Product Name

  • Name

    TETRAMETHYLAMMONIUM PERCHLORATE

  • EINECS 219-805-5
  • CAS No. 2537-36-2
  • Article Data10
  • CAS DataBase
  • Density g/cm3
  • Solubility Soluble in water.
  • Melting Point 300 °C
  • Formula C8H20N•ClO4
  • Boiling Point °Cat760mmHg
  • Molecular Weight 173.597
  • Flash Point °C
  • Transport Information
  • Appearance solid
  • Safety Poison by intravenous route. When heated to decomposition it emits very toxic fumes of NOx, NH3, and Cl. See also PERCHLORATES.
  • Risk Codes 8
  • Molecular Structure Molecular Structure of 2537-36-2 (TETRAMETHYLAMMONIUM PERCHLORATE)
  • Hazard Symbols
  • Synonyms Tetramethylammonium perchlorate;Methanaminium, N,N, N-trimethyl-, perchlorate;
  • PSA 74.27000
  • LogP 0.53670

Synthetic route

methanol
67-56-1

methanol

C21H30N4OPbS(2+)*2ClO4(1-)

C21H30N4OPbS(2+)*2ClO4(1-)

tetramethyl ammoniumhydroxide
75-59-2

tetramethyl ammoniumhydroxide

A

Methyl pivalate
598-98-1

Methyl pivalate

B

N-((ethylthio)ethyl)-N-((6-amino-2-pyridyl)methyl)-N-((2-pyridyl)-methyl)amine

N-((ethylthio)ethyl)-N-((6-amino-2-pyridyl)methyl)-N-((2-pyridyl)-methyl)amine

C

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

Conditions
ConditionsYield
Stage #1: methanol; C21H30N4OPbS(2+)*2ClO4(1-); tetramethyl ammoniumhydroxide at 20℃; for 24h;
Stage #2: tetramethyl ammoniumhydroxide In water for 0.333333h;
A n/a
B 96%
C n/a
(methoxymethylidene)dimethylammonium methyl sulfate
21511-55-7, 34643-89-5

(methoxymethylidene)dimethylammonium methyl sulfate

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

Conditions
ConditionsYield
With silver perchlorate
tetramethylammonium bromide
64-20-0

tetramethylammonium bromide

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

Conditions
ConditionsYield
With sodium perchlorate In water
silver perchlorate

silver perchlorate

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

A

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

B

silver(I) chloride

silver(I) chloride

Conditions
ConditionsYield
In further solvent(s) addition of tetramethyl ammoniumchloride to AgClO4 in molten SbCl3;; extraction of the perchlorate with hot H2O;;
tetramethylammonium bromide
64-20-0

tetramethylammonium bromide

silver perchlorate

silver perchlorate

A

silver(I) bromide

silver(I) bromide

B

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

Conditions
ConditionsYield
In further solvent(s) addition of tetramethyl ammoniumbromide to AgClO4 in molten SbBr3, conductometric titration;; extraction of the perchlorate with hot H2O;;
nitrosonium perchlorate

nitrosonium perchlorate

tetramethylammonium azide
999-77-9

tetramethylammonium azide

A

nitrogen
7727-37-9

nitrogen

B

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

C

dinitrogen monoxide
10024-97-2

dinitrogen monoxide

Conditions
ConditionsYield
In liquid sulphur dioxideA n/a
B >99
C n/a
In sulfur dioxideA n/a
B >99
C n/a
nitrosonium perchlorate

nitrosonium perchlorate

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

A

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

B

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In neat (no solvent)
tetramethyl ammoniumhydroxide
75-59-2

tetramethyl ammoniumhydroxide

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

Conditions
ConditionsYield
With perchloric acid
d(4)-methanol
811-98-3

d(4)-methanol

[(N-((2-ethylthio)ethyl)-N-((6-pivaloylamido-2-pyridyl)methyl)-N-((2-pyridyl)methyl)amine)-Zn](ClO4)2

