Experimental section (SI) entry template

A journal-style experimental entry for ethyl 4-aminobenzoate: general procedure, amounts in mass (mmol), yield, Rf, mp, IR, ¹H and ¹³C NMR and HRMS lines in ACS order, labelled as example data.

What the template shows

• The notebook page rewritten as a journal entry: general procedure, then one paragraph per compound
• Supporting Information, Experimental section
• General Procedure A (Fischer esterification).
• The carboxylic acid (1.0 equiv) was suspended in absolute ethanol (1.2 mL per mmol), and conc. H₂SO₄ (0.1 mL per mmol) was added dropwise. The mixture was heated at reflux for 2 h, cooled, poured onto ice-water and basified to pH ≈ 8 with 10% aq. Na₂CO₃. The precipitate was collected by filtration, washed with cold water, dried under vacuum and purified by flash column chromatography (hexane/EtOAc 3:1 → 2:1).
• Ethyl 4-aminobenzoate (2).
• Prepared by General Procedure A from 4-aminobenzoic acid (1) (1.37 g, 9.99 mmol), EtOH (12.0 mL) and H₂SO₄ (1.00 mL, 18.4 mmol). White solid (1.32 g, 80%). Rf = 0.45 (hexane/EtOAc 2:1). mp 89–90 °C (lit. 88–90 °C). IR (ATR) νmax 3424, 3345 (N–H), 1680 (C=O), 1598, 1275 cm⁻¹.
• ¹H NMR (400 MHz, CDCl₃) δ 7.86 (d, J = 8.7 Hz, 2H), 6.64 (d, J = 8.7 Hz, 2H), 4.31 (q, J = 7.1 Hz, 2H), 4.05 (br s, 2H), 1.36 (t, J = 7.1 Hz, 3H).
• ¹³C{¹H} NMR (101 MHz, CDCl₃) δ 166.8, 150.9, 131.6, 120.0, 113.8, 60.3, 14.4.
• HRMS (ESI) m/z: [M + H]⁺ calcd for C₉H₁₂NO₂⁺ 166.0863; found 166.0861.
• Spectroscopic values, yield, mp and Rf: Example data for layout only, not measured results: replace with your own.
• Key points (ACS style)
• Start with a General procedure when several compounds are made the same way; each entry then gives only the amounts and yield.
• Give amounts as mass (mmol) for every reagent and the isolated yield as mass (%), with the physical state.
• Then the data in a fixed order: Rf (with eluent), mp (with lit. value), IR, ¹H NMR, ¹³C NMR, HRMS.
• ¹H NMR: δ (multiplicity, J in Hz, integration, assignment); state the field and solvent once.
• HRMS: ion, formula, calculated and found m/z to four decimal places.
• Follows the ACS Style Guide data order · amounts match the notebook page · every part is editable

Drawn with 12 atoms, 2 shapes – every one editable in MolDraw.

Sources

• Coghill & Garson, The ACS Style Guide, 3rd ed., ACS/OUP 2006 Textbook
• Kanare, Writing the Laboratory Notebook, ACS 1985 Textbook