Product Name

  • Name

    Tetraethylammonium Chloride

  • EINECS 200-267-5
  • CAS No. 56-34-8
  • Article Data25
  • CAS DataBase
  • Density 1.08 g/cm3
  • Solubility methanol: 0.1 g/mL, clear, colorless
  • Melting Point 39 °C
  • Formula C8H20ClN
  • Boiling Point 273.32°C (rough estimate)
  • Molecular Weight 165.706
  • Flash Point
  • Transport Information
  • Appearance white crystalline powder
  • Safety 26-36-37/39
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 56-34-8 (Tetraethylammonium Chloride)
  • Hazard Symbols HarmfulXn,IrritantXi
  • Synonyms Ammonium,tetraethyl-, chloride (8CI);Ethanaminium, N,N,N-triethyl-, chloride (9CI);Ethanaminium,N,N,N-triethyl-, chloride (1:1);Etamon chloride;TEA chloride;TEAC;TEAC 100;
  • PSA 0.00000
  • LogP -1.11320

Synthetic route

cis-(3,5-bis(ethoxycarbonyl)-4,6-diphenyl-2H-pyran-2-ylidene)dichloro(triphenylphosphine)platinum

cis-(3,5-bis(ethoxycarbonyl)-4,6-diphenyl-2H-pyran-2-ylidene)dichloro(triphenylphosphine)platinum

tetraethylammonium iodide
68-05-3

tetraethylammonium iodide

(Pt(CC(CO2C2H5)C(C6H5)C(CO2C2H5)C(C6H5)O)(P(C6H5)3)I2)

(Pt(CC(CO2C2H5)C(C6H5)C(CO2C2H5)C(C6H5)O)(P(C6H5)3)I2)

B

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
In methanol under N2 atm. to soln. NEt4I in CH3OH added (Pt(CC(CO2Et)=C(Ph)C(CO2Et)=C(Ph)O)(PPh3)Cl2) and stirred at room temp. for 24 h; solid filtered off, washed with methanol and dried; elem. anal.;A 83%
B n/a
(tetraethylammonium)(CpFe(carbonyl)2)
57812-16-5

(tetraethylammonium)(CpFe(carbonyl)2)

(η6-p-(CH3O2C)ClC6H4)chromium tricarbonyl
12241-54-2

(η6-p-(CH3O2C)ClC6H4)chromium tricarbonyl

A

cyclopentadienyl iron(II) dicarbonyl dimer
38117-54-3

cyclopentadienyl iron(II) dicarbonyl dimer

B

(η6-p-(CH3O2C)CpFe(carbonyl)2C6H4)chromium tricarbonyl
114636-10-1

(η6-p-(CH3O2C)CpFe(carbonyl)2C6H4)chromium tricarbonyl

C

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
In tetrahydrofuran Dissolution of reactants in THF (protective gas), swirling.; Filtn., evapn., extn. with Et2O followed by extn. with hot toluene, filtn., concg., refrigeration at -20°C, elem. anal.;A n/a
B 63%
C n/a
(tetraethylammonium)(CpFe(carbonyl)2)
57812-16-5

(tetraethylammonium)(CpFe(carbonyl)2)

(η6-m-(CF3)ClC6H4)chromium tricarbonyl
114636-07-6

(η6-m-(CF3)ClC6H4)chromium tricarbonyl

A

cyclopentadienyl iron(II) dicarbonyl dimer
38117-54-3

cyclopentadienyl iron(II) dicarbonyl dimer

B

(η6-m-(CF3)(CpFe(carbonyl)2)C6H4))chromium tricarbonyl
114636-09-8

(η6-m-(CF3)(CpFe(carbonyl)2)C6H4))chromium tricarbonyl

C

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
In tetrahydrofuran Dissolution of reactants in THF (protective gas), swirling.; Filtn., evapn., extn. with Et2O followed by extn. with hot toluene, filtn., concg., refrigeration at -20°C, elem. anal.;A n/a
B 60%
C n/a
triethylamine hydrochloride
554-68-7

triethylamine hydrochloride

Diethyl carbonate
105-58-8

Diethyl carbonate

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
With 1-ethyl-3-methylimidazolium bromide at 169.84℃; for 8h;54%
(tetraethylammonium)(CpFe(carbonyl)2)
57812-16-5

(tetraethylammonium)(CpFe(carbonyl)2)

tricarbonyl(p-(trifluoromethyl)chlorobenzene)chromium
107067-36-7

tricarbonyl(p-(trifluoromethyl)chlorobenzene)chromium

A

cyclopentadienyl iron(II) dicarbonyl dimer
38117-54-3

cyclopentadienyl iron(II) dicarbonyl dimer

B

(η6-p-(CF3)(CpFe(carbonyl)2)C6H4))chromium tricarbonyl
114636-08-7

(η6-p-(CF3)(CpFe(carbonyl)2)C6H4))chromium tricarbonyl

C

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
In tetrahydrofuran Dissolution of reactants in THF (protective gas), swirling for 8 h.; Opening flask in air, filtn., evapn., extn. with cold Et2O followed by extn. with hot toluene, filtn., concg., refrigeration at -20°C for 8 h, elem. anal.;A n/a
B 39%
C n/a
di-(tetraethylammonium) hexachlororhenate

di-(tetraethylammonium) hexachlororhenate

A

tetraethylammonium decachlorodirhenate(IV)

tetraethylammonium decachlorodirhenate(IV)

