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Home > Encyclopedia > Benzyldimethyltetradecylammonium chloride

Benzyldimethyltetradecylammonium chloride

Benzyldimethyltetradecylammonium chloride structure

Benzyldimethyltetradecylammonium chloride 

structure
  • CAS No:

    139-08-2

  • Formula:

    C23H42N.Cl

  • Chemical Name:

    Benzyldimethyltetradecylammonium chloride

  • Synonyms:

    Benzenemethanaminium,N,N-dimethyl-N-tetradecyl-,chloride (1:1);Benzyldimethyltetradecylammonium chloride;Ammonium,benzyldimethyltetradecyl-,chloride;Benzenemethanaminium,N,N-dimethyl-N-tetradecyl-,chloride;BTC 824P100;Dibactol;Dimethylbenzyltetradecylammonium chloride;Myristyldimethylbenzylammonium chloride;Tetradecyldimethylbenzylammonium chloride;Zephiramine;N-Benzyl-N,N-dimethylmyristylammonium chloride;Tetradecylbenzyldimethylammonium chloride;Quarton 14BCl;Sanibond 200LG;Dimethylbenzylmyristylammonium chloride;Barquat MS 100;N-Benzyl-N-tetradecyldimethylammonium chloride;Zephiramine chloride;N-Tetradecyl-N,N-dimethylbenzylammonium chloride;Benzyl(tetradecyl)dimethylammonium chloride;Sanisol M 100;N,N-Dimethyl-N-tetradecylbenzenemethanaminium chloride;Cation M 2-100;Nissan Cation M 2-100;Querton 14BCL;14BCL;Arquad DM 14B90;M 2-100;Miristalkonium chloride;Myristalkonium chloride;Cyncal;N-Benzyl-N,N-dimethyltetradecylammonium chloride;Zeph;JAQ Powdered Quat;Zephyramine;Zephyramine (surfactant);TDMBAC;Nissan Cation M 2-100R;Cation M 2-100R;M 2-100R;Ammonyx;N-Tetradecyl-N-benzyl-N,N-dimethylammonium chloride;TDBAC;Myristyl benzyl dimethyl ammonium chloride;50641-12-8;51931-10-3;77465-44-2;113497-04-4;124548-64-7;867012-79-1;1427499-26-0

  • Categories:

    Cosmetic Ingredient  >  Cosmetic Preservative

Description

Liquid|DryPowder; Liquid

Benzyldimethyltetradecylammonium chloride Basic Attributes

368.03900

367.30100

269-919-4

0W255OL75T

DTXSID4028460|DTXSID6028492|DTXSID6036384

Free-flowing powder|White crystalline powder

2923900090

Characteristics

0

3.96810

Liquid

63 °C

Solubility in water: >1,000 mg/L /Alkyl(C=10-14) benzyldimethylammonium chloride/

2-8ºC

3.6X10-10 mm Hg at 25 deg C (est)

Henry's Law constant = 1.3X10-11 atm-cu m/mol at 25 °C (est)

Hydroxyl radical reaction rate constant = 4.4X10-11 cu cm/molecule-sec at 25 °C (est)

Safety Information

UN 3261

3

R21/22; R34; R50

S36/37/39-S45-S61

BO7150000

C; N

Stable under recommended storage conditions.

P273-P280-P305 + P351 + P338-P310

H302 + H312-H314-H400

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.|Waste treatment methods. Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. Contaminated packaging: Dispose of as unused product.

Incompatible materials: Strong oxidizing agents.

The food additive, quaternary ammonium chloride combination, may be safely used in food in accordance with the following conditions: (a) The additive contains the following compounds: ... n-tetradecyl dimethyl benzyl ammonium chloride ... (b) The additive meets the following specifications: pH (5% active solution) 7.0-8.0; total amines, maximum 1% as combined free amines and amine hydrochlorides. (c) The additive is used as an antimicrobial agent, as defined in section 170.3(o)(2) of this chapter, in raw sugar cane juice. It is added prior to clarification when further processing of the sugar cane must be delayed. (d) The additive is applied to the sugar juice in the following quantities, based on the weight of the raw sugar: Component: n-tetradecyl dimethyl benzyl ammonium chloride, 3.0-12.0 ppm.

