Triethyl citrate

Triethyl citrate^[1]
	File:Triethyl citrate.png
Names
	Preferred IUPAC name Triethyl 2-hydroxypropane-1,2,3-tricarboxylate
	Other names Ethyl citrate; E1505; Citric acid ethyl ester; Triethyl citrate;
Identifiers
CAS Number	77-93-0 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL464988 ☒;
ChemSpider	13850879 ☒;
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EC Number	201-070-7;
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
PubChem CID	6506;
UNII	8Z96QXD6UM ;
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	InChI InChI=1S/C12H20O7/c1-4-17-9(13)7-12(16,11(15)19-6-3)8-10(14)18-5-2/h16H,4-8H2,1-3H3 ☒ Key: DOOTYTYQINUNNV-UHFFFAOYSA-N ☒; InChI=1/C12H20O7/c1-4-17-9(13)7-12(16,11(15)19-6-3)8-10(14)18-5-2/h16H,4-8H2,1-3H3 Key: DOOTYTYQINUNNV-UHFFFAOYAG;
	SMILES CCOC(=O)CC(CC(=O)OCC)(C(=O)OCC)O;
Properties
Chemical formula	C12H20O7
Molar mass	276.283 g/mol
Appearance	Oily liquid
Density	1.137 g/mL at 25 °C
Melting point	−55 °C (−67 °F; 218 K)
Boiling point	294 °C (561 °F; 567 K) at 1 atm; 235 °C at 150 mmHg
Solubility in water	65 g/L
Magnetic susceptibility (χ)	−161.9·10−6 cm3/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒ verify (what is ☒ ?) Infobox references

Triethyl citrate is an ester of citric acid. It is a colorless, odorless liquid used as a food additive, emulsifier and solvent (E number E1505)^[4] to stabilize foams, especially as whipping aid for egg white.^[5] It is also used in pharmaceutical coatings and plastics.^[6]

Triethyl citrate is also used as a plasticizer for polyvinyl chloride (PVC) and similar plastics.^[7]

Triethyl citrate has been used as a pseudo-emulsifier in e-cigarette juices.^[8] It functions essentially like lecithin used in food products, but with the possibility of vaporization which lecithin does not have.

References

^ Triethyl citrate at Sigma-Aldrich
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^ ^a ^b Record of Triethyl citrate in the GESTIS Substance Database of the Institute for Occupational Safety and Health
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^ Pharmaceutical Coatings Bulletin 102-4, morflex.com
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[1] Triethyl citrate at Sigma-Aldrich

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[itrust-3] Record of Triethyl citrate in the GESTIS Substance Database of the Institute for Occupational Safety and Health

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[6] Pharmaceutical Coatings Bulletin 102-4, morflex.com

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[8] Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).

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Names
File:Triethyl citrate.png
Preferred IUPAC name Triethyl 2-hydroxypropane-1,2,3-tricarboxylate
Other names Ethyl citrate E1505 Citric acid ethyl ester Triethyl citrate^[2]
Identifiers
CAS Number	77-93-0^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL464988^☒N
ChemSpider	13850879^☒N
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
EC Number	201-070-7
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
PubChem CID	6506
UNII	8Z96QXD6UM^Y
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
InChI InChI=1S/C12H20O7/c1-4-17-9(13)7-12(16,11(15)19-6-3)8-10(14)18-5-2/h16H,4-8H2,1-3H3^☒N Key: DOOTYTYQINUNNV-UHFFFAOYSA-N^☒N InChI=1/C12H20O7/c1-4-17-9(13)7-12(16,11(15)19-6-3)8-10(14)18-5-2/h16H,4-8H2,1-3H3 Key: DOOTYTYQINUNNV-UHFFFAOYAG
SMILES CCOC(=O)CC(CC(=O)OCC)(C(=O)OCC)O
Properties
Chemical formula	C₁₂H₂₀O₇
Molar mass	276.283 g/mol
Appearance	Oily liquid
Density	1.137 g/mL at 25 °C
Melting point	−55 °C (−67 °F; 218 K)^[3]
Boiling point	294 °C (561 °F; 567 K) at 1 atm 235 °C at 150 mmHg
Solubility in water	65 g/L^[3]
Magnetic susceptibility (χ)	−161.9·10⁻⁶ cm³/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒N verify (what is ^Y☒N ?) Infobox references

Triethyl citrate

References

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