B

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
In trifluoroacetic acid heating Re-compd. with mixt. of trifluoroaceti acid and trifluoroacetic anhydride (1:1) (Ar atmosphere); partial evapn., washing (solvents), drying (vac., KOH); elem. anal.;A 35%
B n/a
quinoline
91-22-5

quinoline

tetraethyl ammonium [Rh(cyclooctadiene)(C10H9N3)2]
120782-55-0

tetraethyl ammonium [Rh(cyclooctadiene)(C10H9N3)2]

A

{Rh(Cl)(1,5-cyclooctadiene)(quinoline)}
120782-62-9

{Rh(Cl)(1,5-cyclooctadiene)(quinoline)}

B

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
In dichloromethane addn. of methanol, elimination of CH2Cl2, pptn. filtered off, washed with methanol, air-dried; elem. anal.;A 31%
B n/a
diethyl sulfate
64-67-5

diethyl sulfate

triethylamine
121-44-8

triethylamine

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
With Petroleum ether durch Zerlegung des entstandenen Aethylsulfats mit wss. Ba(OH)2;
tri-tert-butoxy-chloro-silane
18105-64-1

tri-tert-butoxy-chloro-silane

tetraethylammoniumcyanide
13435-20-6

tetraethylammoniumcyanide

A

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

B

tri(tert-butoxy)silyl cyanide
110473-67-1

tri(tert-butoxy)silyl cyanide

C

tri(tert-butoxy)silyl isocyanide
110473-68-2

tri(tert-butoxy)silyl isocyanide

Conditions
ConditionsYield
In acetonitrile for 1h; Yield given. Yields of byproduct given;
chloroethane
75-00-3

chloroethane

ammonia
7664-41-7

ammonia

A

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

B

ethylamine
75-04-7

ethylamine

C

diethylamine
109-89-7

diethylamine

D

triethylamine
121-44-8

triethylamine

diethyl ether
60-29-7

diethyl ether

ethyl chlorosulfate
625-01-4

ethyl chlorosulfate

diethylamine
109-89-7

diethylamine

A

N,N-diethylamino-sulfonic acid
42731-89-5

N,N-diethylamino-sulfonic acid

B

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

C

hydrochloride of triethylamine

hydrochloride of triethylamine

Conditions
ConditionsYield
at 0℃;
tetraethyl-ammonium; chloride , compound with bromine

tetraethyl-ammonium; chloride , compound with bromine

lime/chalk/

lime/chalk/

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
beim Aufbewahren im Exsiccator;
tetraethylammonium tetrachloroborate

tetraethylammonium tetrachloroborate

A

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

B

boron trichloride
10294-34-5

boron trichloride

Conditions
ConditionsYield
at 100℃;
C18H30N4OS2*C8H20N(1+)*Cl(1-)

C18H30N4OS2*C8H20N(1+)*Cl(1-)

A

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

B

1-butyl-3-{3-[(3-butyl-thioureido)-methyl]-2-hydroxy-benzyl}-thiourea
321898-65-1

1-butyl-3-{3-[(3-butyl-thioureido)-methyl]-2-hydroxy-benzyl}-thiourea

Conditions
ConditionsYield
In chloroform-d1 at 20℃; Equilibrium constant;
N-phenyl methyl carbamate
2603-10-3

N-phenyl methyl carbamate

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
With aniline In nitrobenzene
nitrosylchloride
2696-92-6

nitrosylchloride

tetraethylammonium; [36Cl]chloride

tetraethylammonium; [36Cl]chloride

A

nitrosyl chloride

nitrosyl chloride

B

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
In neat (no solvent) Kinetics; at -36 - -5°C with or without light;;A >99
B n/a
tetraethyl ammonium [Rh(cyclooctadiene)(C10H9N3)2]
120782-55-0

tetraethyl ammonium [Rh(cyclooctadiene)(C10H9N3)2]

A

Rh(Cl)(1,5-cyclooctadiene)(ethylenediamine)
108786-85-2

Rh(Cl)(1,5-cyclooctadiene)(ethylenediamine)

B

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
With ethylenediamine In dichloromethane pptn. filtered off, washed with CH2Cl2, air-dried;
tetraethylammonium azide
993-20-4

tetraethylammonium azide

cyanogen chloride
506-77-4

cyanogen chloride

A

cyanogen azide
764-05-6

cyanogen azide

B

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
In acetonitrile at 0-12°C, in soln. free from water;A >99
B >99
at 0-12°C, in excess of ClCN;A >99
B >99
In pentane at 0-12°C, in soln. free from water;A >99
B >99
sodium benzoate
532-32-1

sodium benzoate

bis(1-methyl-2-imidazolyl)hydroxymethane
67319-03-3

bis(1-methyl-2-imidazolyl)hydroxymethane

(Et4N)2(Fe2OCl6)
87495-23-6

(Et4N)2(Fe2OCl6)

