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10424-65-4 Usage

Outline

Tetramethylammonium hydroxide (TMAH) is the strongest organic base, it is colorless, odorless. Vapor pressure is low at room temperature, it can completely decompose and vaporize at 135~145℃, high purity product has no trace residue by low temperature treatment at 140℃. Tetramethylammonium hydroxide solution is colorless and transparent with micro smell of ammonia, PH value of 1(wt)% solution is 12.9, it is strong alkali which has equal strength with caustic alkali. The tetramethylammonium hydroxide aqueous solution is concentrated under reduced pressure to obtain five crystal water absorbent needle-like crystals (mp, 63℃), then it continues dewatering into three crystal water of crystallization (mp, 63℃), then it turns into a crystal water of tetramethylammonium hydroxide, at 135~140℃, it can decompose into trimethylamine and dimethyl ether.

Uses

Different sources of media describe the Uses of 10424-65-4 differently. You can refer to the following data:
1. Tetramethylammonium hydroxide is organic base, it has very wide range of uses in the field of industrial research. Domestic tetramethylammonium hydroxide is mainly used as organic silicon products, such as the catalyst of synthesizing silicone oil, silicone rubber, silicone resin, although the amount is not big, but the yield and quality of the product is greatly affected. Foreign tetramethylammonium hydroxide is mainly used for polyester-based polymers, textiles, plastics, food, leather, wood processing, electroplating, and other microorganisms. At present, this product has came into the advanced technology areas, such as in printed circuit board manufacturing and microscopic sheets, it can be used as cleaning agent in integrated circuit and anisotropic etchant in semiconductor microfabrication technology of the Si-SiO2 interface. With the development of science and technology, the requirement of this type of chemical is increasing, the quality and quantity of tetramethylammonium hydroxide have put forward higher requirements. It can be used as additive of silicone rubber, methyl silicone oil and polarographic analysis reagents. In terms of organosilicone, it can be used as catalyst of dimethyl silicone oil, phenylmethyl silicone oil, a silicone oil diffusion pump, solvent-free silicone molding compound, silicone resin, silicone rubber or the like. In the analysis, it can be used as polarography agent, in the purification of the product it can be used as non-gray base to precipitate many metal elements, it can be used as silicon computer face brightener, cleaning agents and the like engraved touch in the production of organic silicon. The advantage of tetramethylammonium hydroxide as catalyst is that after the reaction when heat, it can decompose into gas and disappear, and it does not remain in the product.
2. Tetramethylammonium hydroxide pentahydrate has been used in a study to assess strains of Pseudomnas species by a single-step gas chromatographic characterization procedure. It has also been used in a study to investigate solid-state metal hydride batteries nickel oxyhydroxide-metal hydride and manganese dioxide-metal hydride.
3. Tetramethylammonium Hydroxide Pentahydrate is a useful compound for preparing gamma-cesium lead iodide films for high-efficiency deep-red light-emitting devices.
4. Tetramethylammonium hydroxide pentahydrate is a clathrate hydrate, which shows high proton conductivity. It can readily uptake carbon dioxide. It is a promising candidate for energy devices, gas separation, and gas storage applications.Tetramethylammonium hydroxide pentahydrate may be used in the preparation of a mesoporous molecular sieve belonging to the MCM-41 (mobil composition of matter No. 41) category with silica to (tetrahedral) aluminum ratio as low as 8.5:1.

preparation methods

It has many preparation methods of tetramethylammonium hydroxide, silver oxide method is commonly used, it is producted by the reaction of tetramethylammonium chloride with silver oxide. However, the preparation method of tetramethylammonium hydroxide is a complex process, the feedstock of silver oxide is expensive, and the resulting product contains higher impurity ions, such as halide ions, alkali metal ions, for the catalytic polymerization of organosilicon monomers, it has severe effect of silicone product features, and it can not meet the requirements for cleaning and corrosion in electronic fields. From the seventies, foreign began to use new technology of electrolytic method to prepare tetramethylammonium hydroxide, and this method gradually replaced the silver oxide method. Electrolytic method has better product quality, low cost, it not only meets the needs of the production of organic silicon, but also has entered the electronics industry. The above information is edited by the lookchem of Wang Xiaodong.

