Basic Information | Post buying leads | Suppliers | Cas Database |
Name |
Tetraethyl orthocarbonate |
EINECS | 201-082-2 |
CAS No. | 78-09-1 | Density | 0.948 g/cm3 |
PSA | 36.92000 | LogP | 1.74370 |
Solubility | insoluble in water | Melting Point |
222 °C |
Formula | C9H20O4 | Boiling Point | 159.5 °C at 760 mmHg |
Molecular Weight | 192.255 | Flash Point | 52.8 °C |
Transport Information | UN 3272 3/PG 3 | Appearance | clear colorless liquid |
Safety | 37/39-26-16-36 | Risk Codes | 10-36/37/38 |
Molecular Structure | Hazard Symbols | Xi,F | |
Synonyms |
Tetraethylorthocarbonate;Orthocarbonicacid, tetraethyl ester (6CI,7CI,8CI);NSC 28574;Tetraethoxymethane;(triethoxymethoxy)ethane;Ethane, 1,1',1'',1'''-(methanetetrayltetrakis(oxy))tetrakis-; |
Article Data | 27 |
Conditions | Yield |
---|---|
With sodium ethanolate at 65 - 70℃; for 3h; Temperature; Large scale; | 91% |
With sodium Darst.; |
ethyl 2,2,2-trichloroacetimidate
sodium methylate
orthocarbonic acid tetraethyl ester
Conditions | Yield |
---|---|
In ethanol for 1h; Heating; | 85% |
Conditions | Yield |
---|---|
In ethanol for 3.5h; Heating / reflux; | 83% |
In ethanol Heating; |
tetrachloromethane
ethanol
sodium ethanolate
orthocarbonic acid tetraethyl ester
Conditions | Yield |
---|---|
at 80 - 95℃; for 5h; Temperature; | 83% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid Heating; | 71% |
triethoxyacetonitrile
sodium ethanolate
A
orthocarbonic acid tetraethyl ester
B
Triethylmethylorthocarbonat
C
Trimethylethylorthocarbonat
Conditions | Yield |
---|---|
In ethanol 1.) 5 min, 60 deg C, 2.) 30 min, to room temperature; Title compound not separated from byproducts; | A 70% B 58% C 2% |
Conditions | Yield |
---|---|
With silver trifluoroacetate; triethylamine for 5h; Ambient temperature; | 61% |
Yield given. Multistep reaction; |
triethoxyacetonitrile
N-butylamine
A
orthocarbonic acid tetraethyl ester
B
Diethyl(butylimido)carbonat
C
1,3-Dibutyl-2-ethylisoharnstoff
Conditions | Yield |
---|---|
at 120℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | A n/a B n/a C 59% |
at 120℃; Heating; Yields of byproduct given; | A n/a B n/a C 59% |
Conditions | Yield |
---|---|
In ethanol at 57 - 64℃; for 2h; Heating / reflux; Industry scale; | 58.3% |
triethoxyacetonitrile
sodium methylate
A
orthocarbonic acid tetraethyl ester
B
Triethylmethylorthocarbonat
C
Trimethylethylorthocarbonat
Conditions | Yield |
---|---|
In methanol at 60℃; Title compound not separated from byproducts; | A 8 % Chromat. B 58% C 2 % Chromat. |
The Tetraethyl orthocarbonate, with the CAS registry number 78-09-1 and EINECS registry number 201-082-2, has the systematic name of (triethoxymethoxy)ethane. And the molecular formula of this chemical is C9H20O4. It is a kind of clear colorless liquid, and belongs to the following product categories: Acetals/Ketals/Ortho Esters; Organic Building Blocks; Oxygen Compounds. What's more, it should be stored in the refrigerator. In addition, it is used in the synthesis of medicine intermediate and cementing compound.
The physical properties of Tetraethyl orthocarbonate are as following: (1)ACD/LogP: 4.68; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.68; (4)ACD/LogD (pH 7.4): 4.68; (5)ACD/BCF (pH 5.5): 2122.6; (6)ACD/BCF (pH 7.4): 2122.6; (7)ACD/KOC (pH 5.5): 8374.69; (8)ACD/KOC (pH 7.4): 8374.69; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 36.92 Å2; (13)Index of Refraction: 1.414; (14)Molar Refractivity: 50.69 cm3; (15)Molar Volume: 202.5 cm3; (16)Polarizability: 20.09×10-24cm3; (17)Surface Tension: 27.5 dyne/cm; (18)Density: 0.948 g/cm3; (19)Flash Point: 52.8 °C; (20)Enthalpy of Vaporization: 37.98 kJ/mol; (21)Boiling Point: 159.5 °C at 760 mmHg; (22)Vapour Pressure: 3.24 mmHg at 25°C.
Uses of Tetraethyl orthocarbonate: It can react with pyrrolidine to produce 1,1'-carbonyl-bis-pyrrolidine. The reaction time is 5 days with heating, and the yield is about 39%.
You should be cautious while dealing with this chemical. It is a kind of flammable chemical which irritates eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Keep away from sources of ignition - No smoking.
You can still convert the following datas into molecular structure:
(1)SMILES: O(CC)C(OCC)(OCC)OCC
(2)InChI: InChI=1/C9H20O4/c1-5-10-9(11-6-2,12-7-3)13-8-4/h5-8H2,1-4H3
(3)InChIKey: CWLNAJYDRSIKJS-UHFFFAOYAN