Product Name

  • Name

    Triethyl acetyl citrate

  • EINECS 201-066-5
  • CAS No. 77-89-4
  • Article Data6
  • CAS DataBase
  • Density 1.163 g/cm3
  • Solubility
  • Melting Point -42 °C
  • Formula C14H22O8
  • Boiling Point 327.2 °C at 760 mmHg
  • Molecular Weight 318.324
  • Flash Point 136.9 °C
  • Transport Information
  • Appearance colorless or light yellow liquid
  • Safety 23-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 77-89-4 (Triethyl acetyl citrate)
  • Hazard Symbols
  • Synonyms 1,2,3-Propanetricarboxylicacid, 2-(acetyloxy)-, triethyl ester (9CI);Citric acid, triethyl ester,acetate (6CI,7CI,8CI);ATEC;Acetyl triethyl citrate;Citroflex A 2;CitrofolAII;Morflex ATEC;NSC 3887;Triethyl 2-acetoxy-1,2,3-propanetricarboxylate;Triethyl acetylcitrate;
  • PSA 105.20000
  • LogP 0.75780

Synthetic route

citric acid triethyl ester
77-93-0

citric acid triethyl ester

acetic anhydride
108-24-7

acetic anhydride

triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

Conditions
ConditionsYield
With 4-(dimethylamino)pyridine hydrochloride at 110℃; for 8h;90%
sulfuric acid at 80℃; for 3h;88%
With H-type zeolite catalyst at 60 - 120℃; under 760.051 Torr; for 2.83333h; Reagent/catalyst; Sealed tube; Inert atmosphere;
unter kontinuierlicher Entfernung der entstehenden Essigsaeure;
citric acid triethyl ester
77-93-0

citric acid triethyl ester

acetyl chloride
75-36-5

acetyl chloride

triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

Diethyl-3-(ethoxycarbonyl)pent-2-endioat
5349-99-5

Diethyl-3-(ethoxycarbonyl)pent-2-endioat

Conditions
ConditionsYield
at 275℃; for 1.5h;89%
at 270℃; under 760.051 Torr; for 0.4h;74%
at 250 - 280℃;
triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

1 propene 1,2,3 tricarboxylic acid
499-12-7

1 propene 1,2,3 tricarboxylic acid

Conditions
ConditionsYield
at 250 - 280℃; ueberdestilliert die Essigsaeure, dann verseift man mit konz.Salzsaeure und destilliert diese unter vermindertem Druck ab;
triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

2,6-dihydroxy-isonicotinic acid amide
14533-64-3

2,6-dihydroxy-isonicotinic acid amide

Conditions
ConditionsYield
With ammonium hydroxide
triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

A

acetic acid
64-19-7

acetic acid

B

aconitic acid triethyl ester

aconitic acid triethyl ester

Conditions
ConditionsYield
at 250 - 280℃;
triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

ammonium hydroxide

ammonium hydroxide

citrazinamide

citrazinamide

triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

Diethyl-2-oxo-2H-pyran-4,5-dicarboxylat
101967-99-1

Diethyl-2-oxo-2H-pyran-4,5-dicarboxylat

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 89 percent / 1.5 h / 275 °C
2: 45 percent / TiCl4, 4-Methylmorpholine / tetrahydrofuran; CCl4 / 20 h / Ambient temperature
3: HCOOH / 1 h / 95 °C
View Scheme
Multi-step reaction with 3 steps
1.1: 0.4 h / 270 °C / 760.05 Torr
2.1: titanium tetrachloride / tetrachloromethane; tetrahydrofuran / 0.5 h / 0 °C
2.2: 20 h / 0 - 20 °C
3.1: formic acid / 1 h / 100 °C
View Scheme
triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

Diethyl-3-(ethoxycarbonyl)-4-(ethoxymethylen)pent-2-endioat
129256-95-7

Diethyl-3-(ethoxycarbonyl)-4-(ethoxymethylen)pent-2-endioat

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 89 percent / 1.5 h / 275 °C
2: 45 percent / TiCl4, 4-Methylmorpholine / tetrahydrofuran; CCl4 / 20 h / Ambient temperature
View Scheme
propylamine
107-10-8

propylamine

triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

A

n-propylacetamide
5331-48-6

n-propylacetamide

B

(Z)-3-acetyl-5-oxo-N-propylhex-2-enamide
1242516-61-5

(Z)-3-acetyl-5-oxo-N-propylhex-2-enamide

C

(Z)-3-((propylcarbamoyl)-methylene)-4-oxopentanoic acid
1242516-60-4

(Z)-3-((propylcarbamoyl)-methylene)-4-oxopentanoic acid

D

(Z)-3,4-bis(propylcarbamoyl)but-3-enoic acid
1242516-62-6

(Z)-3,4-bis(propylcarbamoyl)but-3-enoic acid

E

1,2,3-tris(propylcarbamoyl)propyl-2-yl acetate

1,2,3-tris(propylcarbamoyl)propyl-2-yl acetate

Conditions
ConditionsYield
In methanol at 20℃;
triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

