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Triethyl acetyl citrate

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Name

Triethyl acetyl citrate

EINECS 201-066-5
CAS No. 77-89-4 Density 1.163 g/cm3
PSA 105.20000 LogP 0.75780
Solubility N/A 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 N/A Appearance colorless or light yellow liquid
Safety 23-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 77-89-4 (1,2,3-Propanetricarboxylicacid, 2-(acetyloxy)-, 1,2,3-triethyl ester) Hazard Symbols N/A
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;

Article Data 6

Triethyl acetyl citrate Synthetic route

77-93-0

citric acid triethyl ester

108-24-7

acetic anhydride

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;
77-93-0

citric acid triethyl ester

75-36-5

acetyl chloride

77-89-4

triethyl O-acetylcitrate

77-89-4

triethyl O-acetylcitrate

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℃;
77-89-4

triethyl O-acetylcitrate

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;
77-89-4

triethyl O-acetylcitrate

14533-64-3

2,6-dihydroxy-isonicotinic acid amide

Conditions
ConditionsYield
With ammonium hydroxide
77-89-4

triethyl O-acetylcitrate

A

64-19-7

acetic acid

B

aconitic acid triethyl ester

aconitic acid triethyl ester

Conditions
ConditionsYield
at 250 - 280℃;
77-89-4

triethyl O-acetylcitrate

ammonium hydroxide

citrazinamide

citrazinamide

77-89-4

triethyl O-acetylcitrate

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
77-89-4

triethyl O-acetylcitrate

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
107-10-8

propylamine

77-89-4

triethyl O-acetylcitrate

A

5331-48-6

n-propylacetamide

B

1242516-61-5

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

C

1242516-60-4

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

D

1242516-62-6

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

E

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

Conditions
ConditionsYield
In methanol at 20℃;

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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