1 methylindole

Dichloromethane,
hexane, pentadecane (C15), heptadecane (C17), N,N-diethylaniline (DEA, 99%), N,N-dibutylaniline (DBA, 99%), quinoleine (Q, 98%), 1-methylindole
(1MI, 97%), 2,6-diisopropylaniline (DPA, 100%), indole (I, 99%), 3-methylindole
(3MI, 98%), carbazole (C, 95%), 4-ethylpyridine (4EPy, 98%), diethylpropionamide
(DEPA, 99%), aniline (A, 99.5%), nitrobenzene (NBz, 99%), 1,2-dimethyl-3-nitrobenzene
(DMNBz, 97%), benzonitrile (BZN, 99.9%), caprylonitrilo (HpCN, 99%),
and caprolactame (CAP, 100%) (see Figure S1) were purchased from Sigma-Aldrich. The Certified Reference Material
D-4629-91-HB-CON, consisting of a nitrogen solution for high boiling
solvents containing carbazole (998 μg N g^–1) in toluene/acetone (9:1), was acquired from AccuStandard. Helium
and the mixture of 0.3% (v/v) O₂ in He were obtained from
Air Liquide and Linde AG, respectively. Real samples, diesel and biomass
pyrolysis oil, were provided by TotalEnergies Raffinage Chimie.

The following compounds (26 compounds) were all purchased from Sigma-Aldrich Co. (St. Louise, MO, USA). Tested coumarins were 8-acetyl-7-hydroxycoumarin, 3-acetyl-6-bromocoumarin, 6-bromo-3-cyano-4-methyl-coumarin, 4-(bromomethyl)-6,7-dimethoxycoumarin, 3-cyano-7-hydroxy-4-methylcoumarin, 3-cyano-4,6-dimethyl-coumarin, coumarin, 4,6-dichloro-3-formylcoumarin, 6,7-dimethoxy-4-methylcoumarin, 5,7-dimethoxycoumarin, 7-ethoxy-4-methylcoumarin, 7-ethoxycoumarin, 4-hydroxy-6,7-dimethyl-coumarin, 7-methoxy-4-methylcoumarin, 6-methoxy-4-methylcoumarin, 7-methoxycoumarin, 7-hydroxy-6-methoxycoumarin, 4-hydroxy-7-methoxy-3-phenyl-coumarin, 6-methoxycoumarin, 5,6,7-trimethoxycoumarin, 6,7-dimethoxycoumarin, 6-methoxy-[7,8-(1-methoxy)methylenedioxy]coumarin, 6,7-(1-methoxy)methylenedioxy coumarin, 6,7,8-trimethoxycoumarin, 7-hydroxycoumarin, and dihydrocoumarin. In addition to these coumarin derivatives, some benzene-fused compounds were also tested for the evaluation of fungal and antiaflatoxigenic activities. 2,3-Dihydrobenzofuran, indole, 1-methyl indole, 2-methyl indole, 3-methyl indole, and 2-phenyl indole were also purchased from Sigma-Aldrich Co. (Figure 1).