{Fe4O2(bis(N-methylimidazol-2-yl)carbinol)2(bis(N-methylimidazol-2-yl)carbinolate)2(O2CPh)4}Cl2*5H2O*2CH3CN
111410-35-6

{Fe4O2(bis(N-methylimidazol-2-yl)carbinol)2(bis(N-methylimidazol-2-yl)carbinolate)2(O2CPh)4}Cl2*5H2O*2CH3CN

B

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

C

triethylamine hydrochloride
554-68-7

triethylamine hydrochloride

D

sodium chloride
7647-14-5

sodium chloride

Conditions
ConditionsYield
In dichloromethane; triethylamine; acetonitrile mixt. of the Fe complex in CH3CN and Na benzoate stirred for 0.5 h; mixt. of BICOH in CH3CN/CH2Cl2 and Et3N stirred for 1 h and added to first mixt.; reaction mixt. stirred for 1 h; filtration, solvents removed in vac.; solid washed with hexane/CHCl3; resulting oil dried overnight under vac.; recrystn. from CH3CN; elem. anal.;A 10-25
B n/a
C n/a
D n/a
tetraethyl ammonium [Rh(cyclooctadiene)(C10H9N3)2]
120782-55-0

tetraethyl ammonium [Rh(cyclooctadiene)(C10H9N3)2]

A

RhCl(1,5-cyclooctadiene)(PPh3)
31781-57-4

RhCl(1,5-cyclooctadiene)(PPh3)

B

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
With P(C6H5)3 In methanol; dichloromethane CH2Cl2/MeOH 1:1; elimination of CH2Cl2, filtered off, washed with methanol, air-dried;
bis(tetraethylammonium) oxopentachlorotechnetate(V)

bis(tetraethylammonium) oxopentachlorotechnetate(V)

tetraethylammonium oxotetrachlorotechnetate(V)

tetraethylammonium oxotetrachlorotechnetate(V)

B

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Conditions
ConditionsYield
In not given Tc-complex was dissolved in MeOH or abs. EtOH with decompn.;;
tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

tetraethylammonium picrate
741-03-7

tetraethylammonium picrate

Conditions
ConditionsYield
With 2-chloropyridine In acetonitrile Product distribution; without reagent;100%
pentaamminetrifluoromethanesulfonato ruthenium(III) trifluoromethanesulfonate
84278-98-8

pentaamminetrifluoromethanesulfonato ruthenium(III) trifluoromethanesulfonate

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

{Ru(NH3)5(pyrazine)}Cl2
104626-96-2

{Ru(NH3)5(pyrazine)}Cl2

Conditions
ConditionsYield
With mercury; zinc In acetone addn. of Zn(Hg) to {Ru(NH3)5(OSO2CF3)}(CF3SO3)2 soln. (in degassed acetone), 30 min., addn. to pyrazine soln. (acetone) over 15 min, immediately deep purple soln., react. 30 min (over Zn(Hg)), removal of Zn(Hg), addn. of Et4NCl (in acetonitrile), pptn.; filtration, washing (degassed CH3CN, acetone), drying (vac.); elem. anal.;100%
pentaamminetrifluoromethanesulfonato ruthenium(III) trifluoromethanesulfonate
84278-98-8

pentaamminetrifluoromethanesulfonato ruthenium(III) trifluoromethanesulfonate

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

{Ru(NH3)5(pyrazine)}(BF4)2
41481-91-8

{Ru(NH3)5(pyrazine)}(BF4)2

Conditions
ConditionsYield
With mercury; zinc In acetone addn. of Zn(Hg) to {Ru(NH3)5(OSO2CF3)}(CF3SO3)2 soln. (in degassed acetone), 30 min., addn. to pyrazine soln. (acetone) over 15 min, react. 30 min (over Zn(Hg)), removal of Zn(Hg), addn. of Et4NCl (in acetonitrile), pptn., recrystn. as BF4(1-) salt; elem. anal.;100%
iron pentacarbonyl
13463-40-6

iron pentacarbonyl

di(rhodium)tetracarbonyl dichloride

di(rhodium)tetracarbonyl dichloride

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

Fe5RhC(CO)16(1-)*(C2H5)4N(1+)={Fe5RhC(CO)16}((C2H5)4N)

Fe5RhC(CO)16(1-)*(C2H5)4N(1+)={Fe5RhC(CO)16}((C2H5)4N)

