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High purity Tetramethyl ammonium chloride 99% TOP1 supplier in China
Cas No: 75-57-0
USD $ 3.0-3.0 / Gram 100 Gram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality tetramethylammonium chloride supplier in China
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No Data 1 Kilogram 100 Metric Ton/Month Simagchem Corporation Contact Supplier
Tetramethyl ammonium chloride 50% liquid manufacture
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No Data 1 Kilogram 100 Metric Ton/Month Hangzhou ZeErRui Chemical Co., Ltd. Contact Supplier
Factory Supply Tetramethylammonium chloride
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Tetramethyl ammonium chloride
Cas No: 75-57-0
USD $ 53.0-53.0 / Gram 1 Gram 100 Metric Ton/Week Jinan Finer Chemical Co., Ltd Contact Supplier
Lower Price of Tetramethylammonium Chloride
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No Data 1 Metric Ton 1000 Metric Ton/Year Hefei TNJ chemical industry co.,ltd Contact Supplier
Factory price Cosmetic TETRAMETHYLAMMONIUM CHLORIDE 75-57-0 Manufacturer
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USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
Tetramethyl ammonium chloride
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Amadis Chemical offer CAS#75-57-0;CAT#A838452
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No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
Tetramethylammonium chloride CAS: 75-57-0
Cas No: 75-57-0
USD $ 1.0-2.0 / Metric Ton 5 Metric Ton 1000 Metric Ton/Year Henan Sinotech Import&Export Corporation Contact Supplier

75-57-0 Usage

Chemical Properties

white crystals

Purification Methods

Crystallise the chloride from EtOH, EtOH/CHCl3, EtOH/diethyl ether, acetone/EtOH (1:1), isopropanol or water. Traces of the free amine can be removed by washing with CHCl3. [Beilstein 4 IV 145.]

Catalyst of Organic synthesis

Tetramethylammonium chloride is the phase transfer catalyst in organic synthesis phase with its catalytic activity being stronger than triphenylphosphine and triethylamine. At room temperature, it is a white crystalline powder, and is volatile, irritant, and easy to absorb moisture. It is easily soluble in methanol, soluble in water and hot ethanol but insoluble in ether and chloroform. Being heated to above 230 °C causes its decomposition into trimethylamine and methyl chloride. Median lethal dose (mice, intraperitoneal) is around 25mg/kg. It is also used for the synthesis of liquid crystal epoxy compound, and Pope and polarographic analysis, as well as electronic industry.

Uses

1. It can be used as polarographic analysis reagents which is widely used in the electronics industry. 2. Tetramethylammonium chloride is the phase transfer catalyst in organic synthesis with its catalytic activity being stronger than triphenylphosphine and triethylamine. At room temperature, it is a white crystalline powder, and is volatile, irritant, and easy to absorb moisture. It is easily soluble in methanol, soluble in water and hot ethanol but insoluble in ether and chloroform. Being heated to above 230 °C causes its decomposition into trimethylamine and methyl chloride. Median lethal dose (mice, intraperitoneal) is around 25mg/kg. It is also used for the synthesis of liquid crystal epoxy compound, and Pope and polarographic analysis, as well as electronic industry.

Electrolytic preparation of tetramethylammonium hydroxide

Tetramethylammonium hydroxide is a kind of organic base, and has a broad range of application in the field of both industry and scientific research. In our own country, it is mainly used as the catalyst in the synthesis of organic silicon products, such as synthetic silicone oil, silicone rubber, and silicone resin. Although it has a low usage amount, but it can significantly affect both the yield and quality of the product. In abroad, it is mainly used for polyester-based polymers, textiles, plastics, food, leather, wood processing, electroplating, and some kinds of microorganisms. Now tetramethylammonium hydroxide has entered the advanced technology areas. For example, in the field of manufacturing industry of electronic circuit and microscopic sheets production, it can be used as the cleaning agent of integrated circuit board as well as the anisotropic corrosive agents of the Si-SiO2 interface in semiconductor microfabrication technique. With the development of science and technology, the requirements of this type of chemicals are also increasing, posing higher requirements for both the quality and the quantity of the tetramethylammonium hydroxide. The basic principle of using electrolytic method for preparation of tetramethylammonium hydroxide is that the aqueous solution of tetramethylammonium chloride in the anode compartment of the electrolytic bath, under the action of the electric force, has its chloride ions migrate to the direction of anode until discharge of anode occurs to generate chlorine. Meanwhile, because of the selective permeability of the ion-exchange membrane, chloride can’t penetrate through the ion-exchange membrane through diffusion. Instead, only tetramethylammonium ions can selectively penetrate into the cathode compartment through, and be enriched over there. The water molecule in the electrolyzer cathode chamber is decomposed into hydrogen and hydroxyl ions. The latter one exactly binds to the tetramethylammonium ions migrated from the anode chamber to generate tetramethylammonium hydroxide. With the increase of electricity, tetramethylammonium hydroxide concentration continues to improve, finally achieving the desired final concentration of crude. The anodic electrochemical reaction is: (CH3) 4NCl → (CH3) 4N ++ Clˉ2Clˉ-2e → Cl2 ↑ The cathodic electrochemical reaction is: H2O → H + + OHˉ (CH3) 4N ++ OHˉ → (CH3) 4NOH 2H ++ 2e → H2 ↑ The total reaction is: 2 (CH3) 4NCl + 2H2O → 2 (CH3) 4NOH + H2 ↑ + Cl2 ↑ The hydrogen generated during electrolysis is vented with the resulting chlorine absorbed by alkaline solution to generate sodium hypochlorite which is major raw materials for producing bleach. Therefore, this method of producing tetramethylammonium hydroxide is simple with high purity and causing no environmental pollution.

