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Tetramethylammonium chloride structure
Tetramethylammonium chloride structure

Tetramethylammonium chloride

Iupac Name:tetramethylazanium;chloride
CAS No.: 75-57-0
Molecular Weight:74.14478
Modify Date.: 2022-11-29 02:52
Introduction:

white crystals


DryPowder; Liquid|HYGROSCOPIC WHITE CRYSTALS.


N,N,N-Trimethylmethanaminium chloride is an organic molecular entity.

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1. Names and Identifiers
1.1 Name
Tetramethylammonium chloride
1.2 Synonyms

50g Ammonium, tetramethyl-, chloride anhydrous tetramethylammonium chloride Cough. Headache. Sore throat. Shortness of breath. Redness. Pain. Redness. Pain. Blurred vision. EINECS 200-880-8 Methanaminium, N,N,N-trimethyl-, chloride Methanaminium, N,N,N-trimethyl-, chloride (1:1) Methanaminium,N,N,N-trimethyl-,chloride MFCD00011628 n,n,n-trimethyl-methanaminiuchloride N,N,N-Trimethylmethanaminium chloride tetramethyl-ammoniuchloride tetramethyl-ammonium chloride TETRAMETHYLAMMONIUM CHLORIDETETRAMETHYLAMMONIUM CHLORIDETETRAMETHYLAMMONIUM CHLORIDETETRAMETHYLAMMONIUM CHLORIDE Tetramethylammoniumchlorid Tetramethylazanium chloride tetrametylammonium chloride tetraminechloride TMA TMAC TMACL USAF AN-8 usafan-8

1.3 CAS No.
75-57-0
1.4 CID
6379
1.5 EINECS(EC#)
200-880-8
1.6 Molecular Formula
C4H12ClN (isomer)
1.7 Inchi
InChI=1S/C4H12N.ClH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1
1.8 InChkey
OKIZCWYLBDKLSU-UHFFFAOYSA-M
1.9 Canonical Smiles
C[N+](C)(C)C.[Cl-]
1.10 Isomers Smiles
C[N+](C)(C)C.[Cl-]
2. Properties
2.1 Density
1,17
2.1 Melting point
420℃
2.1 Boiling point
165.26°C (rough estimate)
2.1 Refractive index
1.5320 (estimate)
2.1 Precise Quality
109.06600
2.1 PSA
0.00000
2.1 logP
-2.67360
2.1 Solubility
methanol: 0.1?g/mL, clear, colorless
2.2 Appearance
DryPowder; Liquid
2.3 Storage
Hygroscopic. Ambient temperatures.
2.4 Chemical Properties
white crystals
2.5 Color/Form
Bipyramidal from dilute alcohol|White crystalline solid
2.6 Decomposition
When heated to decomposition it emits very toxic fumes of /nitrogen oxides, ammonia and hydrogen chloride/.
2.7 Odor
Odorless
2.8 PH
6-8 (100g/l, H2O, 20℃)
2.9 Water Solubility
H2O: >60 g/100 mL (20 oC);Solubility in water at 20°C: very good
2.10 Stability
Stable. Incompatible with strong oxidizing agents, water. Hygroscopic.
2.11 StorageTemp
Store below +30°C.
3. Use and Manufacturing
3.1 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.] Tetramethylammonium chloride Preparation Products And Raw materials Preparation Products
4. Safety and Handling
4.1 Symbol
GHS06, GHS08, GHS09
4.1 Hazard Codes
T
4.1 Signal Word
Danger
4.1 Risk Statements
R25;R36/37/38
4.1 Safety Statements
S26;S28;S37/39;S45
4.1 Packing Group
II
4.1 Hazard Class
6.1
4.1 Hazard Declaration
H300-H311-H315-H370-H411
4.1 RIDADR
UN 2811
4.1 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.
4.2 Caution Statement
P260-P273-P280-P301 + P310 + P330-P302 + P352 + P312-P308 + P311
4.2 WGK Germany
1
4.2 RTECS
BS7700000
4.2 Report

Reported in EPA TSCA Inventory.

4.3 Safety

Poison by ingestion, intraperitoneal, and subcutaneous routes. When heated to decomposition it emits very toxic fumes of NOx, NH3, and Cl?. See also CHLORIDES.
Hazard Codes:?T,Xn
Risk Statements: 21-25-36/37/38-20/21/22
R21:Harmful in contact with skin.?
R25 :Toxic if swallowed.?
R36/37/38:Irritating to eyes, respiratory system and skin.?
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37-45-37/39-28A-28-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36/37:Wear suitable protective clothing and gloves.?
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)?
S37/39:Wear suitable gloves and eye/face protection.?
S28:After contact with skin, wash immediately with plenty of soap-suds.?
S36:Wear suitable protective clothing.
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 1
RTECS: BS7700000
F: 3-10
HazardClass: 6.1
PackingGroup: II
HS Code: 29239000

4.4 Sensitive
Hygroscopic
4.5 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 . It is a?white crystal. 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.