Conditions
ConditionsYield
With sodium amalgam In diethylene glycol Ar, soln. of Fe(CO)5 treated with Na#Hg, Fe(CO)5 added, stirred and heated to 150-160°C, continued for 3-4 h at 130-140°C, cooledto about 20°C, Rh-compound added, stirred for 30-40 min, filtered, 3-fold excess hexane added; decanted; ppt. washed (hexane); extd. (water); Et4NCl in H2O added; pptfiltered; washed (water); dried (vac., 20°C); recrystd. (CH2Cl2); elem. anal.;100%
Cl4(OEt2)W(NPh)

Cl4(OEt2)W(NPh)

tetra-t-butoxy(phenylimido)tungsten(VI)

tetra-t-butoxy(phenylimido)tungsten(VI)

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

tetraethylammonium {tetrachloro(phenylimido)(tert-butoxido)tungsten(VI)}

tetraethylammonium {tetrachloro(phenylimido)(tert-butoxido)tungsten(VI)}

Conditions
ConditionsYield
In dichloromethane W(NCPh)Cl4(Et2O) and org. compd. codissolved in CH2Cl2 under N2, after a few min W(NPh)(OCMe3)4 added (molar ratio 2.9:3.8:0.95), mixture stirred for 8 h; evapn. in vac., recrystn. (CH2Cl2, -30°C);100%
tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

tungsten tris(neopentyl)neopentylidyne
68490-69-7

tungsten tris(neopentyl)neopentylidyne

[Et4N][W(#CtBu)Cl4]
78251-20-4

[Et4N][W(#CtBu)Cl4]

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether elem. anal.;100%
With HCl In diethyl ether; dichloromethane ether soln. of HCl was added to CH2Cl2 soln. of W compd. and Et4NCl (N2)at 0°C; 20 min at 0°C, then 30 min at room temp.; filtration, recrystn. from CH2Cl2; elem. anal.;90%
With HCl In not given W compd. treated with 3 equiv of HCl in presence of N(C2H5)4Cl;
Cl4(OEt2)W(NPh)

Cl4(OEt2)W(NPh)

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

[W(NC6H5)Cl5](1-)*(N(C2H5)4)(1+)=[W(NC6H5)Cl5](N(C2H5)4)
83634-27-9

[W(NC6H5)Cl5](1-)*(N(C2H5)4)(1+)=[W(NC6H5)Cl5](N(C2H5)4)

Conditions
ConditionsYield
In dichloromethane org. compd. added to soln. of W complex in CH2Cl2 under N2, kept for 5 min; cooling to -30°C, filtration, washing with pentane, drying in vac.;100%
[Co4(CO)3(μ3-CO)3(μ3-C8H8)(η4-C8H8)]

[Co4(CO)3(μ3-CO)3(μ3-C8H8)(η4-C8H8)]

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

N(C2H5)4(1+)*Co3(CO)6(C8H8)(1-)=N(C2H5)4Co3(CO)6(C8H8)

N(C2H5)4(1+)*Co3(CO)6(C8H8)(1-)=N(C2H5)4Co3(CO)6(C8H8)

Conditions
ConditionsYield
With LiHBEt3 In tetrahydrofuran; water inert atm.; LiHBEt3 in THF was added to Co-complex in THF, mixt. was stirred for 0.5 h at room temp., solvent was removed under reduced pressure, redissolved in THF, NEt4Cl in water was added dropwise, stirred for 1 h; pptn. by addn. of n-heptane, ppt. was collected, washed with water and pentane; elem. anal.;100%
H2N(CH(CH3)2)2(1+)*Os4(CO)12(PO)(1-)=[H2N(CH(CH3)2)2][Os4(CO)12(PO)]

H2N(CH(CH3)2)2(1+)*Os4(CO)12(PO)(1-)=[H2N(CH(CH3)2)2][Os4(CO)12(PO)]

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

(C2H5)4N(1+)*Os4(CO)12(PO)(1-)=[(C2H5)4N][Os4(CO)12(PO)]

(C2H5)4N(1+)*Os4(CO)12(PO)(1-)=[(C2H5)4N][Os4(CO)12(PO)]

Conditions
ConditionsYield
In dichloromethane N2-atmosphere; crystn. (CH2Cl2 / hexane); elem. anal.;100%
H2N(CH(CH3)2)2(1+)*Ru4(CO)12(PO)(1-)=[H2N(CH(CH3)2)2][Ru4(CO)12(PO)]

H2N(CH(CH3)2)2(1+)*Ru4(CO)12(PO)(1-)=[H2N(CH(CH3)2)2][Ru4(CO)12(PO)]

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

(C2H5)4N(1+)*Ru4(CO)12(PO)(1-)=[(C2H5)4N][Ru4(CO)12(PO)]

(C2H5)4N(1+)*Ru4(CO)12(PO)(1-)=[(C2H5)4N][Ru4(CO)12(PO)]

Conditions
ConditionsYield
In not given N2-atmosphere; crystn. (CH2Cl2 / hexane); elem. anal.;100%
Ru(C14H21C15H10N3)(N2C36H38O8(C6H4CN)(C2H4SOCH3))(2+)*2PF6(1-)=[Ru(C29H31N3)(N2C36H38O8(C6H4CN)(C2H4SOCH3))](PF6)2