The preparation of PHBHQ type thermoset Liquid crystalline epoxy resin (LCER)

Use toluene as the solvent, concentrated sulfuric acid and boric acid as the catalyst, add into the three-necked flask of equal amount of hydroxybenzoic acid and 1,4-hydroquinone, have reaction at 120~130 °C for 6 h; after cooling, repeatedly wash with distilled water, and obtain the p-hydroxybenzoic acid p-hydroquinone ester after vacuum dry (white solid, yield 87.5%). Dissolve the above product in an excess amount of epichlorohydrin, further add tetramethylammonium chloride and have reaction at 60~70 °C for 10 h; add drop wise of excess amount of aqueous 45% NaOH solution (the addition takes 6 h). Excess amount epichlorohydrin was distilled off under reduced pressure; wash the reaction mixture with acetone-methanol mixed solution for crystallization; it is further subject to vacuum drying to obtain a white PHBHQ-type thermosetting liquid crystalline epoxy resin (with the yield being 37.5%). Mix PHBHQ and hardener stoichiometrically for heating and melting, casting with the curing process being 90 ℃ × 1h; 120 ℃ × 2h; 150 ℃ × 2h; 180 ℃ × 2h.

Safety Profile

Poison by ingestion, intraperitoneal, and subcutaneous routes. When heated to decomposition it emits very toxic fumes of NOx, NH3, and Cl-. See also CHLORIDES.

Uses

Chemical intermediate, catalyst, inhibitor.
InChI:InChI=1/C4H12N.ClH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1

75-57-0 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (T0136)  Tetramethylammonium Chloride  >98.0%(T) 75-57-0 25g 110.00CNY Detail
TCI America (T0136)  Tetramethylammonium Chloride  >98.0%(T) 75-57-0 500g 490.00CNY Detail
Alfa Aesar (A13288)  Tetramethylammonium chloride, 97%    75-57-0 250g 390.0CNY Detail
Alfa Aesar (A13288)  Tetramethylammonium chloride, 97%    75-57-0 1000g 1243.0CNY Detail
Alfa Aesar (A13288)  Tetramethylammonium chloride, 97%    75-57-0 5000g 5205.0CNY Detail
Sigma-Aldrich (T19526)  Tetramethylammoniumchloride  reagent grade, ≥98% 75-57-0 T19526-5G 343.98CNY Detail
Sigma-Aldrich (T19526)  Tetramethylammoniumchloride  reagent grade, ≥98% 75-57-0 T19526-100G 414.18CNY Detail
Sigma-Aldrich (T19526)  Tetramethylammoniumchloride  reagent grade, ≥98% 75-57-0 T19526-500G 1,116.18CNY Detail
Sigma-Aldrich (74202)  Tetramethylammoniumchloride  for ion pair chromatography, ≥99.0% (AT) 75-57-0 74202-50G-F 607.23CNY Detail
Sigma-Aldrich (74202)  Tetramethylammoniumchloride  for ion pair chromatography, ≥99.0% (AT) 75-57-0 74202-250G-F 2,387.97CNY Detail
Sigma (T3411)  Tetramethylammoniumchloridesolution  for molecular biology 75-57-0 T3411-500ML 672.75CNY Detail
Sigma (T3411)  Tetramethylammoniumchloridesolution  for molecular biology 75-57-0 T3411-1L 1,160.64CNY Detail

75-57-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Tetramethyl ammonium chloride

1.2 Other means of identification

Product number -
Other names tetramethyl-ammonium chloride

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:75-57-0 SDS

75-57-0Synthetic route

tetramethyl ammoniumhydroxide
75-59-2

tetramethyl ammoniumhydroxide

N,N,N',N'-Tetramethylphosphorodiamidic chloride
1605-65-8

N,N,N',N'-Tetramethylphosphorodiamidic chloride

A

tetramethylammonium bis(dimethylamino)phosphate
93048-79-4

tetramethylammonium bis(dimethylamino)phosphate

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
In water for 3h;A 99.5%
B n/a
trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
With 1-ethyl-3-methylimidazolium bromide at 169.84℃; for 8h;99%
With 1-ethyl-3-methylimidazolium bromide at 169.84℃; for 8h;
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
With ammonium chloride at 169.84℃; for 8h;96%
With ammonium chloride at 169.84℃; for 8h;96%
benzoyl chloride
98-88-4

benzoyl chloride

dimethyl-amidophosphoric acid monomethyl ester; tetramethylammonium salt
63581-76-0

dimethyl-amidophosphoric acid monomethyl ester; tetramethylammonium salt

A

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

B

C10H14NO4P
106997-48-2

C10H14NO4P

Conditions
ConditionsYield
In acetonitrile for 3h; Ambient temperature;A n/a
B 93%
Hg((2-phenylazo)phenyl)2

