The chemicals were purchased from Sigma-Aldrich Chemie GmbH (Switzerland), Givaudan (Switzerland), Honeywell (Germany) and, Chemrise (Germany): dimethyl trisulfide (Aldrich W327506), ethanol (Aldrich 02860), ethyl butanoate (Aldrich W242705), 3-methylbutanal (Aldrich W269204), oct-1-en-3-ol (Aldrich W280518), oct-1-en-3-one (Aldrich W351504), 2-phenylethanol (Aldrich 77861), hexanal (Aldrich 115606), allyl sulfide (Aldrich A35801), 2-phenylethanol (Aldrich 77861), pentane-2,3-dione (Aldrich W284106), butanoic acid (Aldrich W222119), polyethylene glycol 200 (Aldrich P3015), ethyl heptanoate (Aldrich W243701), isoamyl acetate (Aldrich W205508), furfural (Aldrich W248908), acetyl-3-methyl pyrazine (Aldrich W396400), 3-ethyl phenol (Aldrich 04688), acetone (Honeywell 34850), Methanol (Honeywell 34860-1L), δ-octalactone (Aldrich w321405), δ-nonalactone (Aldrich), δ-decalactone (Aldrich W236101K), δ-undecalactone (Aldrich W239401K), δ-dodecalactone (Aldrich W320109K), δ-tetradecalactone (Aldrich W359009), γ-octalactone (Aldrich W279617), γ-decalactone (Aldrich W236012), and γ-dodecalactone (Givaudan 269352). δ-octadecalactone was provided by Nestlé (Konolfingen, Switzerland) in form of a 2 mg/mL solution in ethanol.
2 phenylethanol
Manufactured by Merck Group
Sourced in Germany, United States, Poland, United Kingdom
2-phenylethanol is a chemical compound used in various laboratory applications. It is a clear, colorless liquid with a rose-like odor. 2-phenylethanol is commonly used as a precursor in chemical synthesis and as a fragrance ingredient.
Automatically generated - may contain errors
Lab products found in correlation
Linalool, by Merck Group (12 mentions)
Benzyl alcohol, by Merck Group (11 mentions)
3 methyl 1 butanol, by Merck Group (10 mentions)
Phenylacetaldehyde, by Merck Group (9 mentions)
Ethyl octanoate, by Merck Group (9 mentions)
Ethyl acetate, by Merck Group (9 mentions)
Benzaldehyde, by Merck Group (9 mentions)
Ethyl hexanoate, by Merck Group (9 mentions)
Geraniol, by Merck Group (9 mentions)
3 methylbutanal, by Merck Group (8 mentions)
Vanillin, by Merck Group (7 mentions)
Hexanoic acid, by Merck Group (7 mentions)
Isoamyl acetate, by Merck Group (7 mentions)
Hexanal, by Merck Group (7 mentions)
3 methylbutanoic acid, by Merck Group (6 mentions)
Limonene, by Merck Group (6 mentions)
1 butanol, by Merck Group (6 mentions)
Ethyl butanoate, by Merck Group (6 mentions)
Ethyl decanoate, by Merck Group (6 mentions)
1 hexanol, by Merck Group (6 mentions)
49 protocols using 2 phenylethanol
1
Synthesis of Flavor Compounds
2
Chemical Compound Sourcing for Research
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Fructose (99%) and tannic acid (95%) were purchased from J.T. Baker (Avantor; Radnor, PA, USA). Tartaric acid (99.7%) was provided by Chem-Lab (Eernegem, West-Vlaanderen, Belgium), and caffeine (99.2%) by ACEF (Piacenza, Italy). 2-Phenylethanol (≥99%), citral (95%), linalool (97%), 1-octen-3-one (96%), cis-3-hexen-1-ol (≥98%), ethyl butyrate (≥99%), damascenone (1.1–1.4 wt.%), benzaldehyde (≥99.5%), isoamyl acetate (≥95%), gamma-dodecalactone (≥97%), sotolone (≥97%), 4-ethylguaiacol (≥98%), 4-ethylphenol (99%), eucalyptol (99%), furaneol (≥98%), ethyl caproate (≥99%), eugenol (≥98%), citronellol (95%), phenylacetaldehyde (≥95%), furfuryl acetate (≥98%), 2,4,6-trichloroanisole (99%), 2-methyl-1-propanol (99.5%), methanethiol (≥98%) were all provided by Sigma-Aldrich (St. Louis, MO, USA). Ethanol (food grade, 70%) was supplied by ITW Reagents (Milano, Italy). Tanin VR colour, Tanin VR grape, Tanin plus, Tanin galalcool were all purchased from Laffort (Bordeaux, France).