N-butylamine
109-73-9

N-butylamine

A

N-butylacetamide
1119-49-9

N-butylacetamide

B

1,2,3-tris(butylcarbamoyl)propan-2yl acetate
1242516-63-7

1,2,3-tris(butylcarbamoyl)propan-2yl acetate

Conditions
ConditionsYield
In methanol at 20℃;
methanol
67-56-1

methanol

triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

tert-butylamine
75-64-9

tert-butylamine

A

trimethyl citrate
1587-20-8

trimethyl citrate

B

citric acid triethyl ester
77-93-0

citric acid triethyl ester

C

dimethyl 3-(tertbutylcarbamoyl)-3-acetoxy-pentanedioate
1242516-65-9

dimethyl 3-(tertbutylcarbamoyl)-3-acetoxy-pentanedioate

D

3-(tertbutylcarbamoyl)-3-acetoxy-pentanedioic acid
1242516-64-8

3-(tertbutylcarbamoyl)-3-acetoxy-pentanedioic acid

Conditions
ConditionsYield
at 20℃;
triethyl O-acetylcitrate
77-89-4

triethyl O-acetylcitrate

triethyl 4-ethoxybuta-1,3-diene-1,2,3-tricarboxylate

triethyl 4-ethoxybuta-1,3-diene-1,2,3-tricarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 0.4 h / 270 °C / 760.05 Torr
2.1: titanium tetrachloride / tetrachloromethane; tetrahydrofuran / 0.5 h / 0 °C
2.2: 20 h / 0 - 20 °C
View Scheme

Triethyl acetyl citrate Chemical Properties

Product Name: Acetyl triethyl citrate (CAS NO.77-89-4)

IUPAC: Triethyl 2-acetyloxypropane-1,2,3-tricarboxylate
Molecular Formula: C14H22O8
Molecular Weight: 318.32g/mol
Mol File: 77-89-4.mol
EINECS: 201-066-5
Melting Point: -42°C
Boiling point: 228-229 °C at 100 mm Hg(lit.)
Flash Point: 136.9 °C
Density: 1.136 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.439(lit.)
Surface Tension: 38.8 dyne/cm
Enthalpy of Vaporization: 56.95 kJ/mol
Vapour Pressure: 0.000205 mmHg at 25°C
XLogP3-AA: 0.6
H-Bond Donor: 0
H-Bond Acceptor: 8
Product Categories: Hydroxycarboxylic Acid Esters (Plasticizer); Functional Materials; Plasticizer

Triethyl acetyl citrate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo oral 8510mg/kg (8510mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Toxicology and Applied Pharmacology. Vol. 1, Pg. 283, 1959.
mouse LD50 intraperitoneal 1150mg/kg (1150mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

VASCULAR: OTHER CHANGES
Journal of Pharmaceutical Sciences. Vol. 53, Pg. 774, 1964.
rat LD50 oral 7gm/kg (7000mg/kg)   International Polymer Science and Technology. Vol. 3, Pg. 93, 1976.

Triethyl acetyl citrate Consensus Reports

Reported in EPA TSCA Inventory.

Triethyl acetyl citrate Safety Profile

Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. See also ESTERS. When heated to decomposition it emits acrid smoke and fumes.
Safety Information of Acetyl triethyl citrate (CAS NO.77-89-4):
Safety Statements: 23-24/25
23:  Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) 
24:  Avoid contact with skin 
25:  Avoid contact with eyes
WGK Germany: 1
RTECS: GE8225000

Triethyl acetyl citrate Specification

 Acetyl triethyl citrate ,its CAS NO. is 77-89-4, the synonyms are 1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, triethyl ester ; 2-(Acetyloxy)-1,2,3-propanetricarboxylic acid, triethyl ester ; 3-03-00-01105 (Beilstein Handbook Reference) ; AI3-03574 ; ATEC ; BRN 1804947 ; Citric acid, acetyl triethyl ester ; Citroflex A 2 ; EINECS 201-066-5 ; NSC 3887 ; Tricarballylic acid, beta-acetoxytributyl ester ; Triethyl 2-acetoxy-1,2,3-propanetricarboxylate ; Triethyl acetylcitrate ; Triethyl citrate, acetate ; Triethylester kyseliny acetylcitronove ; UNII-5WBR36T90E .

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