Hg((2-phenylazo)phenyl)2

bis(tetramethylammonium) {TlCl5}

bis(tetramethylammonium) {TlCl5}

tetramethylammonium trichloro(2-phenylazophenyl)thallate(III)

tetramethylammonium trichloro(2-phenylazophenyl)thallate(III)

B

2N(CH3)4(1+)*Hg2Cl6(2-)=[N(CH3)4]2[Hg2Cl6]

2N(CH3)4(1+)*Hg2Cl6(2-)=[N(CH3)4]2[Hg2Cl6]

C

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
In ethanol refluxing (6 h), solvent evapn. to dryness; residue recrystn. from dichloromethane/diethyl ether; elem. anal.;A 85%
B n/a
C n/a
(Me4N)2{Mo3(μ3-S)(μ2-S2)3Cl6}

(Me4N)2{Mo3(μ3-S)(μ2-S2)3Cl6}

A

(PPh3)3Mo3(μ3-S)(μ2-S)3Cl4

(PPh3)3Mo3(μ3-S)(μ2-S)3Cl4

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

C

triphenylphosphine sulfide
3878-45-3

triphenylphosphine sulfide

Conditions
ConditionsYield
With P(C6H5)3 In methanol Stirring of a suspn. of Mo-compd. and PPh3 (MeOH, 1 h).; Filtn. of pptd. green solid, washing with hot MeOH and benzene, drying (vac.), elem. anal.;A 82%
B n/a
C >99
Hg(2-dimethylaminomethylphenyl-C'N)2

Hg(2-dimethylaminomethylphenyl-C'N)2

bis(tetramethylammonium) {TlCl5}

bis(tetramethylammonium) {TlCl5}

A

tetramethylammonium trichloro(2-dimethylaminomethylphenyl-C'N)thallate(III)

tetramethylammonium trichloro(2-dimethylaminomethylphenyl-C'N)thallate(III)

B

2N(CH3)4(1+)*Hg2Cl6(2-)=[N(CH3)4]2[Hg2Cl6]

2N(CH3)4(1+)*Hg2Cl6(2-)=[N(CH3)4]2[Hg2Cl6]

C

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
In ethanol refluxing (6 h), solvent evapn. to dryness; residue recrystn. from dichloromethane/diethyl ether; elem. anal.;A 77%
B n/a
C n/a
nido-B10H12CNMe3
31117-16-5

nido-B10H12CNMe3

sodium hydride
7646-69-7

sodium hydride

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
In tetrahydrofuran at 25°C;60%
(Me4N)2{Mo3(μ3-S)(μ2-S2)3Cl6}

(Me4N)2{Mo3(μ3-S)(μ2-S2)3Cl6}

A

Mo3(μ3-S)(μ2-S)3(dppe)3Cl4

Mo3(μ3-S)(μ2-S)3(dppe)3Cl4

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
With C2H4(P2(C6H5)4) In methanol byproducts: (dppe)S2; Boiling of Mo-compd. with dppe (MeOH, 1 h).; Recrystn. of bright green ppt. from a CH2Cl2/hexane mixt., elem. anal.;A 51%
B n/a
methylene chloride
74-87-3

methylene chloride

Neopentyl N,N,N',N'-tetramethylphosphorodiamidite
105334-48-3

Neopentyl N,N,N',N'-tetramethylphosphorodiamidite

A

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

B

Neopentyl N,N-dimethylphosphoramidochloridite

Neopentyl N,N-dimethylphosphoramidochloridite

C

bisdimethylamino(methyl)neopentyloxyphosphonium chloride

bisdimethylamino(methyl)neopentyloxyphosphonium chloride

Conditions
ConditionsYield
Ambient temperature;A 10.4%
B 17 % Spectr.
C 30.1%
[platinum(II)dichloride(1,2-bis(diphenylphosphino)ethane)]
83095-83-4, 14647-25-7

[platinum(II)dichloride(1,2-bis(diphenylphosphino)ethane)]

tetramethylammonium octahydrotriborate
12386-10-6

tetramethylammonium octahydrotriborate

A

(C2H5)3NB3H7

(C2H5)3NB3H7

B

1-{1,2-bis(diphenylphosphino-κP)ethane}-1-platina-arachno-tetraborane(7)

1-{1,2-bis(diphenylphosphino-κP)ethane}-1-platina-arachno-tetraborane(7)

C

triethylamine-borane
1722-26-5

triethylamine-borane

D

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
With triethylamine In acetonitrile under inert atm., 5 h stirring, pptn. of NMe4Cl, solvent removed in vacuo; chromy., eluating of by-products with hexane and main product with toluene;A n/a
B 25%
C n/a
D n/a
N,N-dimethoxyamine
88470-26-2

N,N-dimethoxyamine

trimethylamine
75-50-3

trimethylamine

A

trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
With tert-butylhypochlorite In diethyl ether 1) -78 deg C, 0.5 h, 2) -8 deg C, 24 h;A 15.7%
B 22.8%
tetramethylammonium octahydrotriborate
12386-10-6

tetramethylammonium octahydrotriborate

(1,4-bis(diphenylphosphanyl)butane)dichloridoplatinum(II)
65097-96-3

(1,4-bis(diphenylphosphanyl)butane)dichloridoplatinum(II)

