads (Pure)

Abstract

The synthesis of 4-amino-3-nitrobenzoic acid methyl ester is a simple Fischer esterification reaction designed as an experiment for use in an introductory organic chemistry course. The compound was synthesized as a one-pot reaction within 30 min to 16 h, with 1 h producing a workable yield. The bright-yellow solid was purified using liquid–liquid extraction, and the extraction process was monitored by a marked color change. The product was then characterized by 1H and 13C NMR spectroscopy and thin-layer chromatography.

Original language	English
Pages (from-to)	1997-2000
Number of pages	4
Journal	Journal of Chemical Education
Volume	97
Issue number	7
Early online date	23 Jun 2020
DOIs	https://doi.org/10.1021/acs.jchemed.9b01168
Publication status	Published - 14 Jul 2020

Access to Document

10.1021/acs.jchemed.9b01168

A Visual Organic Chemistry Reaction: The Synthesis of 4-Amino-3-nitrobenzoic Acid Methyl Ester via Fischer EsterificationAccepted author manuscript, 583 KBLicence: Other

Cite this

@article{6b3943347f1b44e4805472106ab431ba,

title = "A Visual Organic Chemistry Reaction: The Synthesis of 4-Amino-3-nitrobenzoic Acid Methyl Ester via Fischer Esterification",

abstract = "The synthesis of 4-amino-3-nitrobenzoic acid methyl ester is a simple Fischer esterification reaction designed as an experiment for use in an introductory organic chemistry course. The compound was synthesized as a one-pot reaction within 30 min to 16 h, with 1 h producing a workable yield. The bright-yellow solid was purified using liquid–liquid extraction, and the extraction process was monitored by a marked color change. The product was then characterized by 1H and 13C NMR spectroscopy and thin-layer chromatography.",

author = "Caleb Kam and Levonis, \{Stephan M\} and Schweiker, \{Stephanie S\}",

year = "2020",

month = jul,

day = "14",

doi = "10.1021/acs.jchemed.9b01168",

language = "English",

volume = "97",

pages = "1997--2000",

journal = "Journal of Chemical Education",

issn = "0021-9584",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - A Visual Organic Chemistry Reaction: The Synthesis of 4-Amino-3-nitrobenzoic Acid Methyl Ester via Fischer Esterification

AU - Kam, Caleb

AU - Levonis, Stephan M

AU - Schweiker, Stephanie S

PY - 2020/7/14

Y1 - 2020/7/14

N2 - The synthesis of 4-amino-3-nitrobenzoic acid methyl ester is a simple Fischer esterification reaction designed as an experiment for use in an introductory organic chemistry course. The compound was synthesized as a one-pot reaction within 30 min to 16 h, with 1 h producing a workable yield. The bright-yellow solid was purified using liquid–liquid extraction, and the extraction process was monitored by a marked color change. The product was then characterized by 1H and 13C NMR spectroscopy and thin-layer chromatography.

AB - The synthesis of 4-amino-3-nitrobenzoic acid methyl ester is a simple Fischer esterification reaction designed as an experiment for use in an introductory organic chemistry course. The compound was synthesized as a one-pot reaction within 30 min to 16 h, with 1 h producing a workable yield. The bright-yellow solid was purified using liquid–liquid extraction, and the extraction process was monitored by a marked color change. The product was then characterized by 1H and 13C NMR spectroscopy and thin-layer chromatography.

UR - https://www.scopus.com/pages/publications/85087719978

U2 - 10.1021/acs.jchemed.9b01168

DO - 10.1021/acs.jchemed.9b01168

M3 - Article

SN - 0021-9584

VL - 97

SP - 1997

EP - 2000

JO - Journal of Chemical Education

JF - Journal of Chemical Education

IS - 7

ER -

A Visual Organic Chemistry Reaction: The Synthesis of 4-Amino-3-nitrobenzoic Acid Methyl Ester via Fischer Esterification

Abstract

Access to Document

Other files and links

Fingerprint

Cite this