[(N-((2-ethylthio)ethyl)-N-((6-pivaloylamido-2-pyridyl)methyl)-N-((2-pyridyl)methyl)amine)-Zn](ClO4)2

tetramethyl ammoniumhydroxide
75-59-2

tetramethyl ammoniumhydroxide

A

pivalate de methyle d3
34949-25-2

pivalate de methyle d3

B

C17H20(2)H5N4OSZn(1+)*ClO4(1-)

C17H20(2)H5N4OSZn(1+)*ClO4(1-)

C

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

Conditions
ConditionsYield
In [D3]acetonitrile Kinetics;
d(4)-methanol
811-98-3

d(4)-methanol

C21H30N4OPbS(2+)*2ClO4(1-)

C21H30N4OPbS(2+)*2ClO4(1-)

tetramethyl ammoniumhydroxide
75-59-2

tetramethyl ammoniumhydroxide

A

pivalate de methyle d3
34949-25-2

pivalate de methyle d3

B

C16H20(2)H2N4S

C16H20(2)H2N4S

C

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

Conditions
ConditionsYield
In [D3]acetonitrile Kinetics; Mechanism; Activation energy;
titanium(IV) oxide sulfate

titanium(IV) oxide sulfate

1,4,7-triazacyclononane molybdenum trioxide
87938-79-2

1,4,7-triazacyclononane molybdenum trioxide

water
7732-18-5

water

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

{NMe4}[Ti{MoO3(1,4,7-triazacyclononane)}6](ClO4)5·5H2O

{NMe4}[Ti{MoO3(1,4,7-triazacyclononane)}6](ClO4)5·5H2O

Conditions
ConditionsYield
pH=1.8; Sealed tube;43%
2-benzofuran-1(3H)-one
87-41-2

2-benzofuran-1(3H)-one

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

2-Methyl-benzoic acid methyl ester
89-71-4

2-Methyl-benzoic acid methyl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide28%
tetrabutylammonium (μ-tetrathiooxalato)bis[(2-thioxo-1,3-dithiole-4,5-dithiolato)nickelate(II)]

tetrabutylammonium (μ-tetrathiooxalato)bis[(2-thioxo-1,3-dithiole-4,5-dithiolato)nickelate(II)]

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

(Me4N)2[(μ-tetrathiooxalato)(Ni(2-thioxo-1,3-dithiole-4,5-dithiolato))2]

(Me4N)2[(μ-tetrathiooxalato)(Ni(2-thioxo-1,3-dithiole-4,5-dithiolato))2]

Conditions
ConditionsYield
In acetonitrile Ar-atmosphere; stirring for 15 min (dissoln.); crystn. (48 h); elem. anal.;10%
tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

C4H12N(1+)*BCl3*ClO4(1-)

C4H12N(1+)*BCl3*ClO4(1-)

Conditions
ConditionsYield
With boron trichloride In chloroform
tetranitromethane
509-14-8

tetranitromethane

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

trinitromethanide
20143-63-9

trinitromethanide

Conditions
ConditionsYield
With dinitrogen monoxide In water Product distribution; Irradiation;
tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

C3H9NCH2(1+)
36835-80-0

C3H9NCH2(1+)

Conditions
ConditionsYield
With hydroxide In water Rate constant;
at -98.1℃; NaClO4/D2O matrix; γ-irradiation;
tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

C4H11NO2(1+)
119437-65-9

C4H11NO2(1+)