A

(C2H5)3NB3H7

(C2H5)3NB3H7

B

1-{1,4-bis(diphenylphosphino-κP)butane}-1-platina-arachno-tetraborane(7)

1-{1,4-bis(diphenylphosphino-κP)butane}-1-platina-arachno-tetraborane(7)

C

triethylamine-borane
1722-26-5

triethylamine-borane

D

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
With triethylamine In acetonitrile under inert atm., 5 h stirring, pptd. of NMe4Cl, solvent removed in vacuo; chromy., eluating of by-products with hexane, the main product with toluene;A n/a
B 20%
C n/a
D n/a
[1,3-bis(diphenylphosphino)propane]dichloroplatinum(II)
59329-00-9

[1,3-bis(diphenylphosphino)propane]dichloroplatinum(II)

tetramethylammonium octahydrotriborate
12386-10-6

tetramethylammonium octahydrotriborate

cis-PtHCl(1,3-bis(diphenylphosphino)propane)
136813-66-6

cis-PtHCl(1,3-bis(diphenylphosphino)propane)

B

(dppp)PtB3H7

(dppp)PtB3H7

C

(PtH(dppp)2)Cl
136813-67-7

(PtH(dppp)2)Cl

(Pt2H3((C6H5)2PCH2CH2CH2P(C6H5)2)2(1+))*Cl(1-)=(Pt2H3((C6H5)2PCH2CH2CH2P(C6H5)2)2)Cl

(Pt2H3((C6H5)2PCH2CH2CH2P(C6H5)2)2(1+))*Cl(1-)=(Pt2H3((C6H5)2PCH2CH2CH2P(C6H5)2)2)Cl

E

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
With triethylamine In acetonitrile under inert atm., 5 h stirring, pptd. of NMe4Cl, solvent removed in vacuo, summarized yields of PtH(Cl)(dppp) and (PtH(dppp)2)Cl < 1%, further products; chromy., eluating of by-products with hexane, the main product with toluene, the (Pt2H3(dppp)2)Cl, PtH(Cl)(dppp) and (PtH(dppp)2)Cl with methanol, the PtH(Cl)(dppp) and (PtH(dppp)2)Cl were not isolated;A n/a
B 20%
C n/a
D 2%
E n/a
[1,1'-bis(diphenylphosphino)ferrocene]platinum(II) chloride
104413-90-3

[1,1'-bis(diphenylphosphino)ferrocene]platinum(II) chloride

tetramethylammonium octahydrotriborate
12386-10-6

tetramethylammonium octahydrotriborate

A

(C2H5)3NB3H7

(C2H5)3NB3H7

B

(((C6H5)2PC5H4)2Fe)PtB3H7

(((C6H5)2PC5H4)2Fe)PtB3H7

C

triethylamine-borane
1722-26-5

triethylamine-borane

Pt2H3(((C6H5)2PC5H4)2Fe)2(1+)*Cl(1-)=Pt2H3(((C6H5)2PC5H4)2Fe)2Cl

Pt2H3(((C6H5)2PC5H4)2Fe)2(1+)*Cl(1-)=Pt2H3(((C6H5)2PC5H4)2Fe)2Cl

E

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
With triethylamine In acetonitrile under inert gas; stirring for 5 h;; evapn., washing, recrystn.;;A n/a
B 2%
C n/a
D 10%
E n/a
methanol
67-56-1

methanol

A

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
With ammonium chloride at 285℃;
trimethylvinyl ammonium chloride
6018-82-2

trimethylvinyl ammonium chloride

A

N,N-dimethylvinylamine
5763-87-1

N,N-dimethylvinylamine

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
bei der trocknen Destillation im Stickstoffstrom;
methylene chloride
74-87-3

methylene chloride

dimethyl amine
124-40-3

dimethyl amine

A

N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
unter Druck;
diethyl ether
60-29-7

diethyl ether

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

trimethylamine
75-50-3

trimethylamine

A

N,N-dimethylbenzenesulfonamide
14417-01-7

N,N-dimethylbenzenesulfonamide

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
at 0℃;
at -80℃;
benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

trimethylamine
75-50-3

trimethylamine

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
With diethyl ether at 0℃;
dimethyl sulfate
77-78-1

dimethyl sulfate

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
With sodium hydroxide; ammonium chloride
methylene chloride
74-87-3

methylene chloride

methylamine
74-89-5

methylamine

A

methylamine hydrochloride
593-51-1

methylamine hydrochloride

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Chloromethyltrimethylsilane
2344-80-1

Chloromethyltrimethylsilane

trimethylamine
75-50-3

trimethylamine

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
at 210℃;
methylene chloride
74-87-3

methylene chloride

trimethylamine
75-50-3

trimethylamine

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

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

N,N-dimethyl-formamide dimethyl acetal

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
With hydrogenchloride
(3-carboxypropyl)trimethylammonium chloride methyl ester
13254-33-6