4.6 Toxicity
LD50 orally in Rabbit: 50 mg/kg LD50 dermal Rat 537 mg/kg
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 2

Acute toxicity - Dermal, Category 3

Skin irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 1

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Danger

Hazard statement(s)

H300 Fatal if swallowed

H311 Toxic in contact with skin

H315 Causes skin irritation

H370 Causes damage to organs

H411 Toxic to aquatic life with long lasting effects

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P260 Do not breathe dust/fume/gas/mist/vapours/spray.

P273 Avoid release to the environment.

Response

P301+P310 IF SWALLOWED: Immediately call a POISON CENTER/doctor/\u2026

P321 Specific treatment (see ... on this label).

P330 Rinse mouth.

P302+P352 IF ON SKIN: Wash with plenty of water/...

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.

P361+P364 Take off immediately all contaminated clothing and wash it before reuse.

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P308+P311 IF exposed or concerned: Call a POISON CENTER/doctor/...

P391 Collect spillage.

Storage

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

9. Other Information
9.0 Henrys Law Constant
Henry's Law constant = 4.2X10-12 atm-cu m/mol at 25 °C (est)
9.1 Experimental Properties
Hygroscopic|When heated to decomposition it emits very toxic fumes of NOx, NH3, and Cl(-).|Hydroxyl radical reaction rate constant = 5.1X10-12 cu cm/molec-sec at 25 °C (est)
9.2 Storage features
Separated from oxidants. Dry. Well closed.
9.3 Disposal Methods
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.
9.4 Fire Hazards
Not combustible.
9.5 Spillage Disposal
Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water. Personal protection: P3 filter respirator for toxic particles.
9.6 Inhalation Risk
Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.
9.7 Effects Of Short Term Exposure
The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system.
9.8 Inhalation Prevention
Use ventilation. Use local exhaust or breathing protection.
9.9 Skin Prevention
Protective gloves.
9.10 Eye Pprevention
Wear safety spectacles.
9.11 Pollution Sources
Tetramethylammonium chloride's production and use as a chemical intermediate, catalyst, and inhibitor(1) may result in its release to the environment through various waste streams(SRC). Its use in hydrofracking fluid as a clay stabilizer(2) will result in its direct release to the environment(SRC).
9.12 Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 8(SRC), determined from a structure estimation method(2), indicates that tetramethylammonium chloride is expected to have high very mobility in soil(SRC). Tetramethylammonium chloride is a salt, indicating that this compound will exist in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(3). Volatilization of tetramethylammonium chloride from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.2X10-12 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Tetramethylammonium chloride is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.2X10-8 mm Hg at 25 °C(SRC), determined from a fragment constant method(5). That no biodegradation occurred using activated sludge in a respirometer test(6) suggests that biodegradation is not an important environmental fate process in soil; cation compounds are known to be toxic to microorganisms(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 8(SRC), determined from a structure estimation method(2), indicates that tetramethylammonium chloride is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 4.2X10-12 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Tetramethylammonium chloride is a salt and exists in the cation form at pH values of 5 to 9; therefore volatilization from water surfaces is not expected to be an important fate process. According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of -4.18(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). That no biodegradation occurred using activated sludge in a respirometer test(5) suggests that biodegradation is not an important environmental fate process in water; cation compounds are known to be toxic to microorganisms(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tetramethylammonium chloride, which has an estimated vapor pressure of 1.2X10-8 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase tetramethylammonium chloride is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 25 hours(SRC), calculated from its rate constant of 5.1X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase tetramethylammonium chloride may be removed from the air by wet or dry deposition(SRC). Tetramethylammonium chloride does not contain chromophores that absorb at wavelengths >290 nm(4), and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).
9.13 Abiotic Degradation
The rate constant for the vapor-phase reaction of tetramethylammonium chloride with photochemically-produced hydroxyl radicals has been estimated as 5.1X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 25 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Tetramethylammonium chloride is a quaternary ammonium salt, therefore, it is not expected to undergo hydrolysis under environmental conditions(2). Tetramethylammonium chloride does not contain chromophores that absorb at wavelengths >290 nm(2), and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).
9.14 Bioconcentration
An estimated BCF of 3 was calculated in fish for tetramethylammonium chloride(SRC), using an estimated log Kow of -4.18(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
9.15 Mobility
Using a structure estimtion method based on molecular connectivity indices(1), the Koc of tetramethylammonium chloride can be estimated to be 8(SRC). According to a classification scheme(2), this estimated Koc value suggests that tetramethylammonium chloride is expected to have very high mobility in soil. Tetramethylammonium chloride is a salt, indicating that this compound will exist in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(3). Tetramethylammonium chloride at 37% of the cation exchange capacity was shown to inhibit electroactive anion probe transport properties in a Swy-1 montmorillonite clay(4).
9.16 Volatilization
The Henry's Law constant for tetramethylammonium chloride is estimated as 4.2X10-12 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that tetramethylammonium chloride is expected to be essentially nonvolatile from water and moist soil surfaces(2). Tetramethylammonium chloride is a salt and exists in the cation form at pH values of 5 to 9; therefore volatilization from water surfaces is not expected to be an important fate process. Tetramethylammonium chloride is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.2X10-8 mm Hg(SRC), determined from a fragment constant method(3).
9.17 Human Exposure
According to the 2006 TSCA Inventory Update Reporting data, the number of persons reasonably likely to be exposed in the industrial manufacturing, processing, and use of tetramethylammonium chloride is 1000 or greater; the data may be greatly underestimated(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 2,840 workers (1,777 of these are female) are potentially exposed to tetramethylammonium chloride in the US(1). Occupational exposure to tetramethylammonium chloride may occur through inhalation and dermal contact with this compound at workplaces where tetramethylammonium chloride is produced or used(SRC).
9.18 Mesh
Agents that mimic neural transmission by stimulation of the nicotinic receptors on postganglionic autonomic neurons. Drugs that indirectly augment ganglionic transmission by increasing the release or slowing the breakdown of acetylcholine or by non-nicotinic effects on postganglionic neurons are not included here nor are the nonspecific cholinergic agonists. (See all compounds classified as Ganglionic Stimulants.)
9.19 First Aid
Fresh air, rest. Refer for medical attention.


