Conditions | Yield |
---|---|
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)
(η6-p-(CH3O2C)ClC6H4)chromium tricarbonyl
A
cyclopentadienyl iron(II) dicarbonyl dimer
B
(η6-p-(CH3O2C)CpFe(carbonyl)2C6H4)chromium tricarbonyl
C
tetraethylammonium chloride
Conditions | Yield |
---|---|
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)
(η6-m-(CF3)ClC6H4)chromium tricarbonyl
A
cyclopentadienyl iron(II) dicarbonyl dimer
B
(η6-m-(CF3)(CpFe(carbonyl)2)C6H4))chromium tricarbonyl
C
tetraethylammonium chloride
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With 1-ethyl-3-methylimidazolium bromide at 169.84℃; for 8h; | 54% |
(tetraethylammonium)(CpFe(carbonyl)2)
tricarbonyl(p-(trifluoromethyl)chlorobenzene)chromium
A
cyclopentadienyl iron(II) dicarbonyl dimer
B
(η6-p-(CF3)(CpFe(carbonyl)2)C6H4))chromium tricarbonyl
C
tetraethylammonium chloride
Conditions | Yield |
---|---|
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 |
B
tetraethylammonium chloride
Conditions | Yield |
---|---|
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
tetraethyl ammonium [Rh(cyclooctadiene)(C10H9N3)2]
A
{Rh(Cl)(1,5-cyclooctadiene)(quinoline)}
B
tetraethylammonium chloride
Conditions | Yield |
---|---|
In dichloromethane addn. of methanol, elimination of CH2Cl2, pptn. filtered off, washed with methanol, air-dried; elem. anal.; | A 31% B n/a |
Conditions | Yield |
---|---|
With Petroleum ether durch Zerlegung des entstandenen Aethylsulfats mit wss. Ba(OH)2; |
tri-tert-butoxy-chloro-silane
tetraethylammoniumcyanide
A
tetraethylammonium chloride
B
tri(tert-butoxy)silyl cyanide
C
tri(tert-butoxy)silyl isocyanide
Conditions | Yield |
---|---|
In acetonitrile for 1h; Yield given. Yields of byproduct given; |
chloroethane
ammonia
A
tetraethylammonium chloride
B
ethylamine
C
diethylamine
D
triethylamine
diethyl ether
ethyl chlorosulfate
diethylamine
A
N,N-diethylamino-sulfonic acid
B
tetraethylammonium chloride
Conditions | Yield |
---|---|
at 0℃; |
tetraethylammonium chloride
Conditions | Yield |
---|---|
beim Aufbewahren im Exsiccator; |
A
tetraethylammonium chloride
B
boron trichloride
Conditions | Yield |
---|---|
at 100℃; |
A
tetraethylammonium chloride
B
1-butyl-3-{3-[(3-butyl-thioureido)-methyl]-2-hydroxy-benzyl}-thiourea
Conditions | Yield |
---|---|
In chloroform-d1 at 20℃; Equilibrium constant; |
Conditions | Yield |
---|---|
With aniline In nitrobenzene |
Conditions | Yield |
---|---|
In neat (no solvent) Kinetics; at -36 - -5°C with or without light;; | A >99 B n/a |
tetraethyl ammonium [Rh(cyclooctadiene)(C10H9N3)2]
A
Rh(Cl)(1,5-cyclooctadiene)(ethylenediamine)
B
tetraethylammonium chloride
Conditions | Yield |
---|---|
With ethylenediamine In dichloromethane pptn. filtered off, washed with CH2Cl2, air-dried; |
tetraethylammonium azide
cyanogen chloride
A
cyanogen azide
B
tetraethylammonium chloride
Conditions | Yield |
---|---|
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
bis(1-methyl-2-imidazolyl)hydroxymethane
(Et4N)2(Fe2OCl6)
{Fe4O2(bis(N-methylimidazol-2-yl)carbinol)2(bis(N-methylimidazol-2-yl)carbinolate)2(O2CPh)4}Cl2*5H2O*2CH3CN
B
tetraethylammonium chloride
C
triethylamine hydrochloride
D
sodium chloride
Conditions | Yield |
---|---|
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]
A
RhCl(1,5-cyclooctadiene)(PPh3)
B
tetraethylammonium chloride
Conditions | Yield |
---|---|
With P(C6H5)3 In methanol; dichloromethane CH2Cl2/MeOH 1:1; elimination of CH2Cl2, filtered off, washed with methanol, air-dried; |
B
tetraethylammonium chloride
Conditions | Yield |
---|---|
In not given Tc-complex was dissolved in MeOH or abs. EtOH with decompn.;; |
tetraethylammonium chloride
2,4,6-Trinitrophenol
tetraethylammonium picrate
Conditions | Yield |
---|---|
With 2-chloropyridine In acetonitrile Product distribution; without reagent; | 100% |
pentaamminetrifluoromethanesulfonato ruthenium(III) trifluoromethanesulfonate
tetraethylammonium chloride
{Ru(NH3)5(pyrazine)}Cl2
Conditions | Yield |
---|---|
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
tetraethylammonium chloride
{Ru(NH3)5(pyrazine)}(BF4)2
Conditions | Yield |
---|---|
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
tetraethylammonium chloride
Conditions | Yield |
---|---|
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% |
tetraethylammonium chloride
Conditions | Yield |
