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[ CAS No. 502-26-1 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 502-26-1
Chemical Structure| 502-26-1
Structure of 502-26-1 *Storage: {[proInfo.prStorage]}

Quality Control of [ 502-26-1 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 502-26-1 ]

SDS

Product Details of [ 502-26-1 ]

CAS No. :502-26-1MDL No. :MFCD01725883
Formula :C18H34O2Boiling Point :-
Linear Structure Formula :-InChI Key :GYDWWIHJZSCRGV-UHFFFAOYSA-N
M.W :282.46Pubchem ID :10396
Synonyms :

Computed Properties of [ 502-26-1 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 502-26-1 ]

Signal Word:WarningClass
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338UN#:
Hazard Statements:H302-H315-H319-H335Packing Group:
GHS Pictogram:

Application In Synthesis of [ 502-26-1 ]

  • Downstream synthetic route of [ 502-26-1 ]

[ 502-26-1 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 112-80-1 ]
  • [ 1227-51-6 ]
  • [ 502-26-1 ]
  • 7
  • [ 629-73-2 ]
  • [ 64-19-7 ]
  • [ 502-26-1 ]
  • 8
  • [ 67-56-1 ]
  • [ 112-80-1 ]
  • [ 502-26-1 ]
  • [ 112-61-8 ]
YieldReaction ConditionsOperation in experiment
General procedure for the preparation of crude PBC-FAs (i.e., oleic-phenol BCFAs): Detailed procedures to convert a potassium-containing zeolite to a protonated cation form (H-ferrierite zeolite) by acid washing were reported previously (Ngo, H. L., et al., Eur. J. Lipid Sci. Technol., 108: 214-224 (2007); Ngo, H. L., et al., Eur. J. Lipid Sci. Technol., 2012, 114, 213-221 (2012)). In general, crude PBC-FAs were prepared by adding a mixture of unsaturated fatty acids or alkyl esters thereof (e.g., OLA; 30 g), phenolic compound(s) (e.g., phenol). 60 g, 6 molar equivalents to, for example, OLA), modified H+-Ferrierite-K zeolite (4.5 g, 15 wt % to, for example, OLA), and deionized water (3.25 mL, 73% to H+-Ferrierite-K) to a 300 mL high pressure stainless steel reactor equipped with a temperature controller and mechanical stirrer. The reactor head had a cooling sleeve (i.e., condenser) attached which allowed the temperature to be set between -5 C. and -20 C. The vessel was sealed, purged with N2 (80 psi, 3×), the headspace was filled with N2 (80 psi), and the mixture was heated with stirring to the desired temperature. Small fractions of the reaction mixture were removed from the reactor at 6 and 24 h for hydrogenation, methylation, and analysis. After 48 h, the heating was discontinued, the mixture was allowed to cool to room temperature, and the system was vented. After removal of the zeolite catalyst by vacuum filtration, samples of the crude mixture (oleic-phenolic BCFAs (FIG. 1)) were subjected to hydrogenation and methylation. It is important to note that the phenolic-branched-chain fatty acid products (FIG. 1, structures 7 and 8) in the crude mixture obtained upon removal of the zeolite catalyst were actually in the saturated form. The subsequent reactions (i.e., hydrogenation and methylation) were performed only for the purpose of analysis. Thus only small amounts of the crude phenolic product were carried on to these next two steps: Hydrogenation was performed with small amounts (approximately 1 wt %) of 5% palladium on carbon (Pd/C) catalyst (Pressure Chemical Co., Pittsburg, Pa.) and hydrogen gas (20 psi, room temperature, 3 h) to give the crude saturated form of the FA mixture. The saturated fatty acid product was then converted to fatty acid methyl esters (FAME) by methylation, which involved treating the product with excess methanol (100 fold molar excess) and a catalytic amount of sulphuric acid at 100 C. for 2 h. After heating, the excess methanol was evaporated and the crude product was diluted with 20 mL hexanes:ethyl acetate (95:5) and neutralized with 20 mL saturated sodium bicarbonate solution. The mixture was transferred to a separatory funnel for extraction. The aqueous phase was back-extracted with hexanes:ethyl acetate (95:5) after which the two solvent phases were combined and washed with the distilled water one more time. The organic phase was dried with magnesium sulfate and solvent was evaporated to give quantitative yield of the desired crude PBC-FAME product. The structures of the crude PBC-FAME mixture can be found in FIG. 1 but in the fatty acid form. The methylated products were then subjected to analysis by various analytical techniques described below.