Process description of electrolysis

1. Tetramethylammonium chloride as raw material The principle is that tetramethyl ammonium chloride aqueous solution in the electrolytic cell of anode compartment under the action of the electric force, the chloride ions in solution migrate to the anode and discharge of chlorine deposited on the anode. Meanwhile, since the ion-exchange membrane selective permeability, chloride diffusion can not go through the ion-exchange membrane, only tetramethylammonium ions can select and penetrate, then come into the cathode compartment, and enriched therein. The molecules water in electrolytic cell of cathode compartment can decompose into hydrogen and hydroxyl ions. The latter is exactly combined with tetramethylammonium ions from the anode chamber into tetramethylammonium hydroxide. With the increase of electricity, the concentration of tetramethylammonium hydroxide continues to improve to achieve the desired final concentration of crude. Anodic electrochemical reaction is: (CH3) 4NCl → (CH3) 4N ++ Clˉ 2Clˉ-2e → Cl2 ↑ Cathodic electrochemical reaction is: H2O → H + + OHˉ (CH3) 4N ++ OHˉ → (CH3) 4NOH 2H ++ 2e → H2 ↑ The overall reaction is: 2 (CH3) 4NCl + 2H2O → 2 (CH3) 4NOH + H2 ↑ + Cl2 ↑ The produced hydrogen of electrolysis is vented, resulting chlorine is absorbed with lye to generate sodium hypochlorite, sodium hypochlorite is the main raw material of bleach. Therefore, this preparation method of tetramethylammonium hydroxide is simple, high purity, and has no environmental pollution. 2.Tetramethyl-ammonium bicarbonate as starting material The theory of electrolysis is similar with tetramethylammonium chloride as raw material, but chlorine can not generate in this method, carbon dioxide and oxygen generate at the anode. Total reaction: (CH3) 4NHCO3 + H2O (CH3) 4NOH + CO2 ↑ + H2 ↑

Chemical properties

It is colorless crystal (often with three, five crystal water, etc.), it can easily absorb moisture in the air can rapidly absorb carbon dioxide, it can decompose into methanol and trimethylamine at 130℃, it usually has 10%, 25% water (or alcohol) aqueous solution and containing crystal compound.

Chemical Properties

moist white crystals with an amine odour

General Description

Tetramethylammonium hydroxide pentahydrate is a clathrate hydrate, which shows high proton conductivity. It can readily uptake carbon dioxide. It is a promising candidate for energy devices, gas separation, and gas storage applications.

Purification Methods

It is freed from chloride ions by passage through an ion-exchange column (e.g. Amberlite IRA-400, prepared in its OH-form by passing 2M NaOH until the effluent is free from chloride ions, then washed with distilled H2O until neutral). A modification, to obtain carbonate-free hydroxide, uses the method of Davies and Nancollas [Nature 165 237 1950]. [Beilstein 4 IV 145.]

Check Digit Verification of cas no

The CAS Registry Mumber 10424-65-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,4,2 and 4 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 10424-65:
(7*1)+(6*0)+(5*4)+(4*2)+(3*4)+(2*6)+(1*5)=64
64 % 10 = 4
So 10424-65-4 is a valid CAS Registry Number.
InChI:InChI=1/C4H12N.6H2O/c1-5(2,3)4;;;;;;/h1-4H3;6*1H2/q+1;;;;;;/p-1

10424-65-4 Well-known Company Product Price

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  • Alfa Aesar

  • (L09658)  Tetramethylammonium hydroxide pentahydrate, 98%   

  • 10424-65-4

  • 25g

  • 222.0CNY

  • Detail
  • Alfa Aesar

  • (L09658)  Tetramethylammonium hydroxide pentahydrate, 98%   

  • 10424-65-4

  • 100g

  • 714.0CNY

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  • Aldrich

  • (87741)  Tetramethylammoniumhydroxidepentahydrate  ≥95.0% (T)