---|---|
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
tungsten tris(neopentyl)neopentylidyne
[Et4N][W(#CtBu)Cl4]
Conditions | Yield |
---|---|
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; |
tetraethylammonium chloride
[W(NC6H5)Cl5](1-)*(N(C2H5)4)(1+)=[W(NC6H5)Cl5](N(C2H5)4)
Conditions | Yield |
---|---|
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% |
tetraethylammonium chloride
Conditions | Yield |
---|---|
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% |
tetraethylammonium chloride
Conditions | Yield |
---|---|
In dichloromethane N2-atmosphere; crystn. (CH2Cl2 / hexane); elem. anal.; | 100% |
tetraethylammonium chloride
Conditions | Yield |
---|---|
In not given N2-atmosphere; crystn. (CH2Cl2 / hexane); elem. anal.; | 100% |
tetraethylammonium chloride
RuCl(C14H21C15H10N3)(N2C36H38O8(C6H4CN)(C2H4SOCH3))(1+)*PF6(1-)=[RuCl(C29H31N3)(N2C36H38O8(C6H4CN)(C2H4SOCH3))]PF6
Conditions | Yield |
---|---|
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% |
tetraethylammonium chloride
Conditions | Yield |
---|---|
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
tetraethylammonium chloride
2,5,8-tri-tert-butyl-1,3,4,6,7,9-hexaazaphenalenyl tetraethylammonium
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
Stage #1: K3Mo(NCS)6; tetraethylammonium chloride In water Inert atmosphere; Stage #2: In water; acetonitrile Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
tetraethylammonium chloride
Conditions | Yield |
---|---|
In chloroform at 29.84℃; for 72h; Inert atmosphere; | 100% |
tetraethylammonium chloride
tetraethyl-ammonium; chloride , compound with iodine trichloride
Conditions | Yield |
---|---|
With I2Cl6 Schlenk technique; Inert atmosphere; | 100% |
With Iodine monochloride In dichloromethane; acetonitrile at 0℃; for 1h; Inert atmosphere; Schlenk technique; | 82% |
tetraethylammonium chloride
Conditions | Yield |
---|---|
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% |
tetraethylammonium chloride
Conditions | Yield |
---|---|
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
dichloromethane
tetraethylammonium chloride
Conditions | Yield |
---|---|
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
tetraethylammonium chloride
[[(CH3)(O)C6H2[C(CH3)3]]2CH2]AlCl2(1-)*(C2H5)4N(1+)=[[(CH3)(O)C6H2[C(CH3)3]]2CH2]AlCl2[(C2H5)4N]
Conditions | Yield |
---|---|
99% |
trichlorotris(tetrahydrofuran)chromium(III)
nitrido{bis-N,N'-(salicylaldehyde)ethylenediiminato}manganese(V)
tetraethylammonium chloride
acetonitrile
A
N,N'-ethylenebis(salicylideneiminato)manganese(III) chloride*acetonitrile
Conditions | Yield |
---|---|
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
OsH(CS)(NCCH3)2(P(C6H5)3)2(1+)*ClO4(1-) = [OsH(CS)(NCCH3)2(P(C6H5)3)2]ClO4
tetraethylammonium chloride
[OsHCl(CS)(C6H4N2S)(P(C6H5)3)2]
Conditions | Yield |
---|---|
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% |
tetraethylammonium chloride
Conditions | Yield |
---|---|
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% |
tetraethylammonium chloride
Conditions | Yield |
---|---|
In not given | 99% |
[(2,6-dimesitylphenyl)(2,6-diethylphenyl)Ge(μ-S)(μ-OH)Ru(PPh3)](B(3,5-(CF3)2C6H3)4)
tetraethylammonium chloride
[(2,6-dimesitylphenyl)(2,6-diethylphenyl)(OH)Ge(μ-S)RuCl(PPh3)]
Conditions | Yield |
---|---|
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
3,5-bis(bis[(N'-tert-butylureayl)-N-ethyl]aminomethyl)-1H-pyraze
tetraethylammonium chloride
water
cobalt(II) chloride
Conditions | Yield |
---|---|
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% |
carbon monoxide
tetraethylammonium chloride
Conditions | Yield |
---|---|
In not given | 99% |
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)
tetraethylammonium chloride
Conditions | Yield |
---|---|
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% |
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
Tetraethylammonium chloride (CAS NO.56-34-8) is used as polarographic analysis reagent .
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 |
Reported in EPA TSCA Inventory.
Hazard Codes: Xn, Xi
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.
ASSAY: 98.0%
FREE AMINE: 0.05% max
AMINE HCl: 0.2% max
COLOR, APHA: 30 max (50% Aq Sol.)
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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