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| CAS No.: | 75-57-0 |
|---|---|
| Name: | Tetramethylammonium chloride |
| Molecular Structure: | |
|
|
|
| Formula: | C4H12NCl |
| Molecular Weight: | 109.599 |
| Synonyms: | Ammonium,tetramethyl-, chloride (8CI);Methanaminium, N,N,N-trimethyl-, chloride (9CI);Tetramethylammonium chloride (6CI);Tetramine chloride; |
| EINECS: | 200-880-8 |
| Density: | 1.17 g/cm3 |
| Melting Point: | >300 °C(lit.) |
| Boiling Point: | 165.26°C (rough estimate) |
| Solubility: | >60 g/100 mL (20 °C ) in water |
| Appearance: | white crystals |
| Hazard Symbols: |
 T,  Xn
|
| Risk Codes: | 21-25-36/37/38-20/21/22 |
| Safety: | 26-36/37-45-37/39-28A-28-36 |
| Transport Information: | UN 2811 6.1/PG 2 |
| PSA: | 0.00000 |
| LogP: | -2.67360 |
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- 75-59-2
tetramethyl ammoniumhydroxide
- 1605-65-8
N,N,N',N'-Tetramethylphosphorodiamidic chloride
A
- 93048-79-4
tetramethylammonium bis(dimethylamino)phosphate
B
- 75-57-0
tetramethlyammonium chloride
| Conditions | Yield |
|---|---|
| In water for 3h; | A 99.5% B n/a |
- 593-81-7
trimethylamine hydrochloride
- 616-38-6
carbonic acid dimethyl ester
- 75-57-0
tetramethlyammonium chloride
| Conditions | Yield |
|---|---|
| With 1-ethyl-3-methylimidazolium bromide at 169.84℃; for 8h; | 99% |
| With 1-ethyl-3-methylimidazolium bromide at 169.84℃; for 8h; |
| Conditions | Yield |
|---|---|
| With ammonium chloride at 169.84℃; for 8h; | 96% |
| With ammonium chloride at 169.84℃; for 8h; | 96% |
- 98-88-4
benzoyl chloride
- 63581-76-0
dimethyl-amidophosphoric acid monomethyl ester; tetramethylammonium salt
A
- 75-57-0
tetramethlyammonium chloride
B
- 106997-48-2
C10H14NO4P
| Conditions | Yield |
|---|---|
| In acetonitrile for 3h; Ambient temperature; | A n/a B 93% |
C
- 75-57-0
tetramethlyammonium chloride
| Conditions | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| 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 |
C
- 75-57-0
tetramethlyammonium chloride
| Conditions | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 25°C; | 60% |
| Conditions | Yield |
|---|---|
| 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 |
- 74-87-3
methylene chloride
- 105334-48-3
Neopentyl N,N,N',N'-tetramethylphosphorodiamidite
A
- 75-57-0
tetramethlyammonium chloride
| Conditions | Yield |
|---|---|
| Ambient temperature; | A 10.4% B 17 % Spectr. C 30.1% |
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Consensus Reports
Reported in EPA TSCA Inventory.
Specification
Tetramethyl ammonium chloride, with CAS number of 75-57-0, can be called methanaminium, N,N,N-trimethyl-, chloride (1:1); N,N,N-Trimethylmethanaminium chloride; TMAC. The chemical formula (CH3)4N+Cl- is often abbreviated further as Me4N+Cl-. It is a white crystal. It is a very hygroscopic colourless solid that is soluble in water and polar organic solvents.
Preparation of Tetramethyl ammonium chloride: Tetramethylammonium chloride can be synthesized by the alkylation of ammonium chloride with dimethyl carbonate, in the presence of 1-ethyl-3-methyl imidazolium bromide ([EMIM]+Br-) as an ionic liquid catalyst. The overall reaction is:
NH4+Cl- + 2 (CH3O)2CO → N(CH3)4+Cl- + 2 H2O + 2 CO2
Uses of Tetramethyl ammonium chloride: Tetramethyl ammonium chloride (CAS NO.75-57-0) is used as a phase transfer catalyst for anionic reactants. In small concentrations, also has been shown to enhance yield 5-10 fold at 3M by stabilizing the AT base pairs. Besidea used with polymerase chain reactions to increase yield and specificity.
When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing and gloves;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. Wear suitable gloves and eye/face protection;
5. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer);
You can still convert the following datas into molecular structure:
(1)InChI=1S/C4H12N.ClH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1;
(2)InChIKey=OKIZCWYLBDKLSU-UHFFFAOYSA-M;
(3)Smiles[N+](C)(C)(C)C.[ClH-];
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| frog | LDLo | subcutaneous | 2gm/kg (2000mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) CARDIAC: OTHER CHANGES | Skandinavisches Archiv fuer Physiologie. Vol. 10, Pg. 201, 1900. |
| guinea pig | LDLo | unreported | 20mg/kg (20mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 7, Pg. 183, 1900. |
| mouse | LD50 | intraperitoneal | 10mg/kg (10mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | National Technical Information Service. Vol. OTS0536975, |
| mouse | LD50 | subcutaneous | 40mg/kg (40mg/kg) | National Technical Information Service. Vol. ORNL-5576, | |
| mouse | LDLo | oral | 125mg/kg (125mg/kg) | Journal of Pharmaceutical Sciences. Vol. 69, Pg. 327, 1980. | |
| mouse | LDLo | unreported | 20mg/kg (20mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: ATAXIA | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 7, Pg. 183, 1900. |
| rabbit | LDLo | subcutaneous | 6mg/kg (6mg/kg) | VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 7, Pg. 183, 1900. |
| rat | LD50 | intraperitoneal | 10mg/kg (10mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION LUNGS, THORAX, OR RESPIRATION: CYANOSIS | National Technical Information Service. Vol. OTS0536975, |
| rat | LD50 | oral | 50mg/kg (50mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | National Technical Information Service. Vol. OTS0536975, |
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