Conditions | Yield |
---|---|
With boron trifluoride In Hexadecane at 110℃; for 12h; Autoclave; | 90% |
ketene diethyl acetal
dimethylglyoxal
A
3-hydroxy-3-methyl-levulinic acid ethylester
B
2,2-diethoxy-4-acetyl-4-methyl-oxetane
C
ethyl acetate
D
Triethyl orthoacetate
Conditions | Yield |
---|---|
In acetonitrile Ambient temperature; thermal reaction; | A n/a B 34% C n/a D n/a |
Conditions | Yield |
---|---|
With ethyl acetate 1) 16h, 2) 4h, 40 deg C; | 27% |
diethyl ether
1,1,1-trichloroethane
sodium ethanolate
A
3-chloro-but-3-en-2-ol
B
sodium acetate
C
ethyl acetate
D
Triethyl orthoacetate
Conditions | Yield |
---|---|
at 100℃; |
ethanol
1,1-dichloroethyl ethyl ether
sodium ethanolate
Triethyl orthoacetate
ethanol
1-ethoxy-1,1-diazido-ethane
sodium ethanolate
Triethyl orthoacetate
dibromo-orthoacetic acid triethyl ester
potassium ethoxide
A
triethyl bromoorthoacetate
B
Triethyl orthoacetate
ketene diethyl acetal
ethyl iodide
B
ethyl acetate
C
Triethyl orthoacetate
D
butanoic acid ethyl ester
Conditions | Yield |
---|---|
at 170℃; |
diethyl ether
ketene diethyl acetal
acetic acid
A
ethyl 3-ethoxy-2-butenoate
B
ethyl acetate
C
Triethyl orthoacetate
Conditions | Yield |
---|---|
at 25℃; |
ketene diethyl acetal
acetyl chloride
A
4,4-diethoxy-but-3-en-2-one
B
chloroethane
C
ethyl acetate
D
Triethyl orthoacetate
Conditions | Yield |
---|---|
Produkt 5: 3-Aethoxy-crotonsaeure-aethylester; |
diethyl ether
ketene diethyl acetal
chloroacetic acid
A
ethyl 3-ethoxy-2-butenoate
B
ethyl acetate
C
Triethyl orthoacetate
D
chloroacetic acid ethyl ester
Conditions | Yield |
---|---|
at 25℃; |
ketene diethyl acetal
p-benzoquinone
benzene
A
2-ethoxy-benzofuran-5-ol
B
Triethyl orthoacetate
sodium ethanolate
ketene diethyl acetal
diethyl malonate
A
(1-ethoxy-vinyl)-malonic acid diethyl ester
B
Triethyl orthoacetate
C
diethyl 2-(1-ethoxyethylidene)malonate
Conditions | Yield |
---|---|
at 125 - 130℃; |
sodium ethanolate
1,1-diethoxy-2-iodoethane
A
ethyl acetate
B
Triethyl orthoacetate
C
1,1,2-triethoxyethane
Conditions | Yield |
---|---|
at 100℃; |
sodium ethanolate
ethyl acetoacetate
ketene diethyl acetal
A
Triethyl orthoacetate
Conditions | Yield |
---|---|
at 85℃; |
ammonia
ketene diethyl acetal
A
ethanol
B
Triethyl orthoacetate
C
acetamidine
D
acetonitrile
Conditions | Yield |
---|---|
at 110℃; |
diethyl ether
ketene diethyl acetal
acetic acid
A
ethyl acetate
B
Triethyl orthoacetate
Conditions | Yield |
---|---|
at 25℃; |
ketene diethyl acetal
benzenesulfonyl chloride
A
Ethyl benzenesulfonate
B
ethyl acetate
C
Triethyl orthoacetate
Conditions | Yield |
---|---|
at 125℃; |
Conditions | Yield |
---|---|
With ethanol |
Conditions | Yield |
---|---|
at 100 - 120℃; |
1,1-diethoxy-2-iodoethane
A
ethyl acetate
B
Triethyl orthoacetate
C
glycoaldehyde diethyl acetal
Conditions | Yield |
---|---|
at 100℃; |
pentadec-1-en-3-ol
Triethyl orthoacetate
trans ethyl heptadec-4-enoate
Conditions | Yield |
---|---|
