Product Name

  • Name

    Tetraethylammonium hydroxide

  • EINECS 201-073-3
  • CAS No. 77-98-5
  • Article Data20
  • CAS DataBase
  • Density 1.023 g/mL at 25 °C
  • Solubility soluble in water
  • Melting Point -98 °C
  • Formula C8H21NO
  • Boiling Point 110 °C
  • Molecular Weight 147.261
  • Flash Point 11 °C
  • Transport Information UN 3286 3/PG 2
  • Appearance colourless liquid
  • Safety 7-16-26-36/37/39-45-61
  • Risk Codes 34-51-39/23/24/25-23/24/25-11
  • Molecular Structure Molecular Structure of 77-98-5 (Tetraethylammonium hydroxide)
  • Hazard Symbols FlammableF, ToxicT, DangerousN, CorrosiveC
  • Synonyms Ammonium,tetraethyl-, hydroxide (8CI);Ethanaminium, N,N,N-triethyl-, hydroxide (9CI);Tetraethylammonium hydroxide (6CI);Ethanaminium,N,N,N-triethyl-, hydroxide (1:1);
  • PSA 23.06000
  • LogP 1.70600

Synthetic route

diethyl sulfate
64-67-5

diethyl sulfate

ethanol
64-17-5

ethanol

triethylamine
121-44-8

triethylamine

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

Conditions
ConditionsYield
Stage #1: diethyl sulfate; ethanol; triethylamine In water at 140℃; under 7500.75 Torr; for 4h;
Stage #2: With sodium hydroxide In ethanol; water at 45℃; for 4h;
95.7%
tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

Conditions
ConditionsYield
With potassium hydroxide In dichloromethane at 20℃; for 10h;78%
With potassium hydroxide In ethanol at 20℃; for 10h;
With ion-exchange column Amberlyst A26(OH) In methanol
With Amberlite IRA-400-OH ion-exchange column In methanol
tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

Conditions
ConditionsYield
With methanol; potassium hydroxide durch Zusatz von Wasser und Konzentration unterhalb 50grad unter vermindertem Druck;
With Anion-exchange resin (201 × 7(OH))
With potassium hydroxide In methanol at 20℃; for 2h;
ethyl iodide
75-03-6

ethyl iodide

triethylamine
121-44-8

triethylamine

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

Conditions
ConditionsYield
With water; silver(l) oxide
tetraethylammonium iodide
68-05-3

tetraethylammonium iodide

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

Conditions
ConditionsYield
With silver(l) oxide In water
Diethyl carbonate
105-58-8

Diethyl carbonate

A

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

B

tetraethylammonium bicarbonate
17351-61-0

tetraethylammonium bicarbonate

Conditions
ConditionsYield
With triethylamine In water
tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

N-(hydroxy)-5-(p-methoxyphenyl)-4-methylthiazole-2(3H)-thione
529477-58-5

N-(hydroxy)-5-(p-methoxyphenyl)-4-methylthiazole-2(3H)-thione

N-(hydroxy)-5-(p-methoxyphenyl)-4-(methyl)thiazole-2(3H)-thione tetraethylammonium salt

N-(hydroxy)-5-(p-methoxyphenyl)-4-(methyl)thiazole-2(3H)-thione tetraethylammonium salt

Conditions
ConditionsYield
In methanol100%
In methanol at 20℃;
benzene-1,3,5-tricarboxylic acid
554-95-0

benzene-1,3,5-tricarboxylic acid

guanidine hydrogen carbonate
124-46-9, 20734-13-8, 100224-74-6, 593-85-1

guanidine hydrogen carbonate

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

C9H3O6(3-)*2C8H20N(1+)*CH5N3*H(1+)

C9H3O6(3-)*2C8H20N(1+)*CH5N3*H(1+)