  • 10424-65-4

  • 87741-25G

  • 472.68CNY

  • Detail
  • Aldrich

  • (87741)  Tetramethylammoniumhydroxidepentahydrate  ≥95.0% (T)

  • 10424-65-4

  • 87741-100G

  • 1,432.08CNY

  • Detail
  • Aldrich

  • (87741)  Tetramethylammoniumhydroxidepentahydrate  ≥95.0% (T)

  • 10424-65-4

  • 87741-500G

  • 5,066.10CNY

  • Detail

10424-65-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Tetramethylammonium hydroxide pentahydrate

1.2 Other means of identification

Product number -
Other names TetraMethylaMMoniuM Hydroxide Pentahydrate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:10424-65-4 SDS

10424-65-4Synthetic route

tetramethyl ammonium chloride

tetramethyl ammonium chloride

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

Conditions
ConditionsYield
With methanol; potassium hydroxide man filtriert vom ausgeschiedenen Kaliumchlorid ab und engt unter Zuatz von Wasser im Vakuum bei 35grad ein;
tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

tetramethylammonium hexafluorophosphate
558-32-7

tetramethylammonium hexafluorophosphate

Conditions
ConditionsYield
With hexafluorophosphoric acid In methanol Inert atmosphere;100%
ethanesulfonic acid
594-45-6

ethanesulfonic acid

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

C2H5O3S(1-)*C4H12N(1+)

C2H5O3S(1-)*C4H12N(1+)

Conditions
ConditionsYield
In methanol Inert atmosphere;100%
alrestatin
51411-04-2

alrestatin

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

1,8-naphthalimide-N-acetate tetramethylammonium salt

1,8-naphthalimide-N-acetate tetramethylammonium salt

Conditions
ConditionsYield
In methanol95%
cholic acid
81-25-4

cholic acid

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

tetramethylammonium cholate
70008-56-9

tetramethylammonium cholate

Conditions
ConditionsYield
94%
water
7732-18-5

water

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

niobium (V) ethoxide
3236-82-6

niobium (V) ethoxide

tetramethylammonium decaniobate hexahydrate

tetramethylammonium decaniobate hexahydrate

Conditions
ConditionsYield
In ethanol for 10h; Reflux;88%
tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

triphenylbismuthane
603-33-8

triphenylbismuthane

trifluoroacetic acid
76-05-1

trifluoroacetic acid

[Me4N]2[Bi4(μ3-O)2(C2F3O2)10]·2[CF3CO2H]

[Me4N]2[Bi4(μ3-O)2(C2F3O2)10]·2[CF3CO2H]

Conditions
ConditionsYield
In acetonitrile87%
niobium(V) oxide hydrate

niobium(V) oxide hydrate

phosphoric acid
86119-84-8, 7664-38-2

phosphoric acid

water
7732-18-5

water

vanadia

vanadia

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

PV2Nb12

PV2Nb12

Conditions
ConditionsYield
at 130℃; for 16h; Autoclave;35%
methanol
67-56-1

methanol

copper(II) nitrate trihydrate

copper(II) nitrate trihydrate

holmium(III) nitrate pentahydrate

holmium(III) nitrate pentahydrate

1,3-bis[tris(hydroxymethyl)methylamino]-propane
64431-96-5

1,3-bis[tris(hydroxymethyl)methylamino]-propane

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

C24H52Cu3Ho2N11O35(1-)*NO3(1-)*2C4H12N(1+)

C24H52Cu3Ho2N11O35(1-)*NO3(1-)*2C4H12N(1+)

Conditions
ConditionsYield
Stage #1: methanol; 1,3-bis[tris(hydroxymethyl)methylamino]-propane; tetramethylammonium hydroxide pentahydrate at 60℃; for 0.333333h;
Stage #2: copper(II) nitrate trihydrate at 60℃; for 0.666667h;
Stage #3: holmium(III) nitrate pentahydrate for 3h; Heating;
20%
methanol
67-56-1

methanol

copper(II) nitrate trihydrate

copper(II) nitrate trihydrate

erbium(III) nitrate pentahydrate

erbium(III) nitrate pentahydrate

1,3-bis[tris(hydroxymethyl)methylamino]-propane
64431-96-5

1,3-bis[tris(hydroxymethyl)methylamino]-propane

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

C24H52Cu3Er2N11O35(1-)*NO3(1-)*2C4H12N(1+)