Conditions
ConditionsYield
at -93.1℃; NaClO4/D2O matrix; γ-irradiation;
water
7732-18-5

water

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

A

formic acid
64-18-6

formic acid

B

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
at 20 - 25℃;
water
7732-18-5

water

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

A

formic acid
64-18-6

formic acid

B

carbonic-acid
463-79-6

carbonic-acid

C

trimethylamine
75-50-3

trimethylamine

water
7732-18-5

water

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

hydrogen peroxide <30 percent >

hydrogen peroxide <30 percent >

A

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

B

oxygen

oxygen

Conditions
ConditionsYield
under 1 - 2 Torr; im Exsiccator ueber Schwefelsaeure ensteht ein Gemisch aus der Base und ihrem Tetraoxyd; das loest sich in Wasser oder verd. Saeuren;
tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

Acetyl cation hexachloroantimonate

Acetyl cation hexachloroantimonate

tetramethyl-ammonium; hexachloro antimonate (V)

tetramethyl-ammonium; hexachloro antimonate (V)

Conditions
ConditionsYield
In liquid sulphur dioxide byproducts: CH3COOClO3;
In sulfur dioxide byproducts: CH3COOClO3;
nitrosonium hexachloroantimonate
16871-80-0

nitrosonium hexachloroantimonate

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

nitrosonium perchlorate

nitrosonium perchlorate

Conditions
ConditionsYield
In liquid sulphur dioxide
In sulfur dioxide
nitrosonium hexachloroantimonate
16871-80-0

nitrosonium hexachloroantimonate

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

tetramethyl-ammonium; hexachloro antimonate (V)

tetramethyl-ammonium; hexachloro antimonate (V)

Conditions
ConditionsYield
In liquid sulphur dioxide byproducts: CH3COOClO3;
In sulfur dioxide byproducts: CH3COOClO3;
tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

tetramethylammonium fluorosulfonate

tetramethylammonium fluorosulfonate

(CH3)4N(1+)*SO3F(1-)=(CH3)4NSO3F#(CH3)4N(1+)*ClO4(1-)=(CH3)4NClO4

(CH3)4N(1+)*SO3F(1-)=(CH3)4NSO3F#(CH3)4N(1+)*ClO4(1-)=(CH3)4NClO4

Conditions
ConditionsYield
In not given
In not given
NO2(1+)*SbCl6(1-)=NO2SbCl6
25562-16-7

NO2(1+)*SbCl6(1-)=NO2SbCl6

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

nitryl perchlorate

nitryl perchlorate

Conditions
ConditionsYield
In liquid sulphur dioxide pptn.;;
In sulfur dioxide pptn.;;
tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

boron trichloride
10294-34-5

boron trichloride

tetramethylammonium trichloroperchloratoborate
54775-44-9

tetramethylammonium trichloroperchloratoborate

Conditions
ConditionsYield
In chloroform reaction of B-compd. with org. compd. soln. (20°C), according to:K. V. Titova, V. Ya. Rosolovskii, Izv. Akad. Nauk SSSR, Ser. Khim., 217 4 (1974); chem. anal.;
In chloroform Me4NClO4 reacted slowly with BCl3 in CHCl3 at 20°C; elem. anal.;
shaking with excess of BCl3 in glass ampulle at 20°C;
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

cobalt
7440-48-4

cobalt

{CoCO3phan2}ClO4

{CoCO3phan2}ClO4

Conditions
ConditionsYield
In acetonitrile Electrochem. Process; electrochem. oxidn. of a Co anode in a CH3CN soln. containing 1,10-phenanthroline, 2(1H)-pyridone and (CH3)4NClO4 yielding a brown solid; isolation of the compd. by slow evapn. of the mother liquor at room temp.;
Conditions
ConditionsYield
With 2,2'-bipyridine In acetonitrile Electrochem. Process; electrochemical oxidation of a Cu anode in an acetonitrile soln. containing 2,2'-bipyridine, 2(1H)-pyridone and (Me4N)ClO4, pptn., additional pptn. from the mother liquor on standing for several days at room temp.; recrystn. from methanol;
tetramethylammonium-bis-(1,3-dithiole-2-thione-4,5-dithiolato)nickelate(III)

tetramethylammonium-bis-(1,3-dithiole-2-thione-4,5-dithiolato)nickelate(III)

