From symmetric glycerol derivatives to dissymmetric chlorohydrins

Carmen Solarte; Marc Escribà; Jordi Eras; Gemma Villorbina; Ramon Canela; Mercè Balcells

doi:10.3390/molecules16032065

From symmetric glycerol derivatives to dissymmetric chlorohydrins

Carmen Solarte, Marc Escribà, Jordi Eras, Gemma Villorbina, Ramon Canela^*, Mercè Balcells

^*Corresponding author for this work

Research output: Indexed journal article › Article › peer-review

7 Citations (Scopus)

Abstract

The anticipated worldwide increase in biodiesel production will result in an accumulation of glycerol for which there are insufficient conventional uses. The surplus of this by-product has increased rapidly during the last decade, prompting a search for new glycerol applications. We describe here the synthesis of dissymmetric chlorohydrin esters from symmetric 1,3-dichloro-2-propyl esters obtained from glycerol. We studied the influence of two solvents: 1,4-dioxane and 1-butanol and two bases: sodium carbonate and 1-butylimidazole, on the synthesis of dissymmetric chlorohydrin esters. In addition, we studied the influence of other bases (potassium and lithium carbonates) in the reaction using 1,4-dioxane as the solvent. The highest yield was obtained using 1,4-dioxane and sodium carbonate.

Original language	English
Pages (from-to)	2065-2074
Number of pages	10
Journal	Molecules
Volume	16
Issue number	3
DOIs	https://doi.org/10.3390/molecules16032065
Publication status	Published - Mar 2011
Externally published	Yes

Keywords

1,4-dioxane
1-butanol
Chlorohydrin esters
Dissymmetry
Glycerol

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10.3390/molecules16032065

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title = "From symmetric glycerol derivatives to dissymmetric chlorohydrins",

abstract = "The anticipated worldwide increase in biodiesel production will result in an accumulation of glycerol for which there are insufficient conventional uses. The surplus of this by-product has increased rapidly during the last decade, prompting a search for new glycerol applications. We describe here the synthesis of dissymmetric chlorohydrin esters from symmetric 1,3-dichloro-2-propyl esters obtained from glycerol. We studied the influence of two solvents: 1,4-dioxane and 1-butanol and two bases: sodium carbonate and 1-butylimidazole, on the synthesis of dissymmetric chlorohydrin esters. In addition, we studied the influence of other bases (potassium and lithium carbonates) in the reaction using 1,4-dioxane as the solvent. The highest yield was obtained using 1,4-dioxane and sodium carbonate.",

keywords = "1,4-dioxane, 1-butanol, Chlorohydrin esters, Dissymmetry, Glycerol",

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T1 - From symmetric glycerol derivatives to dissymmetric chlorohydrins

AU - Solarte, Carmen

AU - Escribà, Marc

AU - Eras, Jordi

AU - Villorbina, Gemma

AU - Canela, Ramon

AU - Balcells, Mercè

PY - 2011/3

Y1 - 2011/3

N2 - The anticipated worldwide increase in biodiesel production will result in an accumulation of glycerol for which there are insufficient conventional uses. The surplus of this by-product has increased rapidly during the last decade, prompting a search for new glycerol applications. We describe here the synthesis of dissymmetric chlorohydrin esters from symmetric 1,3-dichloro-2-propyl esters obtained from glycerol. We studied the influence of two solvents: 1,4-dioxane and 1-butanol and two bases: sodium carbonate and 1-butylimidazole, on the synthesis of dissymmetric chlorohydrin esters. In addition, we studied the influence of other bases (potassium and lithium carbonates) in the reaction using 1,4-dioxane as the solvent. The highest yield was obtained using 1,4-dioxane and sodium carbonate.

AB - The anticipated worldwide increase in biodiesel production will result in an accumulation of glycerol for which there are insufficient conventional uses. The surplus of this by-product has increased rapidly during the last decade, prompting a search for new glycerol applications. We describe here the synthesis of dissymmetric chlorohydrin esters from symmetric 1,3-dichloro-2-propyl esters obtained from glycerol. We studied the influence of two solvents: 1,4-dioxane and 1-butanol and two bases: sodium carbonate and 1-butylimidazole, on the synthesis of dissymmetric chlorohydrin esters. In addition, we studied the influence of other bases (potassium and lithium carbonates) in the reaction using 1,4-dioxane as the solvent. The highest yield was obtained using 1,4-dioxane and sodium carbonate.

KW - 1,4-dioxane

KW - 1-butanol

KW - Chlorohydrin esters

KW - Dissymmetry

KW - Glycerol

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DO - 10.3390/molecules16032065

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SN - 1420-3049

VL - 16

SP - 2065

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JO - Molecules

JF - Molecules

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ER -

From symmetric glycerol derivatives to dissymmetric chlorohydrins

Abstract

Keywords

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