CAS number: 77-93-0
EC number: 201-070-7
Chemical formula: HOC(COOC₂H₅)(CH₂COOC₂H₅)₂
Molar Mass: 276.29 g/mol
Triethyl citrate is an ester of citric acid.
Triethyl citrate is a colorless, odorless liquid used as a food additive (E number E1505) to stabilize foams, especially as whipping aid for egg white.
Triethyl citrate is also used in pharmaceutical coatings and plastics.
Triethyl citrate is also used as a plasticizer for polyvinyl chloride (PVC) and similar plastics.
Triethyl citrate has been used as a pseudo-emulsifier in e-cigarette juices.
Triethyl citrate functions essentially like lecithin used in food products, but with the possibility of vaporization which lecithin does not have.
Triethyl citrate is an ester of Citric Acid.
Connect Chemicals is offering different grades of this product suitable for industrial as well as food and pharma applications.
Triethyl citrate (Ethyl citrate, E1505, Citric acid ethyl ester) is used in pharmaceutical coatings and plastics.
Applications of Triethyl citrate:
Triethylcitrate is used as plasticizer in e.g. adhesives, inks, sealants, plastics and coatings.
Here Triethyl citrate does primarily reduce hardness of polymers and can be further used to regulate viscosity.
In the personal care industry Triethyl citrate is used as solvent or diluent as well as a fixative for perfumes.
As an active ingredient Triethyl citrate can be also used in deodorants.
For use in cosmetics of Triethyl citrate, Connect Chemicals does offer a grade based on natural raw materials only.
Triethyl citrate can be also used as flavor or flavor carrier in the food industry.
An ECOCERT/COSMOS certificate for Triethyl citrate is available.
Triethyl Citrate (TEC) is a pure solvent, diluent, and fixative for long-lasting perfumes, as well as an excellent active agent for deodorants (inhibits enzymatic decomposition of components of sweat).
Triethyl citrate helps in the better dispersal of insoluble organic UV filters (used in modern-day sun creams).
Extraction: Triethyl citrate is an ester of citric acid and is a colourless and odourless liquid.
Benefits: Triethyl citrate is used as a natural deodorant, thanks to its ability to destroy the enzymes responsible for the decomposition of sweat, thus preventing the onset of bad odours.
TRIETHYL CITRATE is classified as :
-Antioxidant
-Deodorant
-Masking
-Plasticiser
-Solvent
CAS Number: 77-93-0
EINECS/ELINCS No: 201-070-7
COSING REF No: 80375
Chem/IUPAC Name: Triethyl citrate
Triethyl citrate is a colorless, odorless liquid used as a food additive (E number E1505) to stabilize foams, especially as whipping aid for egg white.
KEYWORDS:
77-93-0, 201-070-7, Ethyl citrate, Citroflex 2, Eudraflex, Hydragen CAT, Citric acid triethyl ester, 123-Propanetricarboxylic acid 2-hydroxy- triethyl ester, triethyl 2-hydroxypropane-123-tricarboxylate, FEMA No. 3083
General description of Triethyl citrate:
Triethyl citrate is a safe direct food additive.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry.
Triethyl citrate can replace highly toxic diluents in membrane preparation and thus aligns with "Less Hazardous Chemical Syntheses".
Applications of Triethyl citrate:
Triethyl citrate was used as a plasticizer in the study of the feasibility of near-infrared (NIR) spectroscopy in determining the influence of plasticizer levels and sintering temperature on the breaking force of extended-release matrix tablets prepared by roller-compaction.
Triethyl Citrate (CAS 77-93-0) is an ester of citric acid with several industrial and consumer applications.
Triethyl citrate is produced via fermentation of ethanol and natural citric acid.
This colorless, odorless liquid is often used as a food additive where it acts as both a flavoring agent and a foam stabilizer, principally as a whipping enhancer for organic egg whites during processing.
In the cosmetics and personal care sector, triethyl citrate is used as a perfume fixer and as a film for hair sprays and nail polish.
Triethyl citrate is also an active ingredient in many deodorants.