With propionic acid | 100% |
propionic acid Heating; | 92% |
With phenol at 120℃; Johnson Claisen rearrangement; | 92% |
With propionic acid Johnson-Claisen rearrangement; | 86% |
at 135℃; |
2-cycloheptenol
Triethyl orthoacetate
2-Cycloheptene-1-acetic acid ethyl ester
Conditions | Yield |
---|---|
Montmorillonite KSF clay In N,N-dimethyl-formamide for 0.15h; microwave irradiation, other substrates; | 100% |
montmorillonite KSF In N,N-dimethyl-formamide for 0.166667h; Irradiation; | 100% |
Montmorillonite KSF clay In N,N-dimethyl-formamide for 0.15h; microwave irradiation; | 100% |
2-amino-4,5-dimethoxybenzonitrile
Triethyl orthoacetate
ethyl N-(2-cyano-4,5-dimethoxyphenyl)acetimidate
Conditions | Yield |
---|---|
at 150℃; for 1h; | 100% |
hydrogen cation at 150℃; Yield given; |
methyl 3,4-di-O-benzyl-2-O-<2-O-benzyl-α-L-fucopyranosyl>-α-L-fucopyranoside
Triethyl orthoacetate
Conditions | Yield |
---|---|
With p-toluenesulfonic acid monohydrate In benzene for 1.5h; Ambient temperature; | 100% |
3-<(Diethylamino)sulfonyl>benzoic Acid Hydrazide
Triethyl orthoacetate
N,N-Diethyl-3-(5-methyl-[1,3,4]oxadiazol-2-yl)-benzenesulfonamide
Conditions | Yield |
---|---|
100% |
2-(5-Methyl-1,3,4-oxadiazol-2-yl)benzenamine
Triethyl orthoacetate
N-<2-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl>ethanimidic Acid Ethyl Ester
Conditions | Yield |
---|---|
for 24h; Product distribution; Heating; | 100% |
for 24h; Heating; Yield given; |
Triethyl orthoacetate
1,6-anhydro-2-O-benzyl-β-D-galactopyranose
1,6-Anhydro-2-O-benzyl-3,4-O-(1-ethoxyethyliden)-β-D-galactopyranose
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene | 100% |
Triethyl orthoacetate
4-nitrophenyl O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside
Conditions | Yield |
---|---|
With p-toluenesulfonic acid monohydrate In benzene for 2h; Ambient temperature; | 100% |
Triethyl orthoacetate
3-hydroxy-2-methyl-1-propene
ethyl 4-methyl-4-pentenoate
Conditions | Yield |
---|---|
With propionic acid for 8h; Reflux; | 100% |
With propionic acid at 118℃; for 6h; Johnson orthoester Claisen rearrangement; | 98% |
With acetic acid at 150 - 170℃; Inert atmosphere; | 87% |
benzyl O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
Triethyl orthoacetate
Conditions | Yield |
---|---|
With p-toluenesulfonic acid monohydrate In benzene for 2h; Ambient temperature; | 100% |
Triethyl orthoacetate
4-Chloro-1,2-phenylenediamine
5-chloro-2-methyl-1H-benzimidazole
Conditions | Yield |
---|---|
With zirconium(IV) chloride In methanol at 20℃; for 3h; | 100% |
With ammonium chloride In ethanol Inert atmosphere; Reflux; Green chemistry; | 96% |
With gallium(III) triflate at 20℃; for 0.416667h; | 86% |
With zirconium(IV) oxychloride octahydrate for 0.116667h; Microwave irradiation; | 84% |
With H-Y-zeolite In ethanol for 10h; Heating; | 74% |
Triethyl orthoacetate
ethyl 4,6-di-O-acetyl-1-thio-α-D-mannopyranoside
ethyl 4,6-di-O-acetyl-2,3-O-ethoxyethylidene-1-thio-α-D-mannopyranoside