Conditions
ConditionsYield
In water for 0.0833333h; Heating;100%
guanidine hydrogen carbonate
124-46-9, 20734-13-8, 100224-74-6, 593-85-1

guanidine hydrogen carbonate

oxalic acid
144-62-7

oxalic acid

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

4C8H20N(1+)*3C2O4(2-)*8CH5N3*3CO3(2-)*8H(1+)

4C8H20N(1+)*3C2O4(2-)*8CH5N3*3CO3(2-)*8H(1+)

Conditions
ConditionsYield
In water for 0.0833333h;100%
diethyl 3,3'-{1,2-phenylenebis[imino(2-methyl-4-oxobutane-4,2-diyl)sulfonyl]}dipropanoate
1015689-87-8

diethyl 3,3'-{1,2-phenylenebis[imino(2-methyl-4-oxobutane-4,2-diyl)sulfonyl]}dipropanoate

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

bis(N,N,N-triethylethanaminium) 4,4'-[1,2-phenylenedi(imino)]bis(2-methyl-4-oxobutane-2-sulfinate)

bis(N,N,N-triethylethanaminium) 4,4'-[1,2-phenylenedi(imino)]bis(2-methyl-4-oxobutane-2-sulfinate)

Conditions
ConditionsYield
In methanol; acetonitrile for 0.166667h; retro-Michael reaction;100%
diethyl 3,3'-{1,2-phenylenebis[imino(2-methyl-4-oxobutane-4,2-diyl)sulfonyl]}dipropanoate
1015689-87-8

diethyl 3,3'-{1,2-phenylenebis[imino(2-methyl-4-oxobutane-4,2-diyl)sulfonyl]}dipropanoate

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

N,N,N-triethylethanaminium 4-{[2-({3-[(3-ethoxy-3-oxopropyl)sulfonyl]-3-methylbutanoyl}amino)phenyl]amino}-2-methyl-4-oxobutane-2-sulfinate

N,N,N-triethylethanaminium 4-{[2-({3-[(3-ethoxy-3-oxopropyl)sulfonyl]-3-methylbutanoyl}amino)phenyl]amino}-2-methyl-4-oxobutane-2-sulfinate

Conditions
ConditionsYield
In methanol; acetonitrile for 0.166667h; retro-Michael reaction;100%
ethyl 3-[(3-{[2-({3-[(3-ethoxy-3-oxopropyl)sulfinyl]-3-methylbutanoyl}amino)phenyl]amino}-1,1-dimethyl-3-oxopropyl)sulfonyl]propanoate
1015689-85-6

ethyl 3-[(3-{[2-({3-[(3-ethoxy-3-oxopropyl)sulfinyl]-3-methylbutanoyl}amino)phenyl]amino}-1,1-dimethyl-3-oxopropyl)sulfonyl]propanoate

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

N,N,N-triethylethanaminium 4-{[2-({3-[(3-ethoxy-3-oxopropyl)sulfinyl]-3-methylbutanoyl}amino)phenyl]amino}-2-methyl-4-oxobutane-2-sulfinate

N,N,N-triethylethanaminium 4-{[2-({3-[(3-ethoxy-3-oxopropyl)sulfinyl]-3-methylbutanoyl}amino)phenyl]amino}-2-methyl-4-oxobutane-2-sulfinate

Conditions
ConditionsYield
In methanol; acetonitrile for 0.166667h; retro-Michael reaction;100%
phthalimide
136918-14-4

phthalimide

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

tetraethylammonium 2-(carbamoyl)benzoate
1174574-34-5

tetraethylammonium 2-(carbamoyl)benzoate

Conditions
ConditionsYield
In water for 4h; Reflux;100%
In water for 4h; Reflux;100%
tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

tetraethylammonium methyl carbonate

tetraethylammonium methyl carbonate

Conditions
ConditionsYield
In methanol at 20℃; for 15h; Inert atmosphere;100%
ethanesulfonic acid
594-45-6

ethanesulfonic acid

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

C8H20N(1+)*C2H5O3S(1-)

C8H20N(1+)*C2H5O3S(1-)

