Ethyl tetradecanoate

The following compounds were used as authentic standards in the GC-MS and GC-FID assays. Ethyl propanoate (99% purity), 2,3-butanediol isomers (98%), ethyl 2-methylpropanoate (≥ 98%), ethyl 2-methylbutanoate (≥ 98%), n-propyl 2-methylpropanoate (≥ 97%), 4-heptanone (98%), 2-ethyl-1-hexanol (≥ 99.6%), diethyl succinate (99%), 2-bornanone (≥ 97%), methyl dodecanoate (≥ 98%), ethyl dodecanoate (≥ 98%), methyl tetradecanoate (≥ 98%), ethyl tetradecanoate (99%), ethyl (Z)-9-tetradecenoate (97%), ethyl hexadecanoate (≥ 99%), ethyl (Z)-9-octadecenoate (98%) and n-hexane (≥ 97%) were procured from Sigma-Aldrich (St. Louis, MO, USA). Ethyl (Z)-9-hexadecenoate and ethyl (E)-9-octadecenoate, N-(2-methylbutyl)acetamide, N-(3-methylbutyl)acetamide, N-(2-methylbutyl)propanamide, N-(3-methylbutyl)propanamide, N-(2-methylbutyl)-2-methylpropanamide and N-(3-methylbutyl)-2-methylpropanamide, all at ≥ 98.0% purity (by GC), were synthesised previously [53 (link), 55 (link)].

The vegetal material used in this study was Clove (Eugenia caryophyllata) and pepper (Piper nigrum L.) provided by Comercial Cordona from Chihuahua, Mexico. The fatty acid ethyl esters used as co-solvent in the co-hydrodistillation process were ethyl decanoate (C_10, CAS number 110-38-3, 99%, Sigma-Aldrich), ethyl undecanoate (C_11, CAS number 627-90-7, 99%, Sigma-Aldrich), ethyl dodecanoate (C_12, CAS number 106-33-2, 99%, Sigma-Aldrich), and ethyl tetradecanoate (C_14, CAS number 124-06-1, 99%, Sigma-Aldrich). Isolates of Fusarium oxysporum and Aspergillus niger were used in this study. The strains are part of the Fungi Culture Collection of the School of Chemical Sciences.

Ethyl acetate, ethyl 2-methylpropionate, propyl acetate, ethyl propionate, ethyl butyrate, isobutyl acetate, ethyl 2-methylbutyrate, ethyl 3-methyl butyrate, isoamyl acetate, ethyl valerate, butyl butyrate, ethyl hexanoate, isoamyl butyrate, propyl hexanoate, ethyl heptanoate, ethyl lactate, 3-methylbutyl hexanoate, propyl octanoate, ethyl nonanoate, hexyl hexanoate, ethyl 2-furoate, ethyl caprate, ethyl benzoate, ethyl phenylacetate, ethyl laurate, ethyl 3-phenylpropanoate, ethyl tetradecanoate, ethyl pentadecanoate, ethyl palmitate, ethyl oleate, and linoleic acid ethyl ester were obtained from Sigma-Aldrich (Shanghai, China). The internal standard (IS) was 2-octanol (Sigma-Aldrich, Shanghai, China). The linear retention index (RI) was determined with a C7–C30 n-alkane mixture (Sigma-Aldrich, Shanghai, China). All of the reagents used were of analytical grade with a purity of at least 97%, and most with a purity exceeding 99%. A Milli-Q purification system provided pure water (Millipore, Bedford, MA, USA). Sodium chloride (analytical grade) and absolute ethanol (analytical grade) were obtained from Sino-pharm Chemical Reagent Co., Ltd (Shanghai, China).