Triethyl citrate is readily biodegradable and considered to have low toxicity prior to degradation.
The manufacture of certain pharmaceutical coatings and plastics involves use of triethyl citrate, where it acts as a plasticizer for natural resins and cellulose derivatives.
Polyvinyl chloride (PVC) is one example.
Triethyl citrate has been used as a pseudo-emulsifier in e-cigarette juices.
Triethyl citrate functions as a stabilizer in much the same way that lecithin does in many food products, but with the possibility of vaporization which lends itself to this unique application.
Shelf Life of Triethyl citrate:
Under proper storage conditions, the shelf life is 24 months
This is where Triethyl Citrate comes in. One of the many applications for Triethyl Citrate is to bolster essential oil formulations.
This premier ingredient helps essential oils blend together and is a safe, green additive instead of one that is neither environmentally friendly nor safe to use, such as phthalates or other synthetic chemicals.
Because of its mild properties, Triethyl Citrate causes no irritation to the skin or other sensitizing effects and has many cosmetic and food applications.
CAS Number: 77-93-0
ChEMBL: ChEMBL464988
ChemSpider: 13850879
ECHA InfoCard: 100.000.974
EC Number: 201-070-7
E number: E1505 (additional chemicals)
PubChem CID: 6506
UNII: 8Z96QXD6UM
CompTox Dashboard (EPA): DTXSID0040701
Flower Tales Triethyl Citrate is an oily liquid derived from citric acid, normally used in cosmetics as an effective active agent in deodorants.
Sweat increases the skin’s pH; at higher pH levels, the bacteria naturally present on the skin break down the skin’s sebum into fatty acids with a distinctive bad smell.
At higher pH levels however, triethyl citrate splits in ethyl alcohol and citric acid: the bacteriostatic effect of ethyl alcohol inhibits the reproduction of bacteria, whereas the citric acid lowers the skin’s pH, preventing bacteria from causing bad smell.
Triethyl Citrate is also used as a perfume fixative.
FLOWER TALES QUALITY:
Triethyl Citrate is an absolutely safe ester that does not cause skin irritation and has no counter-indications.
Triethyl citrate balances the skin’s natural pH without inhibiting transpiration, thus allowing toxins to be expelled from our body.
Solubility: slightly soluble in water (1:15 / 6.5%). Soluble in ethanol and ether.
DOSAGE: up to 5% in deodorants. 1% as fragrance fixative.
INDICATIONS: Sensitive skin. Normal skin.
APPLICATIONS: Spray deodorants; stick deodorants; foot creams; homemade perfumes
Triethyl citrate belongs to the class of organic compounds known as tricarboxylic acids and derivatives.
These are carboxylic acids containing exactly three carboxyl groups.
Triethyl citrate is a mild, fruity, and odorless tasting compound.
Based on a literature review a significant number of articles have been published on Triethyl citrate.
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
Magnetic susceptibility (χ): -161.9·10−6 cm3/mol
Triethyl Citrate (TEC) is a non-phthalate cosmetic ingredient for skin care.
Triethyl Citrate is a versatile cosmetic ingredient with excellent skincare properties manufactured from nature-derived agro resources.
Triethyl citrate is non-toxic, eco-friendly and bio-degradable made from 100 % renewable carbon source.
Triethyl citrate is suitable for several applications such as personal care, health care, food and beverage, industrial applications, cleaners and detergents.
Description of Triethyl citrate:
Triethyl citrate is used as solvent, diluent and fixative by perfumers.
Triethyl citrate is well accepted as an active ingredient in deodorants and excellent for fragrances.
In pharmaceutical applications Triethyl citrate contributes as plasticiser to the performance of enteric-coated tablets.
Triethyl Citrate is also used in the formulation for making skincare products such as hand creams, foot balsams, facial creams, sun care creams, hand creams, exfoliation creams, facial moisturizer, anti-ageing creams and body lotions.
Key features of Triethyl citrate:
-A pure solvent, diluent, and fixative for long-lasting perfumes.
-Non-toxic, eco-friendly and bio-degradable ingredient made from 100 % renewable carbon source.