USEPA; Office of Prevention, Pesticides and Toxic Substances; Reregistration Eligibility Decision (RED) for Alkyl Dimethyl Benzyl Ammonium Chloride (ADBAC) EPA739-R-06-009 (August 2006). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of November 4, 2014: http://www.epa.gov/oppsrrd1/reregistration/status.htm]

|Danger|H302 (96.54%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P363, P391, P405, and P501|Aggregated GHS information provided by 873 companies from 27 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302 (99.1%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 333 companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H301+H331 (26.97%): Toxic if swallowed or if inhaled [Danger Acute toxicity, oral; acute toxicity, inhalation]|P260, P261, P264, P270, P271, P273, P280, P301+P310, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 1666 companies from 32 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P273, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P391, P405, and P501|Aggregated GHS information provided by 43 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P363, P405, and P501|Not Classified|Warning|P201, P202, P260, P261, P264, P270, P271, P273, P281, P301+P312, P304+P340, P308+P313, P309+P311, P312, P314, P330, P391, P403+P233, P405, and P501

Eye/face protection: Face shield and safety glasses Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).|Skin protection: Handle with gloves.|Body Protection: Complete suit protecting against chemicals, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.|Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face particle respirator type N100 (US) or type P3 (EN 143) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.|Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.

Special hazards arising from the substance or mixture: Carbon oxides, nitrogen oxides (NOx), hydrogen chloride gas.

Accidental Release Measures. Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|Precautions for safe handling: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire protection.|Appropriate engineering controls. Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.|Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.|SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

Primary Dermal Irritation, rabbit: Corrosive /ADBAC/|A skin and eye irritant.

Toxicity

IDENTIFICATION AND USE: Tetradecyldimethylbenzylammonium chloride is a white crystalline powder. It is used as a surfactant and detergent. It is a registered US pesticide used as an algicide, bacteriocide, bacteriostat, wood preservative, fungicide, fungistat, virucide, tuberculocide, insecticide, microbiocide, microbiostat, molluscide, deodorant, disinfectant, and sanitizer. HUMAN EXPOSURE AND TOXICITY: Human data could not be located. ANIMAL STUDIES: Tetradecyldimethylbenzylammonium chloride was corrosive in a rabbit dermal test, but it was not sensitizing in guinea pigs. It was not is not carcinogenic based on studies in rats and mice. It is not mutagenic or genotoxic. It was highly active in causing hemolysis of rabbit erythrocytes.

LD50 Rat dermal 704 mg/kg (females) /ADBAC/|LD50 Rat dermal 1100 mg/kg (males) /ADBAC/|LD50 Rat dermal 930 mg/kg /ADBAC/|LD50 Rat oral 280.8 mg/kg (females) /ADBAC/|For more Non-Human Toxicity Values (Complete) data for TETRADECYLBENZYLDIMETHYLAMMONIUM CHLORIDE (6 total), please visit the HSDB record page.