3
Chemical Reagent Preparation and Characterization
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Benzyl alcohol, benzaldehyde, benzylbenzoate, methylbenzoate, 2-phenylethanol, phenylacetaldehyde, eugenol, isoeugenol, vanillin, 6-(p-toluidino)−2-naphthalenesulfonic acid sodium salt (TNS), toluidine blue, n-tetracosane, l -phenylalanine, and naphthalene were purchased from Sigma-Aldrich (http://www.sigmaaldrich.com ).
4
Analytical Standards for Flavor and Fragrance Research
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Octan-2-ol (97%), 1-hexanol (99%), cis-3-hexenol (98%), trans-3-hexenol (97%), vanillin (99%), 2,6-dimethoxyphenol (99%), linalool (97%), terpinen-4-ol (≥95%), α-terpineol (90%), nerol (≥97%), geraniol (98%), linalool oxide (≥97%), β-citronellol (95%), p-cymene (99%), terpinolene (≥85%), γ-terpinene (≥97%), limonene (97%), 1,8-cineole (99%), 1,4-cineole(≥98.5%), β-damascenone (≥98%), isoamyl alcohol (98%), benzyl alcohol (≥99%), 2-phenylethanol (≥99%), ethyl acetate (99%), ethyl butanoate (99%), ethyl 3-methyl butanoate (≥98%), isoamyl acetate (≥95%), ethyl hexanoate (≥95%), phenylethyl acetate (99%), n-hexyl acetate (≥98%), ethyl lactate (≥98%), ethyl octanoate (≥98%), ethyl decanoate (≥98%), hexanoic acid (≥99%), octanoic acid (≥98%), α-phellandrene (95%), p-menthane-1,8-diol (97%), 3-methylbutanoic acid (99%), α-ionone (90%), 1-pentanol (99%), 1-butanol (≥99%), 2-butanol (≥99%), ethyl guaiacol (≥99%), vinyl guaiacol (≥98%), methyl-vanillate (99%), ethyl vanillate (99%), were supplied by Sigma Aldrich (Milan, Italy). Dichloromethane (≥99.8%) and methanol (≥99.8%), were provided by Honeywell (Seelze, Germany). Sodium chloride (≥99.5%) was supplied by Sigma Aldrich (Milan, Italy).
5
Comprehensive Flavor Compound Reference Protocol
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Reference standards (+) -β-Pinene (≥98.5%), 1-Octen-3-ol, borneol (≥95%), butyric acid (≥99.5%), citral (≥95%), cis-3-hexen-1-ol (≥98%), diacetyl, dimethyl sulphide, dimethyl trisulphide (≥98.5%), 3-methylbutanal (≥97%), 2-methylbutanal (≥95%), ethyl 2-methylbutanoate (99%), ethyl 2-methylpentanoate (internal standard, ≥99%), ethyl-3-methylbutanoate (≥98%), 3-methylbutyl-2-methylpropanoate (≥98%), 2-methylbutyl-2-methylpropanoate (≥95%), and ethyl cinnamate (99%), ethyl 2-methylpropanoate (≥99%), ethyl 3-methylbutanoate (≥98%), ethyl 4-methylpentanoate (≥97%), ethyl butanoate (≥99,5%), ethyl hexanoate (≥99.5%), eugenol (99.6%), furaneol (≥99%), geraniol (≥99%), hexanol (≥99%), 3-methylbutyl acetate (≥97%), linalool (97%), menthol (99%), methyl nonanoate (≥99.8%), myrcene (≥90%), geranyl acetate (≥97%), dimethyl disulphide (≥90%), limonene (97%), hexanal (≥98%), 3-hexenol (≥95%), 2-phenyl ethanol (≥99%), β-caryophyllene (≥80%), α-humulene (≥96%), humulene oxide, S-methyl 5-methylpentanthioate S-methyl hexanthioate, S-methyl 4-methylpentanoate and theaspirane (≥90%) were purchased from Sigma Aldrich (St. Louis, MO, USA).
6
Flavor Compound Isolation and Synthesis
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The following compounds, 2-methylpropanal, 2,3-butanedione, 3-methylbutanal, methional, 2-acetylfuran, 1-octen-3-one, 1-octen-3-ol, (E)-2-nonenal, (E,Z)-2,6-nonadienal, 2-acetylpyrazine, 2-acetyl-2-thiazoline, 2-ethyl-3,5(and 6)-dimethylpyrazine, (E,E)-2,4-decadienal, 1-hexanol, 2-phenylethanol, salicylaldehyde, p-vinylguaiacol, ethyl nonanoate, and ethyl octanoate were purchased from Sigma Aldrich (St. Louis, MO, USA). 2-Ethyl-3,5-dimethylpyrazine and 2-ethyl-3,6-dimethylpyrazine were separated using preparative GC and [2H3]-2-Acetyl-1-pyrroline and [2H4]-2-acetyl-2-thiazoline were synthesized as previously described [37 (link)]. 3-Methyl-1-butanol, guaiacol, and 2-methyl-3-heptanone were purchased from Tokyo Chemical Industry (TCI; Portland, OR, USA). 2,3-Diethyl-5-methylpyrazine, butylated hydroxytoluene (BHT), ethanol (200 proof) and dichloromethane were purchased from Fisher Scientific (Pittsburgh, PA, USA). Sodium bicarbonate and anhydrous sodium sulfate were purchased from Avantor (Center Valley, PA, USA).