-An excellent active agent for deodorants (inhibits enzymatic decomposition of components of sweat).
-Helps in the better dispersal of insoluble organic UV filters (used in modern-day sun creams).
-The preferred film-strengthening agent in high-grade hair sprays and nail polish.
-Contributes as a plasticiser to the performance of enteric-coated tablets.
Uses of Triethyl citrate:
Triethylcitrate is an ester of Citric Acid.
Triethylcitrate is used as plasticizer in e.g. adhesives, inks, sealants, plastics and coatings.
Here Triethyl citrate does primarily reduce hardness of polymers and can be further used to regulate viscosity.
In the personal care industry Triethyl citrate is used as solvent or diluent as well as a fixative for perfumes.
As an active ingredient Triethyl citrate can be also used in deodorants.
Triethyl citrate can be also used as flavor or flavor carrier in the food industry.
Uses of Triethyl citrate:
Triethyl citrate is produced by esterification of citric acid with ethanol.
Natural triethyl citrate occurs in small amounts in wine.
Triethyl citrate is not irritant to skin and shows no sensitising effects on human beings.
Therefore Triethyl citrate is widely used in cosmetic, pharmaceutical and food applications.
Due to Triethyl citrates low migration potential, solvent power and compatibility in industrial uses it is favoured as plasticiser in materials with food contact.
Preferred IUPAC name:
Triethyl 2-hydroxypropane-1,2,3-tricarboxylate
Physical State :Liquid
Solubility :Soluble in water (65 mg/ml), ether, alcohols, acetone, and carbon tetrachloride.
Storage :Store at room temperature
Melting Point :-55° C
Boiling Point :126-127° C at 1 mmHg
Density :1.14 g/mL at 25° C (lit.)
Refractive Index :n20D 1.44 (lit.)
Triethyl Citrate Synthesis by Reactive Distillation:
A continuous reactive distillation process is proposed for the synthesis of triethyl citrate from citric acid and ethanol in the presence of macroporous Amberlyst 15 ion-exchange resin catalyst.
The process design, developed using ASPEN Plus simulation software, is based on laboratory kinetic and thermodynamic studies and pilot-scale reactive distillation experiments.
Pilot-scale experiments were carried out in a 5-m glass reactive distillation column; catalyst effectiveness was then determined from ASPEN Plus simulation of pilot-scale experiments using a user-written reaction kinetic module based on activity coefficients.
Because citric acid esterification kinetics are slow, complete conversion could not be obtained in the pilot-scale column.
Using parameters determined from simulation of a pilot-scale column experiment, design of a reactive distillation column to completely convert citric acid to triethyl citrate was carried out.
Optimum column performance occurs at low reflux ratios (L/D < 0.1) to avoid water reintroduction and at moderately elevated pressure (2.5 bar) to increase temperature and enhance kinetic rates without leading to product degradation.
The effect of ethanol feed position and values of reflux and boilup ratios were also examined.
A large number of reactive stages is required because of the slow reaction of diethyl citrate to triethyl citrate.
As a final step, the design of a complete commercial-scale process to produce 25 million lbs/y triethyl citrate, with the reactive distillation column as the core component, was carried out.
Three different process schemes were examined.
In the first scheme, only a reactive distillation column is used.
The second uses a prereactor followed by a reactive distillation column.
In the third and preferred scheme, a prereactor followed by a simple distillation column to remove water is placed ahead of the reactive distillation column.
In each configuration, triethyl citrate product yield is maintained above 98.5 wt %, with the main byproduct being diethyl citrate.
Comparison of stream compositions and equipment design parameters is provided for the three schemes considered.