Tetradecylbenzyldimethylammonium chloride's production and use as surfactant and detergent(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 9X10+5(SRC), determined from a structure estimation method(2), indicates that tetradecylbenzyldimethylammonium chloride is expected to be immobile in soil(SRC). Volatilization of tetradecylbenzyldimethylammonium chloride from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.3X10-11 atm-cu m/mole(SRC), using a fragment constant estimation method(2). Tetradecylbenzyldimethylammonium chloride is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.6X10-10 mm Hg(SRC), determined from a fragment constant method(2). Biodegradation is the ultimate fate of quaternary ammonium compounds (QACs) released to wastewater treatment and the environment(3). Reported biodegradation measurements of QACs have varied from 0-100%, but some reported values may not distinguish between actual biodegradation, sorption and complexation mechanisms(3). Utilizing the Japanese MITI test and a mixture of decyl-, dodecyl- and tetradecylbenzyldimethylammonium chloride, 0% of the Theoretical BOD was reached in 4 weeks(4) indicating that biodegradation can be slow. Another MITI study reported a degradation of 83% in 10 days(5). Acclimation may be a major factor that influences biodegradation of QACs(3). Greater than 70% removal of 20 mg/L tetradecylbenzyldimethylammonium chloride was observed using a continuous-flow activated sludge system in a wastewater treatment plant(3).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 9X10+5(SRC), determined from a structure estimation method(2), indicates that tetradecylbenzyldimethylammonium chloride is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.3X10-11 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). According to a classification scheme(4), a BCF range of <0.2-8.6 measured in carp (Cyprinus carpio)(5), suggests the potential for bioconcentration in aquatic organisms is low. Biodegradation is the ultimate fate of quaternary ammonium compounds (QACs) released to wastewater treatment and the environment(6). Reported biodegradation measurements of QACs have varied from 0-100%, but some reported values may not distinguish between actual biodegradation, sorption and complexation mechanisms(6). Utilizing the Japanese MITI test and a mixture of decyl-, dodecyl- and tetradecylbenzyldimethylammonium chloride, 0% of the Theoretical BOD was reached in 4 weeks(5) indicating that biodegradation can be slow. Another MITI study reported a degradation of 83% in 10 days(7). Acclimation may be a major factor that influences biodegradation of QACs(6). Greater than 70% removal of 20 mg/L tetradecylbenzyldimethylammonium chloride was observed using a continuous-flow activated sludge system in a wastewater treatment plant(6). Tetradecylbenzyldimethylammonium chloride is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tetradecylbenzyldimethylammonium chloride, which has an estimated vapor pressure of 3.6X10-10 mm Hg at 25 °C(SRC), using a fragment constant estimation method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase tetradecylbenzyldimethylammonium chloride may be removed from the air by wet and dry deposition(SRC).

The rate constant for the vapor-phase reaction of tetradecylbenzyldimethylammonium chloride with photochemically-produced hydroxyl radicals has been estimated as 4.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 9 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Tetradecylbenzyldimethylammonium chloride is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). Tetradecylbenzyldimethylammonium 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).

BCF ranges of <0.2-5.9 at 0.5 mg/L and <1.8-8.6 at 0.05 mg/L were measured in fish for a decyl-, dodecyl- and tetradecylbenzyldimethylammonium chloride mixture(1) using carp (Cyprinus carpio) which were exposed over a 6-week period(1). According to a classification scheme(2), these BCF ranges suggest the potential for bioconcentration in aquatic organisms is low(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for tetradecylbenzyldimethylammonium chloride can be estimated to be 9X10+5(SRC). According to a classification scheme(2), this estimated Koc value suggests that tetradecylbenzyldimethylammonium chloride is expected to be immobile in soil.

The Henry's Law constant for tetradecylbenzyldimethylammonium chloride is estimated as 1.3X10-11 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that tetradecylbenzyldimethylammonium chloride is expected to be essentially nonvolatile from water surfaces(2). Tetradecylbenzyldimethylammonium chloride's estimated Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Tetradecylbenzyldimethylammonium chloride is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.6X10-10 mm Hg(SRC), determined from a fragment constant method(1).

According to the 2012 TSCA Inventory Update Reporting data, the number of persons reasonably likely to be exposed in the industrial manufacturing, processing, and use of tetradecylbenzyldimethylammonium chloride is 100-499; the data may be greatly underestimated(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 26,968 workers (5,314 of these are female) are potentially exposed to tetradecylbenzyldimethylammonium chloride in the US(1). Occupational exposure to tetradecylbenzyldimethylammonium chloride may occur through inhalation and dermal contact with this compound at workplaces where tetradecylbenzyldimethylammonium chloride is produced or used(SRC). The general population may be exposed to tetradecylbenzyldimethylammonium chloride via the use of household consumer products containing tetradecylbenzyldimethylammonium chloride(SRC).