(3-carboxypropyl)trimethylammonium chloride methyl ester

A

4-butanolide
96-48-0

4-butanolide

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
at 0 - 250℃; Mechanism; Heating; pyrolysis of various carpronium chloride derivatives, labelled derivatives;
tetramethylammonium dimethyl phosphate
756-77-4

tetramethylammonium dimethyl phosphate

benzoyl chloride
98-88-4

benzoyl chloride

A

benzoyl dimethyl phosphate
91489-49-5

benzoyl dimethyl phosphate

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
In acetonitrile for 3h; Ambient temperature;
tetramethylammonium bis(dimethylamino)phosphate
93048-79-4

tetramethylammonium bis(dimethylamino)phosphate

benzoyl chloride
98-88-4

benzoyl chloride

A

benzoic acid-(tetramethyl-diamidophosphoric acid )-anhydride
106997-52-8

benzoic acid-(tetramethyl-diamidophosphoric acid )-anhydride

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
In acetonitrile for 3h; Ambient temperature; Title compound not separated from byproducts;
benzoyl chloride
98-88-4

benzoyl chloride

dimethyl-amidophosphoric acid monomethyl ester; tetramethylammonium salt
63581-76-0

dimethyl-amidophosphoric acid monomethyl ester; tetramethylammonium salt

A

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

B

N,N-dimethylbenzamide
611-74-5

N,N-dimethylbenzamide

Conditions
ConditionsYield
In acetonitrile for 4h; Heating;
benzoyl chloride
98-88-4

benzoyl chloride

C4H12N(1+)*C4H9NO4P(1-)
91489-48-4

C4H12N(1+)*C4H9NO4P(1-)

A

N-acetyl-N-acetylbenzamide
7449-76-5

N-acetyl-N-acetylbenzamide

B

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Conditions
ConditionsYield
In acetonitrile for 4h; Heating;
(2,11-(CH3)2-2,11-C2B9H9)2Ni

(2,11-(CH3)2-2,11-C2B9H9)2Ni

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

{N(CH3)4}{(1.2-C2B9H9(CH3)2)2Ni}
12556-57-9

{N(CH3)4}{(1.2-C2B9H9(CH3)2)2Ni}

Conditions
ConditionsYield
With NaBH4 In ethanol redn. with 2-fold excess of NaBH4 in C2H5OH at room temp. (15 min), addn. of H2O, addn. of (N(CH3)4)Cl;; pptn.;;100%
With NaBH4 In ethanol redn. with 2-fold excess of NaBH4 in C2H5OH at room temp. (15 min), addn. of H2O, addn. of (N(CH3)4)Cl;; pptn.;;100%
(7,8-(CH3)2-7,8-C2B9H9)Ni(2,11-(CH3)2-2,11-C2B9H9)
33009-91-5

(7,8-(CH3)2-7,8-C2B9H9)Ni(2,11-(CH3)2-2,11-C2B9H9)

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

{N(CH3)4}{(1.2-C2B9H9(CH3)2)2Ni}
12556-59-1

{N(CH3)4}{(1.2-C2B9H9(CH3)2)2Ni}

Conditions
ConditionsYield
With NaBH4 In ethanol redn. with 2-fold excess of NaBH4 in C2H5OH at room temp. (15 min), addn. of H2O, addn. of (N(CH3)4)Cl;; pptn.;;100%
With NaBH4 In ethanol redn. with 2-fold excess of NaBH4 in C2H5OH at room temp. (15 min), addn. of H2O, addn. of (N(CH3)4)Cl;; pptn.;;100%
hydrogen tetrachloroaurate(III) tetrahydrate

hydrogen tetrachloroaurate(III) tetrahydrate

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

tetramethyl-ammonium; tetrachloroaurate (III)

tetramethyl-ammonium; tetrachloroaurate (III)

Conditions
ConditionsYield
In water under N2, light excluded; to aq. soln. of HAuCl4*4H2O (4.85 mmol) excess(Me4N)Cl added, stirred for 30 min; filtered, ppt. washed (H2O, EtOH, Et2O), vacuum-dried;100%
tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

nickel dichloride

nickel dichloride

2{N(CH3)4}(1+)*{NiCl4}(2-)={N(CH3)4}2{NiCl4}

2{N(CH3)4}(1+)*{NiCl4}(2-)={N(CH3)4}2{NiCl4}

Conditions
ConditionsYield
In methanol under N2 or Ar; soln. of 3 equiv. of Me4NCl in MeOH heated to reflux; slurry of NiCl2 in MeOH added to boiling soln.; heated under reflux for 24h; filtered; solvent removed from filtrate under vac.;99%
In ethanol 8:1 mixture; heating pptn. in i-pentanol;; pptn. washed with petroleum and dried at 60°C in vacuum;;
In ethanol 8:1 mixture; heating pptn. in i-pentanol;; pptn. washed with petroleum and dried at 60°C in vacuum;;
heating at 130-150°C for several hours; Evapn. of soln. of nitromethane in a vac. desiccator (CaSO4) yields to crystals.;
potassium tetrachloroplatinate(II)
10025-99-7

potassium tetrachloroplatinate(II)

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

tetramethylammonium tetrachloroplatinate(II)

tetramethylammonium tetrachloroplatinate(II)

Conditions
ConditionsYield
In water99%
pentaborane(9)
19624-22-7

pentaborane(9)