Ru(C14H21C15H10N3)(N2C36H38O8(C6H4CN)(C2H4SOCH3))(2+)*2PF6(1-)=[Ru(C29H31N3)(N2C36H38O8(C6H4CN)(C2H4SOCH3))](PF6)2

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

RuCl(C14H21C15H10N3)(N2C36H38O8(C6H4CN)(C2H4SOCH3))(1+)*PF6(1-)=[RuCl(C29H31N3)(N2C36H38O8(C6H4CN)(C2H4SOCH3))]PF6
888940-16-7, 889103-60-0

RuCl(C14H21C15H10N3)(N2C36H38O8(C6H4CN)(C2H4SOCH3))(1+)*PF6(1-)=[RuCl(C29H31N3)(N2C36H38O8(C6H4CN)(C2H4SOCH3))]PF6

Conditions
ConditionsYield
With potassium hexafluorophosphate In dichloromethane-d2 Irradiation (UV/VIS); soln. of Ru complex and Et4NCl in CD2Cl2 irradiated (xenon 1000 W lamp fitted with water filter and Andover 470FS10-50 interference filter) at 25°C for 2 h, aq. KPF6 added; ppt. filtered off, washed with water, recovered with acetone and dried under vac.;100%
(CH2)18(O(C6H4)2C5H2N(C5H4N)2)Ru(C5H5N)(NC5H2(C6H4O)CHCHC5H2(C6H2(CH3)3)N)(2+)*2PF6(1-)=C77H80N6O2RuP2F12

(CH2)18(O(C6H4)2C5H2N(C5H4N)2)Ru(C5H5N)(NC5H2(C6H4O)CHCHC5H2(C6H2(CH3)3)N)(2+)*2PF6(1-)=C77H80N6O2RuP2F12

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

(CH2)18(O(C6H4)2C5H2N(C5H4N)2)RuCl(NC5H2(C6H4O)CHCHC5H2(C6H2(CH3)3)N)(2+)*2PF6(1-)=C72H75N5O2ClRuP2F12

(CH2)18(O(C6H4)2C5H2N(C5H4N)2)RuCl(NC5H2(C6H4O)CHCHC5H2(C6H2(CH3)3)N)(2+)*2PF6(1-)=C72H75N5O2ClRuP2F12

Conditions
ConditionsYield
In dimethyl sulfoxide soln. of Ru complex in DMSO was heated at 140°C for 2 h in dark under Ar; KPF6 added; filtered; washed (H2O); recovered with acetone; dried; Et4NCl and acetone were added; refluxed under Ar for 3 h; cooled to room temp.; KPF6 added; filtered; washed (H2O); recovered withacetone; dried; chromd. (silica gel, acetone/H2O/KNO3, 80/5/0.5);100%
2,5,8-tri-tert-butyl-1,3,4,6,7,9-hexaazaphenalene
1178510-98-9

2,5,8-tri-tert-butyl-1,3,4,6,7,9-hexaazaphenalene

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

2,5,8-tri-tert-butyl-1,3,4,6,7,9-hexaazaphenalenyl tetraethylammonium
1254106-85-8

2,5,8-tri-tert-butyl-1,3,4,6,7,9-hexaazaphenalenyl tetraethylammonium

Conditions
ConditionsYield
Stage #1: 2,5,8-tri-tert-butyl-1,3,4,6,7,9-hexaazaphenalene With sodium hydroxide In 1,4-dioxane; water at 80℃; for 1h;
Stage #2: tetraethylammonium chloride In 1,4-dioxane; water at 20℃; for 0.5h;
100%
K3Mo(NCS)6

K3Mo(NCS)6

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

3C8H20N(1+)*C6H6MoN6S6(3-)

3C8H20N(1+)*C6H6MoN6S6(3-)

Conditions
ConditionsYield
Stage #1: K3Mo(NCS)6; tetraethylammonium chloride In water Inert atmosphere;
Stage #2: In water; acetonitrile Inert atmosphere;
100%
2F6P(1-)*2C2H3N*C76H60Co2N4S4(2+)

2F6P(1-)*2C2H3N*C76H60Co2N4S4(2+)

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

C38H30ClCoN2S2
1610803-43-4

C38H30ClCoN2S2

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
[tetra-n-butylammonium][diethylaminonium]4[V12O32]Cl