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

(CH3)4N(Ni(4,5-dimercapto-1,3-dithiole-2-thione)2)2

(CH3)4N(Ni(4,5-dimercapto-1,3-dithiole-2-thione)2)2

Conditions
ConditionsYield
In acetonitrile Electrochem. Process; by electrochemical method from the acetonitrile soln. of (Me4N)(Ni(dmit)2) and (Me4N)ClO4;
{(CH3)4N}{Fe(4,5-dimercapto-1,3-dithiole-2-thionate)2}

{(CH3)4N}{Fe(4,5-dimercapto-1,3-dithiole-2-thionate)2}

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

{(CH3)4N}0.53{Fe(4,5-dimercapto-1,3-dithiole-2-thionate)2}

{(CH3)4N}0.53{Fe(4,5-dimercapto-1,3-dithiole-2-thionate)2}

Conditions
ConditionsYield
In acetonitrile Electrolysis; react. under N2, controlled-current electrolysis (1 μA) at 30°C for 20 d in a H-type glass cell consisting of Pt wire electrodes; collecting the crystals at the anode, drying in vac., elem. anal.;
hexaammonium heptamolybdate tetrahydrate

hexaammonium heptamolybdate tetrahydrate

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

2N(CH3)4(1+)*8NH4(1+)*Mo14O46(10-)*8H2O=(N(CH3)4)2(NH4)8(Mo14O46)*8H2O

2N(CH3)4(1+)*8NH4(1+)*Mo14O46(10-)*8H2O=(N(CH3)4)2(NH4)8(Mo14O46)*8H2O

Conditions
ConditionsYield
With methanol In water byproducts: formaldehyde; Irradiation (UV/VIS); irradiation of Mo-compd. (100 W high-pressure Hg lamp, 20 h, N2-atmosphere), addn. of NMe4ClO4; crystn. (0°C, overnight); elem. anal.;
cerium(III) perchlorate

cerium(III) perchlorate

tetramethylammonium perchlorate
2537-36-2

tetramethylammonium perchlorate

tetramethylammonium tetraperchloratocerate(III)

tetramethylammonium tetraperchloratocerate(III)

Conditions
ConditionsYield
In dichloromethane mixing of starting materials in CH2Cl2 at room temp. for 1 h; evapn. of solvent at room temp. under vac.;

Tetramethylammonium perchlorate Chemical Properties

IUPAC Name: Tetramethylammonium perchlorate
Synonyms: N,N,N-Trimethylmethanaminium perchlorate ; Ammonium, tetramethyl-, perchlorate ; Methanaminium, N,N,N-trimethyl-, perchlorate
CAS NO: 2537-36-2
Molecular Formula of Tetramethylammonium perchlorate (CAS NO.2537-36-2) : C4H12ClNO4
Molecular Weight of Tetramethylammonium perchlorate (CAS NO.2537-36-2) : 173.6
Molecular Structure of Tetramethylammonium perchlorate (CAS NO.2537-36-2):
EINECS: 219-805-5
Melting point: 300 °C
Stability: Stable. Incompatible with strong oxidizing agents.
Appearance:solid
 

Tetramethylammonium perchlorate Toxicity Data With Reference

1.    

ivn-mus LD50:56 mg/kg

    CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#01268 .

Tetramethylammonium perchlorate Consensus Reports

Reported in EPA TSCA Inventory.

Tetramethylammonium perchlorate Safety Profile

Poison by intravenous route. When heated to decomposition it emits very toxic fumes of NOx, NH3, and Cl. See also PERCHLORATES.
Hazard CodesOxidizingO,IrritantXi
Risk Statements 8-36/37/38
R8 :Contact with combustible material may cause fire. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 17-36-26
S17:Keep away from combustible material. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RIDADR UN1479
RTECS BS8250000
HazardClass 5.1
PackingGroup II

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