Conditions
ConditionsYield
In methanol Inert atmosphere;100%
hydrogen hexacyanoferrate(II)

hydrogen hexacyanoferrate(II)

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

(tetraethylammonium)4 hexacyanoferrate(II)

(tetraethylammonium)4 hexacyanoferrate(II)

Conditions
ConditionsYield
In water100%
In water100%
ibuprofen
15687-27-1

ibuprofen

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

tetraethylammonium 2-(4-isobutylphenyl)propanoate

tetraethylammonium 2-(4-isobutylphenyl)propanoate

Conditions
ConditionsYield
In methanol for 1h;100%
tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

1-dodecylthiol
112-55-0

1-dodecylthiol

Dodecane-1-thiolatetetraethyl-ammonium;
33081-80-0

Dodecane-1-thiolatetetraethyl-ammonium;

Conditions
ConditionsYield
In benzene at 6 - 10℃; for 1h;99%
1-Amino-2-methoxy-cyclobut-1-ene-3,4-dione
5231-88-9

1-Amino-2-methoxy-cyclobut-1-ene-3,4-dione

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

tetraethylammonium aminosquarate
212248-45-8

tetraethylammonium aminosquarate

Conditions
ConditionsYield
In water pH < 6.0;99%
sodium dodecyl-sulfate
151-21-3

sodium dodecyl-sulfate

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

tetraethylammonium dodecyl sulfate
17262-37-2

tetraethylammonium dodecyl sulfate

Conditions
ConditionsYield
In water using a strong cation-exchange resin;99%
Stage #1: tetraethylammonium hydroxide With Dowex-50 W-X4 (H(+) form) In water
Stage #2: sodium dodecyl-sulfate In methanol Further stages.;
tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

pentafluoroethylphosphonic acid
103305-01-7

pentafluoroethylphosphonic acid

bis(tetraethylammonium)pentafluoroethylphosphonate

bis(tetraethylammonium)pentafluoroethylphosphonate

Conditions
ConditionsYield
In water at 20℃;99%
Benzofuran-2-carboxylic acid
496-41-3

Benzofuran-2-carboxylic acid

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

tetraethylammonium benzofuran-2-carboxylate

tetraethylammonium benzofuran-2-carboxylate

Conditions
ConditionsYield
In methanol; water at 20℃;99%
benzo[b]thiophene-2-carboxylic acid
6314-28-9

benzo[b]thiophene-2-carboxylic acid

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

tetraethylammonium benzothiophene-2-carboxylate

tetraethylammonium benzothiophene-2-carboxylate

Conditions
ConditionsYield
In methanol; water at 20℃;99%
C9H9F3N2O3S2*C5H5N

C9H9F3N2O3S2*C5H5N

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

C9H8F3N2O3S2(1-)*C8H20N(1+)

C9H8F3N2O3S2(1-)*C8H20N(1+)

Conditions
ConditionsYield
In water Inert atmosphere;99%
tris(pentafluoroethyl)difluorophosphorane
91543-32-7

tris(pentafluoroethyl)difluorophosphorane

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

A

C2HF4O3P(2-)*4C8H20N(1+)*2F(1-)

C2HF4O3P(2-)*4C8H20N(1+)*2F(1-)

B

1,1,1,2,2-pentafluoroethane
354-33-6

1,1,1,2,2-pentafluoroethane

Conditions
ConditionsYield
In water at 20 - 80℃; for 1.5h; Product distribution / selectivity;A n/a
B 98.8%
Octanethiol
111-88-6

Octanethiol

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

Octane-1-thiolatetetraethyl-ammonium;
138555-15-4

Octane-1-thiolatetetraethyl-ammonium;

Conditions
ConditionsYield
In benzene at 6 - 10℃; for 1h;98%
tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

potassium (2-phenylethynyl)trifluoroborate

potassium (2-phenylethynyl)trifluoroborate

tetraethylammonium (phenylethynyl)trifluoroborate

tetraethylammonium (phenylethynyl)trifluoroborate

Conditions
ConditionsYield
In dichloromethane; water for 0.5h;98%
tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