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 20℃; | 100% |
Triethyl orthoacetate
(4S,5S)-4,5-dihydroxyocta-1,7-diene
acetic acid (1S,5S)-1-allyl-2-hydroxypent-4-enyl ester
Conditions | Yield |
---|---|
Stage #1: Triethyl orthoacetate; (4S,5S)-4,5-dihydroxyocta-1,7-diene With toluene-4-sulfonic acid In tetrahydrofuran at 20℃; for 20h; Stage #2: With acetic acid In water at 20℃; for 1h; Further stages.; | 100% |
methyl [1-(2-chlorophenyl)-5-hydroxy-1H-pyrazol-3-yl]acetate
Triethyl orthoacetate
methyl [(4E)-1-(2-chlorophenyl)-4-(1-ethoxyethylidene)-5-oxo-4,5-dihydro-1H-pyrazol-3-yl]acetate
Conditions | Yield |
---|---|
With acetic acid at 60℃; for 1.25h; | 100% |
acetic acid at 60℃; | 100% |
methyl (1-benzyl-5-hydroxy-1H-pyrazol-3-yl)acetate
Triethyl orthoacetate
methyl [(4E)-1-benzyl-4-(1-ethoxyethylidene)-5-oxo-4,5-dihydro-1H-pyrazol-3-yl]acetate
Conditions | Yield |
---|---|
acetic acid at 75℃; | 100% |
(L)-phenylalanine ethyl ester hydrochloride
Triethyl orthoacetate
ethyl N-acetyl-(L)-phenylalaninate
Conditions | Yield |
---|---|
In toluene at 110℃; for 24h; | 100% |
Conditions | Yield |
---|---|
Stage #1: C17H29NO6Si; Triethyl orthoacetate With pyridinium p-toluenesulfonate In water; benzene at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With acetic acid In water; benzene at 20℃; for 0.166667h; Inert atmosphere; | 100% |
Triethyl orthoacetate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In N,N-dimethyl-formamide for 2h; | 100% |
Triethyl orthoacetate
allyl 2-O-acetyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside
Conditions | Yield |
---|---|
With camphor-10-sulfonic acid In acetonitrile at 20℃; for 2h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
at 120℃; for 1h; | 100% |
Conditions | Yield |
---|---|
With propionic acid at 150℃; for 3h; Temperature; Claisen Rearrangement; | 99.9% |
Conditions | Yield |
---|---|
at 80℃; for 1h; | 99.3% |
Conditions | Yield |
---|---|
at 90 - 95℃; for 0.75h; | 99% |
at 95℃; for 1.5h; Neat (no solvent); | 99% |
at 95℃; for 1.5h; | 99% |
Conditions | Yield |
---|---|
With propionic acid In toluene at 150℃; for 15h; | 99% |
In water; toluene at 265℃; under 37503.8 Torr; for 0.0788889h; Johnson-Claisen rearrangement; Supercritical conditions; Flow reactor; | 95% |
With acetic acid In toluene at 220℃; under 75007.5 Torr; for 0.0666667h; Temperature; Johnson-Claisen Rearrangement; | 93% |
3-Acetyl-8-hydroxy-5-isopropyl-cyclohepta[b]furan-2-one
Triethyl orthoacetate
1-(2,4-Diethoxy-7-isopropyl-azulen-1-yl)-ethanone
Conditions | Yield |
---|---|
Heating; | 99% |
Triethyl orthoacetate
7-chloro-2-methyl-6-(tetrahydro-2H-pyran-2-yloxy)-1-hepten-3-ol
ethyl (E)-9-chloro-4-methyl-8-(tetrahydro-2H-pyran-2-yloxy)-4-nonenoate
Conditions | Yield |
---|---|
With propionic acid at 140℃; for 1h; | 99% |
2-(2'-aminophenyl)-4(3H)-quinazolinone
Triethyl orthoacetate
6-methyl-8H-quinazolino[4,3-b]quinazolin-8-one