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

potassium hydride

potassium hydride

{(CH3)4N}(1+)*{B11H14}(1-)={(CH3)4N}{B11H14}

{(CH3)4N}(1+)*{B11H14}(1-)={(CH3)4N}{B11H14}

Conditions
ConditionsYield
In 1,2-dimethoxyethane byproducts: H2, KCl; condensing 20.9mmol B5H9 into the vessel containing 8.88mmol KH and 9.17mmol ammonium salt at -196°C, warming to ambient temp., heating to 85°C for 2h, filtation;; removal of volatile material in high vac. (<10E-3 mm Hg), heating to 90°C for 24h in vac.; NMR:;99%
(HNMe3)(7-SPh-8-Me-7,8-C2B9H10)

(HNMe3)(7-SPh-8-Me-7,8-C2B9H10)

water-d2
7789-20-0

water-d2

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

(NMe4)(10-D-7-SPh-8-Me-7,8-C2B9H9)

(NMe4)(10-D-7-SPh-8-Me-7,8-C2B9H9)

Conditions
ConditionsYield
In tetrahydrofuran; water-d2 soln. Na2(7-SPh-8-Me-7,8-C2B9H9) in THF was prepared from (NHMe3)(7-SPh-8-Me-7,8-C2B9H10) (J.Am.Chem.So., 1968, V.90, P.862; P.879) and then treated with D2O and stirred under N2 for 15 min., THF was evapd. and Me4NCl in D2O was added; ppt. was filtered, washed with D2O and recrystd. from acetone/D2O; elem. anal.;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)

water
7732-18-5

water

tetramethlyammonium chloride
75-57-0

tetramethlyammonium 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(CH3)4(1+)*H2O=[N(CH3)4]2[Cr(N)Cl4]*H2O

[Cr(N)Cl4](2-)*2N(CH3)4(1+)*H2O=[N(CH3)4]2[Cr(N)Cl4]*H2O

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 Me4NCl in CH3CN/C2H5OH/H2O (15:14:1) to filtrate; pptn., filtration, washing with CH3CN, drying, elem. anal.;A 99%
B 71%
Rh2(((C6H5)2PC2H4NCH3)2C6H4)(((C6H5)2PC2H4S)2C6H4)(2+)*2BF4(1-)=Rh2(((C6H5)2PC2H4NCH3)2C6H4)((C6H5)4P2C10H12S2)(BF4)2

Rh2(((C6H5)2PC2H4NCH3)2C6H4)(((C6H5)2PC2H4S)2C6H4)(2+)*2BF4(1-)=Rh2(((C6H5)2PC2H4NCH3)2C6H4)((C6H5)4P2C10H12S2)(BF4)2

carbon monoxide
201230-82-2

carbon monoxide

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Rh2(((C6H5)2PC2H4NCH3)2C6H4)(((C6H5)2PC2H4S)2C6H4)(CO)2Cl2
827609-97-2

Rh2(((C6H5)2PC2H4NCH3)2C6H4)(((C6H5)2PC2H4S)2C6H4)(CO)2Cl2

Conditions
ConditionsYield
In dichloromethane 1 atm. of CO, 2 equiv of (CH3)4NCl, CH2Cl2, room temp.;99%
K[arachno-B9H14]

K[arachno-B9H14]

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

(CH3)4N(1+)*[B9H14](1-)=[(CH3)4N][B9H14]

(CH3)4N(1+)*[B9H14](1-)=[(CH3)4N][B9H14]

Conditions
ConditionsYield
In further solvent(s) all manipulations in vacuum line or under inert atm.; arachno-borane andMe4NCl placed in flask fitted with Solv-Seal adapter, evacuated, glyme condensed into system, warmed to room temp., stirred for 1 h; ppt. filtered off, solvent removed in vac.;99%
Rh2(((C6H5)2PC2H4S)2C6(CH3)4)(((C6H5)2PC2H4S)2C6H4)(2+)*2BF4(1-)=Rh2(((C6H5)2PC2H4S)2C6(CH3)4)((C6H5)4P2C10H12S2)(BF4)2

Rh2(((C6H5)2PC2H4S)2C6(CH3)4)(((C6H5)2PC2H4S)2C6H4)(2+)*2BF4(1-)=Rh2(((C6H5)2PC2H4S)2C6(CH3)4)((C6H5)4P2C10H12S2)(BF4)2

carbon monoxide
201230-82-2

carbon monoxide

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Rh2(((C6H5)2PC2H4S)2C6(CH3)4)(((C6H5)2PC2H4S)2C6H4)(CO)2Cl2
827609-96-1

Rh2(((C6H5)2PC2H4S)2C6(CH3)4)(((C6H5)2PC2H4S)2C6H4)(CO)2Cl2

Conditions
ConditionsYield
In dichloromethane 1 atm. of CO, 2 equiv of (CH3)4NCl, CH2Cl2, room temp.;99%
Rh2(((C6H5)2PC2H4O)2C14H8)(((C6H5)2PC2H4S)2C6H4)(2+)*2BF4(1-)=Rh2(((C6H5)2PC2H4O)2C14H8)((C6H5)4P2C10H12S2)(BF4)2