C24H52Cu3Er2N11O35(1-)*NO3(1-)*2C4H12N(1+)

Conditions
ConditionsYield
Stage #1: methanol; 1,3-bis[tris(hydroxymethyl)methylamino]-propane; tetramethylammonium hydroxide pentahydrate at 60℃; for 0.333333h;
Stage #2: copper(II) nitrate trihydrate at 60℃; for 0.666667h;
Stage #3: erbium(III) nitrate pentahydrate for 3h; Heating;
19%
methanol
67-56-1

methanol

copper(II) nitrate trihydrate

copper(II) nitrate trihydrate

terbium(III) nitrate pentahydrate

terbium(III) nitrate pentahydrate

1,3-bis[tris(hydroxymethyl)methylamino]-propane
64431-96-5

1,3-bis[tris(hydroxymethyl)methylamino]-propane

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

C24H52Cu3N11O35Tb2(1-)*NO3(1-)*2C4H12N(1+)

C24H52Cu3N11O35Tb2(1-)*NO3(1-)*2C4H12N(1+)

Conditions
ConditionsYield
Stage #1: methanol; 1,3-bis[tris(hydroxymethyl)methylamino]-propane; tetramethylammonium hydroxide pentahydrate at 60℃; for 0.333333h;
Stage #2: copper(II) nitrate trihydrate at 60℃; for 0.666667h;
Stage #3: terbium(III) nitrate pentahydrate for 3h; Heating;
16%
4-(6-chloro-2,3-dihydro-indol-1-yl)-quinazoline-6,7-diol

4-(6-chloro-2,3-dihydro-indol-1-yl)-quinazoline-6,7-diol

water
7732-18-5

water

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

potassium carbonate
584-08-7

potassium carbonate

1,2-Epoxy-3-bromopropane
3132-64-7

1,2-Epoxy-3-bromopropane

[4-(6-Chloro-2,3-dihydro-indol-1-yl)-7,8-dihydro-[1,4]dioxino[2,3-g]quinazolin-7-yl]-methanol

[4-(6-Chloro-2,3-dihydro-indol-1-yl)-7,8-dihydro-[1,4]dioxino[2,3-g]quinazolin-7-yl]-methanol

Conditions
ConditionsYield
In N,N-dimethyl-formamide11%
copper(II) nitrate trihydrate

copper(II) nitrate trihydrate

gadolinium(III) acetate hydrate

gadolinium(III) acetate hydrate

ethanol
64-17-5

ethanol

1,3-bis[tris(hydroxymethyl)methylamino]-propane
64431-96-5

1,3-bis[tris(hydroxymethyl)methylamino]-propane

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

C26H55Cu3Gd2N12O38(2-)*H2O*2C4H12N(1+)

C26H55Cu3Gd2N12O38(2-)*H2O*2C4H12N(1+)

Conditions
ConditionsYield
Stage #1: ethanol; 1,3-bis[tris(hydroxymethyl)methylamino]-propane; tetramethylammonium hydroxide pentahydrate at 60℃; for 0.333333h;
Stage #2: copper(II) nitrate trihydrate at 60℃; for 0.666667h;
Stage #3: gadolinium(III) acetate hydrate for 3h; Heating;
7%
methanol
67-56-1

methanol

copper(II) nitrate trihydrate

copper(II) nitrate trihydrate

dysprosium(III) nitrate hexahydrate

dysprosium(III) nitrate hexahydrate

1,3-bis[tris(hydroxymethyl)methylamino]-propane
64431-96-5

1,3-bis[tris(hydroxymethyl)methylamino]-propane

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

C24H52Cu3Dy2N11O35(1-)*NO3(1-)*2C4H12N(1+)