[tetra-n-butylammonium][diethylaminonium]4[V12O32]Cl

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

[tetra-n-butylammonium]3[tetraethylmmonium][NH3C2H4NH3]0.5[V12O32]Cl

[tetra-n-butylammonium]3[tetraethylmmonium][NH3C2H4NH3]0.5[V12O32]Cl

Conditions
ConditionsYield
In chloroform at 29.84℃; for 72h; Inert atmosphere;100%
tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

tetraethyl-ammonium; chloride , compound with iodine trichloride
6735-56-4

tetraethyl-ammonium; chloride , compound with iodine trichloride

Conditions
ConditionsYield
With I2Cl6 Schlenk technique; Inert atmosphere;100%
With Iodine monochloride In dichloromethane; acetonitrile at 0℃; for 1h; Inert atmosphere; Schlenk technique;82%
iron(III) chloride hexahydrate

iron(III) chloride hexahydrate

nitrilotriacetic acid, trisodium salt monohydrate

nitrilotriacetic acid, trisodium salt monohydrate

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

[Et4N]2[dichloronitrilotriacetatoiron(III)]

[Et4N]2[dichloronitrilotriacetatoiron(III)]

Conditions
ConditionsYield
In N,N-dimethyl-formamide FeCl3*6H2O dissolved in DMF, ligand and (CH3CH2)4NCl added, overnight, diluted with acetone; ppt. filtered, recrystd. from MeCN/acetone;99.8%
{2,6-i-Pr2C6H3NH3}{Re(C-t-Bu)(2,6-i-Pr2C6H3NH)Cl4}

{2,6-i-Pr2C6H3NH3}{Re(C-t-Bu)(2,6-i-Pr2C6H3NH)Cl4}

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

{NEt4}{Re(C-t-Bu)(2,6-i-Pr2C6H3NH)Cl4}

{NEt4}{Re(C-t-Bu)(2,6-i-Pr2C6H3NH)Cl4}

Conditions
ConditionsYield
In dichloromethane N2-filled drybox or Schlenk techniques; Et4NCl added over 1 h under vigorous stirring; soln. filtered, concd., Et2O added until most of ppt. formed, flask left overnight at -40°C; elem. anal.;99%
(Ti((CH3)2C6H2OCH2)2C4H9C6H2OCl)2
458525-04-7

(Ti((CH3)2C6H2OCH2)2C4H9C6H2OCl)2

dichloromethane
75-09-2

dichloromethane

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

N(C2H5)4(1+)*Ti2((C8H8OCH2)2C4H9C6H2O)2Cl3(1-)*0.5CH2Cl2=N(C2H5)4Ti2(((CH3)2C6H2OCH2)2C4H9C6H2O)2Cl3*0.5CH2Cl2

N(C2H5)4(1+)*Ti2((C8H8OCH2)2C4H9C6H2O)2Cl3(1-)*0.5CH2Cl2=N(C2H5)4Ti2(((CH3)2C6H2OCH2)2C4H9C6H2O)2Cl3*0.5CH2Cl2

Conditions
ConditionsYield
In tetrahydrofuran the mixt. in THF was stirred at room temp. for 22 h (Ar); solvent was removed in vac.; elem. anal.;99%
[AlCl(2,2'-methylenebis(6-tert-butyl-4-methylphenoxido))]2
345196-68-1

[AlCl(2,2'-methylenebis(6-tert-butyl-4-methylphenoxido))]2

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

[[(CH3)(O)C6H2[C(CH3)3]]2CH2]AlCl2(1-)*(C2H5)4N(1+)=[[(CH3)(O)C6H2[C(CH3)3]]2CH2]AlCl2[(C2H5)4N]
503536-09-2

[[(CH3)(O)C6H2[C(CH3)3]]2CH2]AlCl2(1-)*(C2H5)4N(1+)=[[(CH3)(O)C6H2[C(CH3)3]]2CH2]AlCl2[(C2H5)4N]

Conditions
ConditionsYield
99%
trichlorotris(tetrahydrofuran)chromium(III)
10170-68-0, 16997-54-9

trichlorotris(tetrahydrofuran)chromium(III)

nitrido{bis-N,N'-(salicylaldehyde)ethylenediiminato}manganese(V)
142021-25-8

nitrido{bis-N,N'-(salicylaldehyde)ethylenediiminato}manganese(V)

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

acetonitrile
75-05-8

acetonitrile

A

N,N'-ethylenebis(salicylideneiminato)manganese(III) chloride*acetonitrile
105241-53-0

N,N'-ethylenebis(salicylideneiminato)manganese(III) chloride*acetonitrile

[Cr(N)Cl4](2-)*2N(C2H5)4(1+)=[N(C2H5)4]2[Cr(N)Cl4]

[Cr(N)Cl4](2-)*2N(C2H5)4(1+)=[N(C2H5)4]2[Cr(N)Cl4]

