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3 protocols using 1 hexanol

1

Synthesis and Characterization of Polymer Analytes

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TSPP (Mw: 934.99 g mol−1) was purchased from Tokyo Chemical Industry Co., Ltd. (Tokyo, Japan). PSS (Mw: 70.000 g mol−1) and acetone were purchased from Sigma-Aldrich (St. Louis, MO, USA). NH4OH (28 wt% in H2O), which was used to produce the ammonia analyte gas, and pyridine (Py), ethanol, toluene, methanol, and 1-hexanol, which were used as additional analyte gases, were purchased from Wako Pure Chemical Industries (Osaka, Japan). Trimethylamine (TMA, 30% in H2O) and 1-propanol were purchased from Kanto Chemical Co., Ltd. (Osaka, Japan). Triethylamine (TEA) was purchased from Kishida Chemical Co., Ltd. (Osaka, Japan). All chemicals were of analytical grade and were used without further purification. DAR (Mw: ca. 2500 g mol−1) was synthesized according to a previously reported method [25 (link),26 (link)]. Deionized (DI) pure water (18.2 MΩ·cm) was obtained by reverse osmosis, followed by ion exchange and filtration (Aquapuri 541; Young In Scientific, Seoul, Korea).
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2

Synthesis of Diazoacetates and Reagents

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Tetrahydrofuran
(THF) and toluene were dried
over a Na/K alloy and Na, respectively, and distilled before use.
CH2Cl2 was dried over CaH2 and used
without further purification. Cu(acac)2 (TCI; >97%),
Rh2(OAc)4 (AZmax; 99%), RuCl(cod)Cp* (Sigma-Aldrich),
Grubbs first catalyst (Sigma-Aldrich; 97%), 1-hexanol (TCI; >98.0%),
diisopropyl azodicarboxylate (Wako; >90%), triphenylphosphine (Nacalai;
>98.0%), MgCl2 (Nacalai; >97.0%), 1,8-diazabicyclo[5,4,0]-7-undecene
(DBU) (Nacalai; >97.0%), and 1-dodecanol (TCI; >99.0%) were
used as
received without further purification. Tosyl azide,27 4,4′-biphenylenediacetic acid,28 (link) 1,4-phenylenediacetic acid,28 (link),29 (link) and 2,2′-(9,9-dioctyl-9H-fluorene-2,7-diyl)diacetonitrile30 (link) were prepared following the procedures reported in the literatures.
Methyl 2-diazo-2-phenylacetate17 (link) was prepared
using tosyl azide as a diazo transfer agent following a reported general
procedure for this type of diazoketones. Caution! Extra care must
be taken for the preparation and handling of the diazoacetates because
of their potential explosiveness.
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3

Soy-based TVP Flavor Profiling

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Granule-type soy-based TVP was purchased from Marukome Co. Ltd. (Nagano, Japan). CGT (Amano Enzyme Inc., Nagoya, Japan) is a commercially available food-grade product. α-CD, β-CD, and γ-CD were obtained from FUJIFILM Wako Pure Chemical Corporation (Osaka, Japan). Potato starch was purchased from Nippon Star Chemical Co. Ltd. (Osaka, Japan). Hexanal, heptanal, octanal, nonanal, 2-octenal, 2-nonenal, benzaldehyde, 1-hexanol, 1-octen-3-ol, pyrazine, acetic acid, 2-pentylfuran, and furfural were obtained from FUJIFILM Wako Pure Chemical Corporation (Osaka, Japan).
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