C24H52Cu3Dy2N11O35(1-)*NO3(1-)*2C4H12N(1+)

Conditions
ConditionsYield
Stage #1: methanol; 1,3-bis[tris(hydroxymethyl)methylamino]-propane; tetramethylammonium hydroxide pentahydrate at 60℃; for 0.333333h;
Stage #2: copper(II) nitrate trihydrate at 60℃; for 0.666667h;
Stage #3: dysprosium(III) nitrate hexahydrate for 3h; Heating;
5%
mono-p-nitrophenyl phosphate
330-13-2

mono-p-nitrophenyl phosphate

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

diammonium 4-nitrophenyl phosphate
32348-91-7

diammonium 4-nitrophenyl phosphate

Conditions
ConditionsYield
In water
phosphoric acid monophenyl ester
701-64-4

phosphoric acid monophenyl ester

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

phosphoric acid monophenyl ester; diammonium salt
13057-15-3, 79054-24-3

phosphoric acid monophenyl ester; diammonium salt

Conditions
ConditionsYield
In water
tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

monohydrate of tetramethylammonium hydroxide

monohydrate of tetramethylammonium hydroxide

Conditions
ConditionsYield
at 35℃; under 18 Torr;
tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

trihydrate of tetramethylammonium hydroxide

trihydrate of tetramethylammonium hydroxide

Conditions
ConditionsYield
at 40 - 60℃;
6-bromo-1,1,2,2-tetrafluoro-1,2-dihydronaphthalene
382136-91-6

6-bromo-1,1,2,2-tetrafluoro-1,2-dihydronaphthalene

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

6-bromo-1,2-difluoronaphthalene
247924-61-4

6-bromo-1,2-difluoronaphthalene

Conditions
ConditionsYield
In tetrahydrofuran; water
In tetrahydrofuran; water
tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

potassium carbonate
584-08-7

potassium carbonate

α-Cl-β-thiazolyl chloride
105827-91-6

α-Cl-β-thiazolyl chloride

3-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine
153719-38-1

3-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine

thiamethoxam

thiamethoxam

Conditions
ConditionsYield
With hydrogenchloride In water; carbonic acid dimethyl ester
4-(6-chloro-2,3-dihydro-indol-1-yl)-quinazolin-7-ol
172079-15-1

4-(6-chloro-2,3-dihydro-indol-1-yl)-quinazolin-7-ol

water
7732-18-5

water

tetramethylammonium hydroxide pentahydrate
10424-65-4

tetramethylammonium hydroxide pentahydrate

potassium carbonate
584-08-7

potassium carbonate

2-Bromoethyl methyl ether
6482-24-2

2-Bromoethyl methyl ether

4-(6-Chloro-2,3-dihydro-indol-1-yl)-7-(2-methoxy-ethoxy)-quinazoline hydrochloride salt
172079-16-2

4-(6-Chloro-2,3-dihydro-indol-1-yl)-7-(2-methoxy-ethoxy)-quinazoline hydrochloride salt

Conditions
ConditionsYield
In N,N-dimethyl-formamide91 mg (61%)

10424-65-4Upstream product

10424-65-4Relevant articles and documents

VLA-4 INHIBITOR

-

, (2008/06/13)

An object of the present invention is to provide a compound which selectively inhibits binding of a ligand and ±421 integrin (VLA-4), a process for producing the compound, and a medicament containing the compound. A compound represented by the formula (I) etc. orasaltthereof, a process for producing the compound or a salt thereof, a medicament containing the compound or a salt thereof, as well as a preventive and/or a therapeutic agent for a disease caused by cell adhesion, for example, inflammatory reaction, autoimmune disease, cancer metastasis, bronchial asthma, nasal obstruction, diabetes, arthritis, psoriasis, multiple sclerosis, inflammatory bowel disease and rejection reaction at transplantation, containing the compound or a salt thereof as a primary component. [wherein Y 1 represents a divalent aryl group etc. , V 1 represents an aryl group etc., and R 11 to R 14 represent H, OH or a halogen atom etc.]

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