Conditions
ConditionsYield
In acetonitrile (N2); dissolving of CrCl3(THF)3 in CH3CN, addn. of Mn(N)(salen), stirring for 1 h, filtration, addn. of soln. of Et4NCl in CH3CN/C2H5OH/H2O (15:14:1) to filtrate; concn., cooling to -5°C, crystn., washing with acetone/water (20:1), elem. anal.;A 99%
B 52%
benzo[1,2,5]thiadiazole
273-13-2, 22706-22-5

benzo[1,2,5]thiadiazole

OsH(CS)(NCCH3)2(P(C6H5)3)2(1+)*ClO4(1-) = [OsH(CS)(NCCH3)2(P(C6H5)3)2]ClO4
218795-12-1

OsH(CS)(NCCH3)2(P(C6H5)3)2(1+)*ClO4(1-) = [OsH(CS)(NCCH3)2(P(C6H5)3)2]ClO4

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

[OsHCl(CS)(C6H4N2S)(P(C6H5)3)2]
218794-73-1

[OsHCl(CS)(C6H4N2S)(P(C6H5)3)2]

Conditions
ConditionsYield
In ethanol; dichloromethane addn. of 2,1,3-benzothiadiazole and Et4NCl in EtOH to the Os complex in CH2Cl2, reflux (1 h); addn. of EtOH, concn. (rotavapor), filtration, washing (EtOH; light petroleum), drying (vac.); elem. anal.;99%
[Mo(acetylacetonate)(H2O)(η7-cycloheptatrienyl)]BF4

[Mo(acetylacetonate)(H2O)(η7-cycloheptatrienyl)]BF4

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

[Mo(acetylacetonate)(Cl)(η7-cycloheptatrienyl)]

[Mo(acetylacetonate)(Cl)(η7-cycloheptatrienyl)]

Conditions
ConditionsYield
In acetone N2-atmosphere; excess Et4NCl, refluxing for 1.5 h; filtration, evapn., extn. into hot THF, filtration, evapn., crystn. (CH2Cl2/Et2O, -23°C); elem. anal.;99%
[(C,N-1-(6-mesityl-2-picolyl)-3-mesitylimidazol-2-ylidene)Rh(1,5-cyclooctadiene)]BF4

[(C,N-1-(6-mesityl-2-picolyl)-3-mesitylimidazol-2-ylidene)Rh(1,5-cyclooctadiene)]BF4

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

[(C-1-(6-mesityl-2-picolyl)-3-mesitylimidazol-2-ylidene)Rh(1,5-cyclooctadiene)Cl]

[(C-1-(6-mesityl-2-picolyl)-3-mesitylimidazol-2-ylidene)Rh(1,5-cyclooctadiene)Cl]

Conditions
ConditionsYield
In not given99%
[(2,6-dimesitylphenyl)(2,6-diethylphenyl)Ge(μ-S)(μ-OH)Ru(PPh3)](B(3,5-(CF3)2C6H3)4)
912672-52-7

[(2,6-dimesitylphenyl)(2,6-diethylphenyl)Ge(μ-S)(μ-OH)Ru(PPh3)](B(3,5-(CF3)2C6H3)4)

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

[(2,6-dimesitylphenyl)(2,6-diethylphenyl)(OH)Ge(μ-S)RuCl(PPh3)]
912672-58-3

[(2,6-dimesitylphenyl)(2,6-diethylphenyl)(OH)Ge(μ-S)RuCl(PPh3)]

Conditions
ConditionsYield
In tetrahydrofuran (N2); std. Schlenk technique; Et4NCl was added to soln. of Ge-Ru complexin THF; mixt. was stirred at room temp. for 1 h; evapd.; chromd. (silica gel, ether); elem. anal.;99%
dichloromethane
75-09-2

dichloromethane

3,5-bis(bis[(N'-tert-butylureayl)-N-ethyl]aminomethyl)-1H-pyraze
887280-10-6

3,5-bis(bis[(N'-tert-butylureayl)-N-ethyl]aminomethyl)-1H-pyraze

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

water
7732-18-5

water

cobalt(II) chloride
7646-79-9

cobalt(II) chloride

tetraethylammonium μ-hydroxo-μ-(3,5-bis(bis[(N'-tert-butylureaylato)-N-ethyl]aminatomethyl)-1H-pyrazolato)dicobaltate(II) dichloromethane adduct (2/1)

tetraethylammonium μ-hydroxo-μ-(3,5-bis(bis[(N'-tert-butylureaylato)-N-ethyl]aminatomethyl)-1H-pyrazolato)dicobaltate(II) dichloromethane adduct (2/1)

Conditions
ConditionsYield
With KH In N,N-dimethyl acetamide byproducts: KCl; (Ar); a soln. of ligand treated with KH, CoCl2 added, stirred for 30 min, H2O added, stirred for 30 min, N(C2H5)4Cl added, stirred for 1 h; evapd. (vac., at room temp.), washed (Et2O), dried (vac.), dissolved in CH2Cl2, filtered, evapd. (vac.); elem. anal.;99%
[(o-(diphenylphosphino)(N-benzylidene)aniline(-1H))Ir(1,5-cyclooctadiene)H]BF4

[(o-(diphenylphosphino)(N-benzylidene)aniline(-1H))Ir(1,5-cyclooctadiene)H]BF4

carbon monoxide
201230-82-2

carbon monoxide

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

[(o-(diphenylphosphino)(N-benzylidene)aniline(-1H))IrHCl(CO)]