Drug Information

/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 TKO /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) 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/

BDTA

Benzyldimethyltetradecylammonium chloride Use and Manufacturing

Methods of Manufacturing

Dimethylmyristylamine + benzyl chloride (quaternisation)|Myristyl chloride + benzyldimethylamine (quaternisation)

Uses

A quaternary ammonium halide


Solvents (for cleaning and degreasing)|FDA Hand Sanitizer|Corrosion inhibitors and anti-scaling agents


Cleaning and furnishing care products|Automotive care products

Production

10,000,000 - 50,000,000 lb|(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS|(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS|(1993) Separate statistics for this item are not published to avoid disclosure of individual company operations.|Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Benzenemethanaminium, N,N-dimethyl-N-tetradecyl-, chloride. Aggregated National Production Volume: 1 to < 10 million pounds.|Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Benzenemethanaminium, N,N-dimethyl-N-tetradecyl-, chloride. National Production Volume: 3,485,000 lb/yr.

The alkyl dimethyl benzyl ammonium chloride (ADBAC) chemical case is comprised of 24 compounds that are structurally similar quaternary ammonium compounds (quats) that are characterized by having a positively charged nitrogen covalently bonded to three alkyl group substituents and a benzyl substituent. In finished form, these quats are salts with the positively charged nitrogen (cation) balanced by a negatively charged molecule (anion). The most common anion for the quats in this cluster is chloride. However, other anions, such as saccharine and bromide are also used.|Pesticide Code 69107 CAS RN 139-08-2 ADBAC: Chain Lengths C12(1%); C14(98%); C16(1%)|Formulation intermediate, aerosol, soluble concentrate/tablet, impregnated wipes, ready-to-use solution, wettable powder, pressurized liquid, and water-soluble packaging.|Solution containing 50-80% active matter in water.|For more Formulations/Preparations (Complete) data for TETRADECYLBENZYLDIMETHYLAMMONIUM CHLORIDE (9 total), please visit the HSDB record page.

All other chemical product and preparation manufacturing|Benzenemethanaminium, N,N-dimethyl-N-tetradecyl-, chloride (1:1): ACTIVE|Quaternary ammonium compounds, benzyl-C12-18-alkyldimethyl, chlorides: ACTIVE|All other basic organic chemical manufacturing|Quaternary ammonium compounds, benzyl-C12-16-alkyldimethyl, chlorides: ACTIVE|TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.|A quaternary ammonia compound.|Several bacteria resistant to the benzalkonium chloride tetradecyldimethylbenzylammonium chloride (i) were isolated. A representative strain, tentatively identified as enterobacter cloacae, grew even in the presence of about 10% (i).|Oil-adsorbing fibrous materials are produced from polyolefins containing anionic or cationic surfactants (0.1-2% of polyolefins). The product has a high oil-adsorbing capacity and yet is insol in oil, hence it has a high filtration capacity. Thus, a mixt of polypropylene and tetradecyldimethylbenzylammonium chloride (0.5% of polypropylene) was melt-spun to 5-denier filament.|Tetradecyldimethylbenzylammonium chloride is contained in a hygienic prepn for the prevention of growth of bacteria in footwear and clothing.|For more General Manufacturing Information (Complete) data for TETRADECYLBENZYLDIMETHYLAMMONIUM CHLORIDE (6 total), please visit the HSDB record page.

Chem ionization mass spectrometry was used to identify the constituents of commercial benzalkonium chloride mixt.

Cosmetics -> Preservative

Computed Properties

Molecular Weight:368.0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:15
Exact Mass:367.3005780
Monoisotopic Mass:367.3005780
Heavy Atom Count:25
Complexity:265
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Material

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