  • 9
  • [ 112-62-9 ]
  • [ 502-26-1 ]
  • [ 112-61-8 ]
YieldReaction ConditionsOperation in experiment
General procedure for the preparation of crude PBC-FAs (i.e., oleic-phenol BCFAs): Detailed procedures to convert a potassium-containing zeolite to a protonated cation form (H-ferrierite zeolite) by acid washing were reported previously (Ngo, H. L., et al., Eur. J. Lipid Sci. Technol., 108: 214-224 (2007); Ngo, H. L., et al., Eur. J. Lipid Sci. Technol., 2012, 114, 213-221 (2012)). In general, crude PBC-FAs were prepared by adding a mixture of unsaturated fatty acids or alkyl esters thereof (e.g., OLA; 30 g), phenolic compound(s) (e.g., phenol). 60 g, 6 molar equivalents to, for example, OLA), modified H+-Ferrierite-K zeolite (4.5 g, 15 wt % to, for example, OLA), and deionized water (3.25 mL, 73% to H+-Ferrierite-K) to a 300 mL high pressure stainless steel reactor equipped with a temperature controller and mechanical stirrer. The reactor head had a cooling sleeve (i.e., condenser) attached which allowed the temperature to be set between -5 C. and -20 C. The vessel was sealed, purged with N2 (80 psi, 3×), the headspace was filled with N2 (80 psi), and the mixture was heated with stirring to the desired temperature. Small fractions of the reaction mixture were removed from the reactor at 6 and 24 h for hydrogenation, methylation, and analysis. After 48 h, the heating was discontinued, the mixture was allowed to cool to room temperature, and the system was vented. After removal of the zeolite catalyst by vacuum filtration, samples of the crude mixture (oleic-phenolic BCFAs (FIG. 1)) were subjected to hydrogenation and methylation. It is important to note that the phenolic-branched-chain fatty acid products (FIG. 1, structures 7 and 8) in the crude mixture obtained upon removal of the zeolite catalyst were actually in the saturated form. The subsequent reactions (i.e., hydrogenation and methylation) were performed only for the purpose of analysis. Thus only small amounts of the crude phenolic product were carried on to these next two steps: Hydrogenation was performed with small amounts (approximately 1 wt %) of 5% palladium on carbon (Pd/C) catalyst (Pressure Chemical Co., Pittsburg, Pa.) and hydrogen gas (20 psi, room temperature, 3 h) to give the crude saturated form of the FA mixture. The saturated fatty acid product was then converted to fatty acid methyl esters (FAME) by methylation, which involved treating the product with excess methanol (100 fold molar excess) and a catalytic amount of sulphuric acid at 100 C. for 2 h. After heating, the excess methanol was evaporated and the crude product was diluted with 20 mL hexanes:ethyl acetate (95:5) and neutralized with 20 mL saturated sodium bicarbonate solution. The mixture was transferred to a separatory funnel for extraction. The aqueous phase was back-extracted with hexanes:ethyl acetate (95:5) after which the two solvent phases were combined and washed with the distilled water one more time. The organic phase was dried with magnesium sulfate and solvent was evaporated to give quantitative yield of the desired crude PBC-FAME product. The structures of the crude PBC-FAME mixture can be found in FIG. 1 but in the fatty acid form. The methylated products were then subjected to analysis by various analytical techniques described below.
  • 10
  • [ 112-80-1 ]
  • 3-heptadecene [ No CAS ]
  • [ 502-26-1 ]
  • [ 16416-42-5 ]
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