7
Volatile Organic Compounds Analysis by HS-SPME-GC-MS
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All reagents utilized in this assay were of analytical quality. Sodium chloride (NaCl, 99.5%), and calcium chloride (CaCl2, >99.0%) were obtained from Panreac (Spain, Barcelona). Ultrapure water was supplied from a Milli-Q® system (Millipore); the 3-octanol used as internal standard and other VOCs for identification, namely, 1-butanol, 1-heptanol, 1-octanol, 1-propanol, (E)-2-hexenal, 2-methyl-butanal, 2-ethyl-1-hexanol, 2-methyl-1-propanol, 2-phenylethanol, acetaldehyde, benzaldehyde, ethanol, ethyl acetate, ethyl butanoate, ethyl decanoate, ethyl hexanoate, ethyl octanoate, ethyl propanoate, ethyl 3-hydroxybutanoate, hexyl acetate, and pentanal with purity up to 98% were acquired from Sigma Aldrich (Madrid, Spain). Helium gas purity of 5.0 (Air Liquide, Portugal) was utilized as the GC carrier gas. Solid-phase microextraction holder and divinylbenzene/carboxen/polydimethylsiloxane (DVB/CAR/PDMS) fiber were supplied from Supelco (Bellefonte, PA, USA). The Kovats index (KI) was calculated by the injection of a series of C8 to C20 straight-chain n-alkanes (at 40 mg L−1 in n-hexane) produced by Fluka (Buchs, Switzerland).
8
Enzymatic Synthesis of Aromatic Compounds
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l -Phenylalanine (99%), 2-phenylethanol (99%), phenylacetaldehyde (90%), shikimic acid (99%), sodium phenylpyruvate (powder), chorismic acid barium salt (≥ 80%), o-toluic acid (99%), m-toluic acid (99%), p-fluoro-dl -phenylalanine (FPA) (98%), ViscozymeRl -cellulolytic enzyme mixture and ethylmethanesulfonate (EMS) were purchased from Sigma-Aldrich (Merck). Acetonitrile (HPLC grade), d -( +)-xylose and d- ( +)-glucose were provided by VWR Chemicals (France).
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9
Antioxidant and Antimicrobial Compounds
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2,2′-azinobis(3-ethylbenzthiazolin-6-sulfonate) (ABTS), 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (TROLOX), 4-methylcatechol, and 2-phenylethanol were obtained from Sigma-Aldrich (Seelze, Germany). Potassium persulphate and absolute ethanol were purchased from Carlo ERBA Reagents (Val de Reuil, France). Sodium hydroxide was purchased from VWR (Leuven, Belgium). Sodium phosphate was purchased from Acros Organics (Geel, Belgium). Sodium dihydrogen phosphate anhydrous was purchased from Scharlau (Barcelona, Spain). Plate count agar (PCA) and rose bengal chloramphenicol agar (RBCA) were acquired from Liofilchem (Teramo, Italy), while Ringer tablets were purchased from Merck (Darmstadt, Germany). Food-grade ascorbic acid (AA) was kindly supplied by Nutre (Vagos, Portugal).
10
Synthesis of Heterocyclic Compounds
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2,4,6-Trichloro-1,3,5-triazine (cyanuric chloride, TCT), sec-butyl amine, 3-methyl-2-butanthiol and 2-phenyl ethanol, and diisopropylethylamine were purchased from Sigma-Aldrich (Sigma-Aldrich, Germany). The solvents used were of analytical and HPLC reagent grade. Magnetic resonance spectra (1H and 13C) were recorded with Bruker 400 MHz, and chemical shift values are reported in δ units (ppm) using TMS as internal standard. Follow-up of the reactions and checks of the purity of the compound were done by TLC on silica-gel-protected aluminum sheets 60 F254 (Merck), and the spots were detected by exposure to UV light at λ = 254 nm. Analytical HPLC was performed on an Agilent 1100 system using a Phenomenax C18 column (3 μm, 4.6 × 50 mm) by dissolving the sample in CH3CN only. Chemstation software was used for data processing. Buffer A: 0.1% TFA in H2O, buffer B: 0.1% TFA in CH3CN were used in HPLC. LCMS was performed on a Shimadzu 2020 UFLC using a YMC- Triart C18 (5 μm, 4.6 × 150 mm) column, and data processing was carried out using Lab Solution software. Buffer A: 0.1% formic acid in H2O, buffer B: 0.1% formic acid in CH3CN.
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