Rh2(((C6H5)2PC2H4O)2C14H8)(((C6H5)2PC2H4S)2C6H4)(2+)*2BF4(1-)=Rh2(((C6H5)2PC2H4O)2C14H8)((C6H5)4P2C10H12S2)(BF4)2

carbon monoxide
201230-82-2

carbon monoxide

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

Rh2(((C6H5)2PC2H4O)2C14H8)(((C6H5)2PC2H4S)2C6H4)(CO)2Cl2
827609-98-3

Rh2(((C6H5)2PC2H4O)2C14H8)(((C6H5)2PC2H4S)2C6H4)(CO)2Cl2

Conditions
ConditionsYield
In dichloromethane 1 atm. of CO, 2 equiv of (CH3)4NCl, CH2Cl2, room temp.;99%
12-(4-methoxypyridinium)-closo-1-monocarbadodecaborate

12-(4-methoxypyridinium)-closo-1-monocarbadodecaborate

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

C6H15B11NO(1-)*C4H12N(1+)

C6H15B11NO(1-)*C4H12N(1+)

Conditions
ConditionsYield
Stage #1: 12-(4-methoxypyridinium)-closo-1-monocarbadodecaborate With lithium chloride In N,N-dimethyl-formamide at 80℃; for 16h; Inert atmosphere;
Stage #2: tetramethlyammonium chloride for 2h; Inert atmosphere;
99%
[(η5-4,7-Me2C9H5)Mo(CO)2(6,6'-dimethyl-2,2'-bipyridine)][BF4]

[(η5-4,7-Me2C9H5)Mo(CO)2(6,6'-dimethyl-2,2'-bipyridine)][BF4]

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

[(η3-4,7-Me2C9H5)Mo(CO)2(6,6'-dimethyl-2,2'-bipyridine)Cl]

[(η3-4,7-Me2C9H5)Mo(CO)2(6,6'-dimethyl-2,2'-bipyridine)Cl]

Conditions
ConditionsYield
In acetone for 48h; Inert atmosphere; Schlenk technique;99%
tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

tetramethylammonium dichloroiodate(I)
1838-41-1

tetramethylammonium dichloroiodate(I)

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite; sodium iodide at 20℃; for 0.5h;98%
With hydrogenchloride; dihydrogen peroxide; iodine In water; acetonitrile at 20℃; Cooling with ice;97%
With hydrogenchloride; potassium iodate
With water
With Iodine monochloride; acetic acid
1-methyl-2-methylthiolato-1,2-dicarba-closo-dodecaborane
17526-08-8

1-methyl-2-methylthiolato-1,2-dicarba-closo-dodecaborane

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

tetramethylammonium 7-methyl-8-methylthiolato-S-7,8-dicarba-nido-undecaborate

tetramethylammonium 7-methyl-8-methylthiolato-S-7,8-dicarba-nido-undecaborate

Conditions
ConditionsYield
With KOH In ethanol refluxing of the starting dicarbaborane and KOH in ethanol for 2 h under N2, eliminating of ethanol, dissolving of residue in water, addn. of Me4NCl; filtn., rechrystn. (EtOH-H2O), elem. anal.;98%
1-methyl-2-methylthiolato-1,2-dicarba-closo-dodecaborane
17526-08-8

1-methyl-2-methylthiolato-1,2-dicarba-closo-dodecaborane

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

(SCH3)(CH3)C2B9H10(1-)*N(CH3)4(1+)

(SCH3)(CH3)C2B9H10(1-)*N(CH3)4(1+)

Conditions
ConditionsYield
With KOH In ethanol KOH is added to flask contg. deoxygenated ethanol, stirred for 1 h, carborane is added, mixt. is refluxed for 2 h, solvent is evapd., water is added, filtn., N2 is bubbled through soln., NMe4Cl in water is added, pptn.; filtn., washing (water), recrystd. (ethanol/water); elem. anal.;98%
La2Na3(μ4-4-methylphenoxy)3(μ-4-methylphenoxy)6(THF)5

La2Na3(μ4-4-methylphenoxy)3(μ-4-methylphenoxy)6(THF)5

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

{Me4N}{La2Na2(μ4-4-methylphenoxy)(μ3-4-methylphenoxy)2(μ-4-methylphenoxy)4(4-methylphenoxy)2(THF)5}(THF)

{Me4N}{La2Na2(μ4-4-methylphenoxy)(μ3-4-methylphenoxy)2(μ-4-methylphenoxy)4(4-methylphenoxy)2(THF)5}(THF)

Conditions
ConditionsYield
In tetrahydrofuran (with exclusion of air and water) Me4NCl was added to a soln. of complex in THF, stirred for 24 h; centrifuged, evapd. to dryness; elem. anal.;98%
(HNMe3)(7-SPh-8-Ph-7,8-C2B9H10)

(HNMe3)(7-SPh-8-Ph-7,8-C2B9H10)

water-d2
7789-20-0

water-d2

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

(NMe4)(10-D-7-SPh-8-Ph-7,8-C2B9H9)

(NMe4)(10-D-7-SPh-8-Ph-7,8-C2B9H9)