Synonyms:
1,2, 3-Propanetricarboxylic acid, 2-hydroxy-, triethyl ester; 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, triethyl ester
2-Hydroxy-1,2,3-propanetricarboxylic acid, delta triethyl ester; 2-Hydroxy-1,2,3-propanetricarboxylic acid, triethyl ester
Ethyl citrate; TEC; Triaethylcitrat; Triethyl 2-hydroxy-1,2,3-propanetricarboxylate
Molecular Weight: 276.28
XLogP3-AA: 0.1
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 7
Rotatable Bond Count: 11
Exact Mass: 276.12090297
Monoisotopic Mass: 276.12090297
Topological Polar Surface Area: 99.1 Ų
Heavy Atom Count: 19
Formal Charge: 0
Complexity: 304
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
INCI: Triethyl Citrate
Citric acid ester is a natural antioxidant and is therefore effective in deodorants, is suitable as a solvent and supports other preservatives.
Processing: Heat in the fat phase or work into the hand-warm formulation.
If citric acid ester is to be used as an active ingredient in aqueous-alcoholic deodorant formulations, a solubiliser such as solubiliser G10 LW 70 MB is necessary.
Triethyl citrate is effective in the ph range of 4-5.
Usage: Deodorant active ingredient, deodorising wash lotions but also in sunscreen products.
Triethyl citrate is a triester of ethyl alcohol and citric acid.
Triethyl citrate is a colorless, odorless liquid used as a food additive (E number E1505) to stabilize foams, especially as whipping aid for egg white.
Triethyl citrate is a plasticizer, that plays an important role as a dispersing aid in the processing of polylactic acid/chitin nanocrystal (PLA/ChNC) nanocomposites.
Alternative Parents:
-Fatty acid esters
-Tertiary alcohols
-Carboxylic acid esters
-Organic oxides
-Hydrocarbon derivatives
-Carbonyl compounds
Triethyl Citrate is a multifunctional light emollient, which is non-occlusive, non-oily, with low viscosity, resulting in fast spreading properties, rapid absorbency and low residual tack on the skin.
Specific Uses of the Substance:
Triethyl citrate is used in a broad range of applications, from food processing to use as a plasticizer in numerous different fields.
Triethyl citrate was petitioned for use is as a whipping agent for egg whites and other foams.
Triethyl citrate is also used as a flavoring agent, a solvent, and in food coatings, food contact materials and food packaging.
For the petitioned purpose, TEC is added to egg whites to shorten the whipping time required to reach the desired density.
One patent reported that the addition of 0.03% TEC to liquid egg white reduced the whip time by 55%.
Triethyl citrate also stabilizes egg white foams and increases egg whites’ tolerance to overbeating.
TEC is most often used in pasteurized liquid egg whites, dried egg whites and frozen egg white products.
TEC may enhance antimicrobial activity.
Addition of TEC improves the texture of pasta when microwaved, facilitates low temperature drying without cracking, and reduces cooking moisture losses.
TEC is also used as a flavoring agent, a solvent, and in food coatings, food contact materials and food packaging.
Non-food uses of TEC are as a plasticizer, an agglutinant, and a sequestrant.
Applications of Triethyl citrate include in toys, pharmaceutical and medical products, cigarettes, printing ink coatings, cosmetics, perfumes and lacquers.
Triethyl citrate is known as an environmentally friendly, non-toxic plasticizer that can replace the highly persistent plasticizers such as phthalates.
Triethyl citrate is also used as a fragrance carrier (Rowe 2009), an antioxidant, and is an active ingredient in deodorant products.
Chemical Names:
1,2,3-Propanetricarboxylic acid, 2-hydroxy-,
triethyl ester; Citric acid, triethyl ester; Citric acid
derivative, ethyl ester; Ethyl citrate; Triethyl 2-
hydroxy-1,2,3-propanetricarboxylate; β8 hydroxytricarballylic acid
Triethyl citrate TEC eco is an ester of citric acid and accepted as a natural ingredient for cosmetics.
Triethyl citrate is a polar oil and could be used to disperse powders .
Triethyl citrates main application is as an active material for natural deodorants, preservative booster and antioxidant.
Triethyl citrate is a lipophilic material and preferrably should be added to the oil phase.
For water based products such as hydroalcoholic or hydroglyceric sprays and roll-ons it should be pre-dispersed in a solubilizer.
Triethyl citrate is applicable in all deodorant forms from balms to creams and sprays, in foot care products and in deodorant shower gels.