3-isobutylamino-1-propanesulfonic acid
1119-70-6

3-isobutylamino-1-propanesulfonic acid

tetraethylammonium isobutylaminopropanesulfonate

tetraethylammonium isobutylaminopropanesulfonate

Conditions
ConditionsYield
In water for 0.5h;98%
3-isopropylamino-1-propanesulfonic acid

3-isopropylamino-1-propanesulfonic acid

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

tetraethylammonium N-isopropyl-N-(3-sulfopropyl)amine
946830-15-5

tetraethylammonium N-isopropyl-N-(3-sulfopropyl)amine

Conditions
ConditionsYield
In water for 0.5h;98%
dimethyl(4-sulfonatobutyl)ammonium
89585-26-2

dimethyl(4-sulfonatobutyl)ammonium

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

tetraethylammonium dimethylaminobutanesulfonate

tetraethylammonium dimethylaminobutanesulfonate

Conditions
ConditionsYield
In water for 0.5h;98%
3-butylamino-propane-1-sulfonic acid
1119-24-0

3-butylamino-propane-1-sulfonic acid

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

tetraethylammonium n-butylaminopropanesulfonate

tetraethylammonium n-butylaminopropanesulfonate

Conditions
ConditionsYield
In water for 0.5h;98%
C48H47B2Br2N6O9Zn2(1-)*C8H20N(1+)

C48H47B2Br2N6O9Zn2(1-)*C8H20N(1+)

3-pyridylboronic acid hydrate

3-pyridylboronic acid hydrate

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

C8H20N(1+)*C58H55B2N8O9Zn2(1-)

C8H20N(1+)*C58H55B2N8O9Zn2(1-)

Conditions
ConditionsYield
Stage #1: C48H47B2Br2N6O9Zn2(1-)*C8H20N(1+); 3-pyridylboronic acid hydrate With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris(dibenzylideneacetone)dipalladium (0) In toluene; butan-1-ol at 120℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;
Stage #2: tetraethylammonium hydroxide In methanol; acetonitrile
98%
diethyl ether
60-29-7

diethyl ether

2,5-diamino-3,6-dibromo-1,4-benzoquinone
27344-26-9

2,5-diamino-3,6-dibromo-1,4-benzoquinone

3C6Cl2O4(2-)*2Zn(2+)*2C2H7N*2H(1+)

3C6Cl2O4(2-)*2Zn(2+)*2C2H7N*2H(1+)

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

1.3C6Cl2O4(2-)*2Zn(2+)*1.7C6H2Br2N2O2(2-)*2C8H20N(1+)*0.57C3H7NO*0.14C4H10O

1.3C6Cl2O4(2-)*2Zn(2+)*1.7C6H2Br2N2O2(2-)*2C8H20N(1+)*0.57C3H7NO*0.14C4H10O

Conditions
ConditionsYield
Stage #1: 3,6-diamino-2,5-dibromo-1,4-benzoquinone; 3C6Cl2O4(2-)*2Zn(2+)*2C2H7N*2H(1+); tetraethylammonium hydroxide; N,N-dimethyl-formamide In water at 75℃; for 48h;
Stage #2: diethyl ether
98%
iron(II) triflate

iron(II) triflate

2,6-diformyl-4-tert-butylphenol dioxime
303994-61-8

2,6-diformyl-4-tert-butylphenol dioxime

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

4-pyridylboronic acid
1692-15-5

4-pyridylboronic acid

C46H47B2Fe2N8O9(1-)*C8H20N(1+)

C46H47B2Fe2N8O9(1-)*C8H20N(1+)