Conditions
ConditionsYield
In tetrahydrofuran; water-d2 soln. Na2(7-SPh-8-Ph-7,8-C2B9H9) in THF was prepared from (NHMe3)(7-SPh-8-Ph-7,8-C2B9H10) (J.Am.Chem.So., 1968, V.90, P.862; P.879) and then treated with D2O and stirred under N2 for 15 min., THF was evapd. and Me4NCl in D2O was added; ppt. was filtered, washed with D2O and recrystd. from acetone/D2O; elem. anal.;98%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

trimethylammonium 12-iodocarba-closo-dodecaborane

trimethylammonium 12-iodocarba-closo-dodecaborane

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

tetramethylammonium 1-triisopropylsilyl-12-iodocarba-closo-dodecaborane

tetramethylammonium 1-triisopropylsilyl-12-iodocarba-closo-dodecaborane

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran byproducts: LiCl; n-butyllitium was added dropwise to a soln. of carborane in THF at 0°C, stirred for 30 min at room temp., cooled to 0°C, silyl-compound was added dropwise, stirred at room temp. for 3 h, the procedure was repeated; H2O was added, rotary evapd., H2O was added, (CH3)4NCl was added, ppt. was dried at 80°C overnight;98%
1-(2-pyridyl)-1,2-dicarba-closo-dodecaborane(12)
153984-80-6

1-(2-pyridyl)-1,2-dicarba-closo-dodecaborane(12)

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

7-(2'-pyridyl)-7,8-nido-dicarbaundecaborate tetramethylammonium

7-(2'-pyridyl)-7,8-nido-dicarbaundecaborate tetramethylammonium

Conditions
ConditionsYield
With KOH In ethanol in Schlenk flask; soln. of KOH in EtOH was added to borate cluster, mixt. was refluxed for 3 h, cooled to room temp.; mixt. was evapd., residue was dissolved in water and treated with Me4NCl, solid was filtered off, washed with water and Et2O; elem. anal.;98%
tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

4-hydroxypropiophenone
70-70-2

4-hydroxypropiophenone

4-Methoxypropiophenone
121-97-1

4-Methoxypropiophenone

Conditions
ConditionsYield
With potassium carbonate In 1,2-dimethoxyethane at 145℃; for 0.416667h; Microwave irradiation; Inert atmosphere; Sealed vessel;98%
With potassium carbonate at 150 - 160℃; for 4h;81%
tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

sodium 2-ethylhexanoic acid

sodium 2-ethylhexanoic acid

tetramethylammonium 2-ethylhexanoate

tetramethylammonium 2-ethylhexanoate

Conditions
ConditionsYield
In water at 40℃; Flow reactor;98%
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
12354-84-6, 12354-85-7

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

C20H20FeN3OS(1+)*BF4(1-)

C20H20FeN3OS(1+)*BF4(1-)

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

C30H34Cl2FeIrN3OS

C30H34Cl2FeIrN3OS

Conditions
ConditionsYield
Stage #1: C20H20FeN3OS(1+)*BF4(1-); tetramethlyammonium chloride With silver(l) oxide In dichloromethane; acetonitrile Molecular sieve; Inert atmosphere; Schlenk technique; Darkness;
Stage #2: bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In dichloromethane at 20℃; Molecular sieve; Inert atmosphere; Schlenk technique;
98%
dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

C20H20FeN3OS(1+)*BF4(1-)

C20H20FeN3OS(1+)*BF4(1-)

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

C30H34Cl2FeN3ORhS

C30H34Cl2FeN3ORhS

Conditions
ConditionsYield
Stage #1: C20H20FeN3OS(1+)*BF4(1-); tetramethlyammonium chloride With silver(l) oxide In dichloromethane; acetonitrile Molecular sieve; Inert atmosphere; Schlenk technique; Darkness;
Stage #2: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer In dichloromethane at 20℃; Molecular sieve; Inert atmosphere; Schlenk technique;
98%
sodium thiophenolate
930-69-8

sodium thiophenolate

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

methyl-phenyl-thioether
100-68-5

methyl-phenyl-thioether

Conditions
ConditionsYield
In methanol at 65℃; for 10h;97.2%
1,2-dicarba-closo-dodecaborane(12)
16872-09-6

1,2-dicarba-closo-dodecaborane(12)

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

[N(CH3)4][7,10-C2B10H13]

[N(CH3)4][7,10-C2B10H13]

Conditions
ConditionsYield
With 1,1-Dibromoethane; magnesium; iodine In tetrahydrofuran to suspn. Mg, I2, and dibromoethane in THF at 0°C soln. o-carborane in THF was added, left at room temp. for 30 min and refluxed for 9 h,mixt. was evapd. to dryness in vacuo, water was added, soln. was filter ed, excess aq. Me4NCl was added; solid was washed with water and Et2O;97%
propan-1-ol
71-23-8

propan-1-ol

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

β-n-butoxycarbonylethyltin trichloride
61470-34-6

β-n-butoxycarbonylethyltin trichloride

(CH3)4N(1+)*C3H7OCOCH2CH2SnCl4(1-)
78192-82-2

(CH3)4N(1+)*C3H7OCOCH2CH2SnCl4(1-)

Conditions
ConditionsYield
In methanol; propan-1-ol 1). BuOCOC2H4SnCl3, excess refluxing n-propanol for 4 h; 2). 1 mol Me4NCl in MeOH was added;; solvent was removed; elem. anal.;;97%
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