Conditions | Yield |
---|---|
for 0.05h; microwave irradiation; | 99% |
Triethyl orthoacetate
4-methyl-1,2-diaminobenzene
2,5-dimethylbenzimidazole
Conditions | Yield |
---|---|
With nano-Ni(II)/Y zeolite catalyst In neat (no solvent) at 60℃; for 0.766667h; Green chemistry; | 99% |
With [PVP-SO3H] HSO4 at 60℃; for 0.0666667h; | 96% |
With ammonium chloride In water Inert atmosphere; Reflux; Green chemistry; | 95% |
Conditions | Yield |
---|---|
In various solvent(s) at 80℃; for 2h; | 99% |
Triethyl orthoacetate
phenylpropyolic acid
phenylpropynoic acid ethyl ester
Conditions | Yield |
---|---|
In various solvent(s) at 80℃; for 0.5h; | 99% |
Molecular Structure of Triethyl orthoacetate (CAS No.78-39-7):
Molecular Formula: C8H18O3
Molecular Weight: 162.23
IUPAC Name: 1,1,1-Triethoxyethane
CAS No: 78-39-7
EINECS: 201-112-4
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 6
Polar Surface Area: 27.69 Å2
Index of Refraction: 1.407
Molar Refractivity: 44.31 cm3
Molar Volume: 179.7 cm3
Surface Tension: 25.6 dyne/cm
Density: 0.902 g/cm3
Flash Point: 36.1 °C
Enthalpy of Vaporization: 36.63 kJ/mol
Boiling Point: 145 °C at 760 mmHg
Vapour Pressure: 6.25 mmHg at 25°C
Storage Temp.: Flammables area
Water Solubility : Slightly soluble
Refractive index: 1.395-1.398
Appearance: Colorless transparent liquid
Canonical SMILES: CCOC(C)(OCC)OCC
InChI: InChI=1S/C8H18O3/c1-5-9-8(4,10-6-2)11-7-3/h5-7H2,1-4H3
InChIKey: NDQXKKFRNOPRDW-UHFFFAOYSA-N
Product Categories: Intermediates of Dyes and Pigments;Orthoesters
Triethyl orthoacetate (CAS No.78-39-7) have such uses as following:
1. It can be used as pharmaceutical and water scavenger.
2. It also can be used in organic synthesis for the introduction of the acetate group to an alcohol.
3.It also can be used in the Johnson-Claisen rearrangement.
Safety Information of Triethyl orthoacetate (CAS No.78-39-7):
Hazard Codes: Xi
Risk Statements: 10-36/38
R10:Flammable.
R36/38:Irritating to eyes and skin.
Safety Statements: 26-37/39-16
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
S16:Keep away from sources of ignition.
RIDADR: UN 3272 3/PG 3
WGK Germany: 1
HazardClass: 3
PackingGroup: III
HS Code: 29159080
Content: 98.5% min
Water: 0.05% max
Triethyl orthoacetate (CAS No.78-39-7), it also can be called Orthoaceticacid, triethyl ester (6CI,7CI,8CI) ; 1,1,1-Triethoxyethane ; Ethyl orthoacetate ; NSC 5596 . It should be stored away from oxidizing agents,store away from water/moisture, store away from oxidizing agents, store in cool, dry conditions in well sealed containers. Triethyl orthoacetate (CAS No.78-39-7) is moisture sensitive, keep container tightly sealed, and protect from humidity and water.
Triethyl orthoacetate is the ethyl orthoacetate of acetic acid. It is also known as 1,1,1-triethoxyethane, and is an oily liquid with a colour that is anywhere from yellow to colorless. It is also known for its pungent odour.
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