[(o-(diphenylphosphino)(N-benzylidene)aniline(-1H))IrHCl(CO)]

Conditions
ConditionsYield
In not given99%
7,7,10,10,19,19,22,22-octamethyl-5,12,17,24-tetrahydro-8,9,20,21-tetrathia-5,12,17,24-tetraaza-dibenzo[a,k]cycloeicosene-6,11,18,23-tetraone
933452-60-9

7,7,10,10,19,19,22,22-octamethyl-5,12,17,24-tetrahydro-8,9,20,21-tetrathia-5,12,17,24-tetraaza-dibenzo[a,k]cycloeicosene-6,11,18,23-tetraone

tetraethylammonium iron(tetraethylthiolate)
959926-16-0

tetraethylammonium iron(tetraethylthiolate)

tetraethylammonium chloride
56-34-8

tetraethylammonium chloride

2N(CH2CH3)4(1+)*FeCl(SC(CH3)2CONC6H4NCOC(CH3)2S)(2-)=(N(CH2CH3)4)2FeCl(SC(CH3)2CONC6H4NCOC(CH3)2S)

2N(CH2CH3)4(1+)*FeCl(SC(CH3)2CONC6H4NCOC(CH3)2S)(2-)=(N(CH2CH3)4)2FeCl(SC(CH3)2CONC6H4NCOC(CH3)2S)

Conditions
ConditionsYield
In N,N-dimethyl-formamide (under Ar); Fe-complex and N(CH2CH3)4Cl added to DMF soln. of ligand, stirred for 5 h; solvent removed;99%

Tetraethyl ammonium chloride Chemical Properties

Molecule structure of Tetraethylammonium chloride (CAS NO.56-34-8):

IUPAC Name: Tetraethylazanium chloride 
Molecular Weight: 165.7041 g/mol
Molecular Formula: C8H20ClN 
Density: 1.08 g/cm3
Melting Point: 39 °C
H-Bond Acceptor: 1
Rotatable Bond Count: 4
Exact Mass: 165.128427
MonoIsotopic Mass: 165.128427 
Solubility Methanol: 0.1 g/mL, clear, colorless
Stability: Stable. Incompatible with strong oxidizing agents. Protect from moisture.
Canonical SMILES: CC[N+](CC)(CC)CC.[Cl-]
InChI: InChI=1S/C8H20N.ClH/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H/q+1;/p-1
InChIKey: YMBCJWGVCUEGHA-UHFFFAOYSA-M
EINECS: 200-267-5
Product Categories: quarternary ammonium salts; Ammonium Chlorides (Quaternary); Quaternary Ammonium Compounds; Ion Channels

Tetraethyl ammonium chloride Uses

 Tetraethylammonium chloride (CAS NO.56-34-8) is used as polarographic analysis reagent .

Tetraethyl ammonium chloride Toxicity Data With Reference

1.    

ivn-hmn TDLo:5 mg/kg:PNS,EYE

    AJMSA9    American Journal of the Medical Sciences. 213 (1947),572.
2.    

orl-rat LD50:2630 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 92 (1948),103.
3.    

ivn-rat LD50:56 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 92 (1948),103.
4.    

ims-rat LD50:110 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 92 (1948),103.
5.    

orl-mus LD50:833 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 117 (1956),169.
6.    

ipr-mus LD50:65 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 92 (1948),103.
7.    

scu-mus LDLo:120 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 25 (1925),315.
8.    

ivn-mus LD50:37 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 117 (1956),169.
9.    

ivn-dog LD50:36 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 92 (1948),103.
10.    

ims-dog LD50:58 mg/kg

    JPETAB   

Tetraethyl ammonium chloride Consensus Reports

Reported in EPA TSCA Inventory.

Tetraethyl ammonium chloride Safety Profile

Hazard Codes: HarmfulXn, IrritantXi
Risk Statements: 22-36/37/38 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
 S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
RTECS: BS6125000
F: 3-10
HS Code: 29239000
Poison by intravenous, intramuscular, intraperitoneal, and subcutaneous routes. Moderately toxic by ingestion. Human systemic effects by intravenous route: paresthesia, pupillary dilation and ptosis. When heated to decomposition it emits very toxic fumes of NOx, Cl, and NH3.

Tetraethyl ammonium chloride Standards and Recommendations

ASSAY: 98.0%
FREE AMINE: 0.05% max
AMINE HCl: 0.2% max
COLOR, APHA: 30 max (50% Aq Sol.)

Tetraethyl ammonium chloride Specification

 Tetraethylammonium chloride (CAS NO.56-34-8) is also named as Etamon chloride ; N,N,N-Triethylethanaminium chloride ; TEAC ; Tea chloride ; Ammonium, tetraethyl-, chloride ; Ethanaminium, N,N,N-triethyl-, chloride ; Ethanaminium, N,N,N-triethyl-, chloride (1:1) . Tetraethylammonium chloride (CAS NO.56-34-8) is white crystalline powder.

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