Application dosage: 1-5%
Best performance pH: 4.0-5.0
Triethyl citrate is being petitioned for addition to section 205.605 as a food additive for stabilizing foams, specifically as a whipping enhancer for organic egg whites during processing.
Triethyl citrate (TEC) is the triethyl ester of citric acid. It is formed by the esterification1 of citric acid where ethyl groups from the ethanol replace all three of the carboxyl groups in the citric acid.
Substituents:
-Tricarboxylic acid or derivatives
-Fatty acid ester
-Fatty acyl
-Tertiary alcohol
-Carboxylic acid ester
-Organic oxygen compound
-Organic oxide
-Hydrocarbon derivative
-Organooxygen compound
-Carbonyl group
-Alcohol
-Aliphatic acyclic compound
The invention relates to a method for preparing triethyl citrate, and belongs to the technical field of pharmacy.
The method includes that steps that citric acid and ethyl alcohol conduct an esterification reaction so as to obtain a reaction mixture; an impurity removing reaction is carried out on the reaction mixture at the temperature ranging from 60 DEG C to 100 DEG C under the alkali effect; and then the triethyl citrate is obtained.
By means of the method, the triethyl citrate which has the low genotoxicity impurity content and meets the medical quality requirement can be efficiently obtained.
Other names:
Ethyl citrate
E1505
Citric acid ethyl ester
Triethyl citrate
Trade name:
9455B
INFINEUM C
NOVAZONE AS
Naugalube 810
POLYSTAY 100
TRIETHYL CITRATE
Triethyl citrate
Uniplex 80
X106666
Synonyms:
TRIETHYL CITRATE
77-93-0
Ethyl citrate
Citroflex 2
Eudraflex
Hydragen CAT
Citric acid, triethyl ester
1,2,3-Propanetricarboxylic acid, 2-hydroxy-, triethyl ester
triethyl 2-hydroxypropane-1,2,3-tricarboxylate
Triaethylcitrat
Citric Acid Triethyl Ester
FEMA No. 3083
Triethylester kyseliny citronove
Crodamol TC
Uniflex TEC
UNII-8Z96QXD6UM
NSC 8907
Uniplex 80
Hydagen C.A.T
Triethyl citrate (NF)
Triethyl citrate [NF]
Triethyl 2-hydroxy-1,2,3-propanetricarboxylate
8Z96QXD6UM
2-Hydroxy-1,2,3-propanetricarboxylic acid, triethyl ester
E1505
NSC-8907
1,2,3-Propanetricarboxylic acid, 2-hydroxy-, 1,2,3-triethyl ester
TEC
Triaethylcitrat [German]
HSDB 729
EINECS 201-070-7
BRN 1801199
Triethylester kyseliny citronove [Czech]
Citroflex ec
Citrofol ai
Morflex tec
AI3-00659
Citroflex c 2
Citroflex sc 60
Morflex c 2
Citric acid triethyl
TURPENTINE
Triethyl Citrate, FCC
EC 201-070-7
DSSTox_CID_20701
DSSTox_RID_79552
DSSTox_GSID_40701
SCHEMBL23465
CHEMBL464988
1,2,3-triethyl 2-hydroxypropane-1,2,3-tricarboxylate
DTXSID0040701
FEMA 3083
INS NO.1505
WLN: 2OV1XQVO2&1VO2
NSC8907
CHEBI:168426
2-Hydroxy-1,2,3-propanetricarboxylic acid, delta triethyl ester
INS-1505
ZINC1648322
Tox21_300004
MFCD00009201
s6223
Triethyl citrate, analytical standard
Triethyl citrate, >=98.0% (GC)
AKOS015838720
CS-W012318
HY-W011602
MCULE-2138016738
Triethyl citrate, >=99%, FCC, FG