Remove contaminated clothes. Rinse and then wash skin with water and soap.


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

9.20 Antidote
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/
9.21 Human Toxicity Excerpts
/OTHER TOXICITY INFORMATION/ Inhibitory effects of paraquat and structurally related compounds on acetylcholinesterase (AChE) activity in human erythrocytes and the electric organs of electric-eels (Electrophorus-electricus) were studied in-vitro. ... Human erythrocyte and electric-eel AChE and human plasma butyrylcholinesterase (BuChE) were incubated with paraquat, diquat, d-tubocurarine, edrophonium, trimethylphenylammonium-chloride or tetramethylammonium-chloride. The effects on AChE and BuChE of the preparations were examined and Hill plots were constructed. Paraquat and d-tubocurarine had Hill coefficients less than 1, whereas the Hill coefficients of the other compounds were close to 1. All compounds inhibited human erythrocyte and electric-eel AChE to a greater extent than human plasma BuChE. ...
9.22 Mesh Entry Terms
tetraamethylammonium acetate
9.23 Symptoms

Cough. Headache. Sore throat. Shortness of breath.


Redness. Pain.


Redness. Pain. Blurred vision.

9.24 Production
10,000,000 - 50,000,000 lb|Methanaminium, N,N,N-trimethyl-, chloride is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7937]|Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Methanaminium, N,N,N-trimethyl-, chloride. Aggregated National Production Volume: 10 to < 50 million pounds.
9.25 Manufacturing Info
All other basic inorganic chemical manufacturing|Methanaminium, N,N,N-trimethyl-, chloride (1:1): ACTIVE
9.26 Use Classification
Cosmetics -> Viscosity controlling
9.27 Usage
Tetramethylammonium binds AT-rich DNA polymers while concomitantly abolishing the preferential melting of AT versus GC base pairs. Supplied as 0.2??m filtered solution in 18?megohm water. It is employed as a phase transfer catalyst.
9.28 BRN
2496575
9.29 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.
9.30 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.
9.31 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.
9.32 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.
9.33 Chemical Properties
white crystals
9.34 Uses

Chemical intermediate, catalyst, inhibitor.

9.35 Uses
Tetramethylammonium chloride along with N-hydroxyphthalimide and xanthone may be used as an efficient chloride catalytic system for the aerobic oxidation of hydrocarbons to form the corresponding oxygenated compounds. It may also be used as a phase transfer catalyst for the synthesis of aryl fluorides via selective chloride/fluoride exchange reaction of activated aryl chlorides with potassium fluoride in solid-liquid phase.
10. Computational chemical data
  • Molecular Weight: 74.14478g/mol
  • Molecular Formula: C4H12ClN
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 109.0658271
  • Monoisotopic Mass: 109.0658271
  • Complexity: 19.1
  • Rotatable Bond Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Topological Polar Surface Area: 0
  • Heavy Atom Count: 6
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 2
  • CACTVS Substructure Key Fingerprint: AAADccBiAAAEAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAFAAAAAAAAAAAAAQCAAMAAAAAAAAAAAAAAAAAAAAAAAAIAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==
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12. Realated Product Infomation