Conditions
ConditionsYield
Stage #1: iron(II) triflate; 2,6-diformyl-4-tert-butylphenol dioxime; 4-pyridylboronic acid In methanol at 50℃; for 1h; Glovebox;
Stage #2: tetraethylammonium hydroxide In methanol; ethanol at 20℃; for 1h;
97%
C9H9F3N2O4S*C5H5N

C9H9F3N2O4S*C5H5N

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

C9H8F3N2O4S(1-)*C8H20N(1+)

C9H8F3N2O4S(1-)*C8H20N(1+)

Conditions
ConditionsYield
In water Inert atmosphere;97%
2,5-diamino-3,6-dibromo-1,4-benzoquinone
27344-26-9

2,5-diamino-3,6-dibromo-1,4-benzoquinone

3C6Cl2O4(2-)*2Mn(2+)*2C2H7N*2H(1+)

3C6Cl2O4(2-)*2Mn(2+)*2C2H7N*2H(1+)

tetraethylammonium hydroxide
77-98-5

tetraethylammonium hydroxide

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

1.8C6Cl2O4(2-)*2Mn(2+)*1.2C6H2Br2N2O2(2-)*2C8H20N(1+)*0.65C3H7NO

1.8C6Cl2O4(2-)*2Mn(2+)*1.2C6H2Br2N2O2(2-)*2C8H20N(1+)*0.65C3H7NO

Conditions
ConditionsYield
In water at 75℃; for 48h;97%

Tetraethylammonium hydroxide Chemical Properties


IUPAC Name: Tetraethylazanium hydroxide
Molecular Formula: C8H21NO
Molecular Weight: 147.26 g/mol
SMILES: [N+](CC)(CC)(CC)CC.[OH-]
InChI: InChI=1/C8H20N.H2O/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H2/q+1;/p-1
EINECS: 201-073-3
Classification Code: Drug / Therapeutic Agent
Product Categories: quarternary ammonium bases; HPLC Ion-Pair Reagents for Acidic Samples; Ammonium Hydroxides (Quaternary); Analytical Chemistry; Ion-Pair Reagents for HPLC; Quaternary Ammonium Compounds
Water Solubility: SOLUBLE
Sensitive: Air Sensitive
Stability: Stable, but absorbs carbon dioxide from the air
Melting Point: -98 °C
Boiling Point: 110 °C 
Density: 1.023 g/mL at 25 °C
Flash Point: 11 °C 
storage temperature of Tetraethylammonium hydroxide (CAS NO.77-98-5): 2-8 °C

Tetraethylammonium hydroxide Uses

 Tetraethylammonium hydroxide (CAS NO.77-98-5) is used as a phase transfer catalyst, the template agent synthesized by molecular sieve and cleaning agents.

Tetraethylammonium hydroxide Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo parenteral 60mg/kg (60mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 681, 1948.
mouse LDLo subcutaneous 107mg/kg (107mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 28, Pg. 367, 1926.

Tetraethylammonium hydroxide Consensus Reports

Reported in EPA TSCA Inventory.

Tetraethylammonium hydroxide Safety Profile

Hazard Codes: CorrosiveC,DangerousN,ToxicT,FlammableF
Risk Statements: 34-51-39/23/24/25-23/24/25-11
R34:Causes burns. 
R51:Toxic to aquatic organisms. 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R39:Danger of very serious irreversible effects. 
R11:Highly flammable.
Safety Statements: 7-16-26-36/37/39-45-61 
S7:Keep container tightly closed. 
S16:Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3286 3/PG 2
WGK Germany: 3
RTECS: KH3150000
F: 9-34
HazardClass: 8
PackingGroup of Tetraethylammonium hydroxide (CAS NO.77-98-5): II

Tetraethylammonium hydroxide Specification

  Tetraethylammonium hydroxide (CAS NO.77-98-5), its Synonyms are Ammonium, tetraethyl-, hydroxide ; Ethanaminium, N,N,N-triethyl-, hydroxide ; Ethanaminium, N,N,N-triethyl-, hydroxide (1:1) . It is colourless liquid.

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