CAS-77-93-0
NCGC00164037-01
NCGC00164037-02
NCGC00253989-01
Triethyl citrate, natural, >=97%, FG
Triethyl citrate, natural, >=99%, FG
BS-18150
Ethyl citrate, citric acid triethyl ester
M987
DB-056271
FT-0631336
D06228
D70438
E-1505
Triethyl citrate, Vetec(TM) reagent grade, 98%
A839294
Q418057
SR-01000883952
Triethyl 2-hydroxy-1,2,3-propanetricarboxylate #
Q-201868
SR-01000883952-1
2-hydroxy-propane-1,2,3-tricarboxylic acidtriethyl ester
1,3-Propanetricarboxylic acid, 2-hydroxy-, triethyl ester
Triethyl citrate, United States Pharmacopeia (USP) Reference Standard
Triethyl citrate, Pharmaceutical Secondary Standard; Certified Reference Material
8006-64-2
citric acid triethyl ester
citroflex 2
diethyl 3-(ethoxycarbonyl)-3-hydroxypentane-1,5-dioate
ethyl citrate
eudraflex
hydragen cat
2-hydroxy-1,2,3-propane tricarboxylic acid triethyl ester
triethyl 2-hydroxy-1,2,3-propane tricarboxylate
triethyl 2-hydroxy-1,2,3-propane- tricarboxylate
triethyl 2-hydroxy-1,2,3-propanetricarboxylate
triethyl 2-hydroxypropane-1,2,3-tricarboxylate
1,2,3- triethyl 2-hydroxypropane-1,2,3-tricarboxylate
triethyl cirtrate
nat.triethyl citrate
triethyl citrate BP pharmaceutical grade
triethyl citrate FCC grade
triethyl citrate N.F. grade
triethyl citrate natural
triethyl citrate regular grade
triethyl citrate synthetic
triethyl citrate, natural
triethyl ctirate BP/EP pharmaceutical grade
uniplex 80
1,2,3-Propanetricarboxylic acid, 2-hydroxy-, triethyl ester [ACD/Index Name]
201-070-7 [EINECS]
2OV1XQVO2&1VO2 [WLN]
3083
77-93-0 [RN]
8Z96QXD6UM
Citrate de triéthyle [French] [ACD/IUPAC Name]
Citric acid triethyl ester
Citric acid, triethyl ester
ethyl citrate
GE8050000
MFCD00009201 [MDL number]
Triethyl citrate [ACD/IUPAC Name] [Wiki]
Triethyl-2-hydroxypropan-1,2,3-tricarboxylat
Triethylcitrat [German] [ACD/IUPAC Name]
1,2,3-Propanetricarboxylic acid, 2-hydroxy-, 1,2,3-triethyl ester
1,2,3-Triethyl 2-hydroxypropane-1,2,3-tricarboxylate
2-(4-Methoxyphenyl)-2-(1-piperidinyl)acetamide [ACD/IUPAC Name]
2-Hydroxy-1,2,3-propanetricarboxylic acid, triethyl ester
2-Hydroxy-1,2,3-propanetricarboxylic acid, δ triethyl ester
4-03-00-01276 (Beilstein Handbook Reference) [Beilstein]
78-39-7 [RN]
BS-18150
Citric acid ethyl ester
Citroflex 2
Crodamol TC
D06228
Diethyl 3-(ethoxycarbonyl)-3-hydroxypentane-1,5-dioate
E1505
EINECS 201-070-7
Ethyl citrate, citric acid triethyl ester
Eudraflex
FEMA 3083
Hydagen C.A.T
Hydragen CAT
MFCD00009223 [MDL number]
NCGC00164037-01
Orthoacetic acid triethyl ester
TEC
Triaethylcitrat
Triaethylcitrat [German]
Triethyl 2-hydroxy-1,2,3-propane- tricarboxylate
Triethyl citrate (NF)
triethyl citrate (tec)
triethyl citrate 99%
triethyl citrate, ??? 99.0%
triethyl citrate, 99%
Triethyl citric acid
Triethylcitrate
Triethylester kyseliny citronove
Triethylester kyseliny citronove [Czech]
Uniflex TEC
UNII:8Z96QXD6UM
UNII-8Z96QXD6UM
Uniplex 80
WLN: 2OV1XQVO2&1VO2