HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyltrimethylammonium chloride
BTM · TMBAC · BTMAC · N,N,N-triMethyl-1-phenylMethanaMiniuM chloride · TRIMETHYLBENZYLAMMONIUM CHLORIDE · N,N,N-Trimethylbenzenemethanaminium chloride · BENZYL TRIMETHYL AMMONIUM CHLORIDE (BTMAC60) SURFACTANT · N1,1,1,BZCl
Identifiers & Physical Properties
| CAS No. | 56-93-9 |
|---|---|
| Molecular formula | C10H16N.Cl |
| Average molar mass | 185.69 g/mol |
| Monoisotopic mass | 185.09712719 g/mol |
| SMILES | C[N+](C)(C)Cc1ccccc1.[Cl-] |
| InChIKey | KXHPPCXNWTUNSB-UHFFFAOYSA-M |
| PubChem CID | 5963 |
| ChEMBL | CHEMBL1372143 |
| EC No. | 200-300-3 |
| DTXSID | DTXSID8024600 |
Chemical & Physical Properties
| Topological polar surface area | 0 |
|---|---|
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 2 |
| Heavy atoms | 12 |
| Formal charge | 0 |
| Complexity | 107 |
| Chemical classes | Nitrogen Compounds -> Quaternary Amines |
| LogP (partition coefficient) | log Kow = -2.17 |
| Odor | Mild almond odorFaint, almond like odor |
| Density | 1.07 at 68 °F (USCG, 1999) - Denser than waterwill sink1.07 @ 20 °C/20 °CProperties of 60% solnwt/gal /bulk density/: 8.90 lbFP: less than -50 °C1.08 g/mL at 25 °C |
| Color/Form | CRYSTALLIZED FROM ACETONEColorless crystalsLight yellow, liquid (@ 15 °C and 1 atm) |
| Solubility | greater than or equal to 100 mg/mL at 65.3 °F (NTP, 1992)VERY SOL IN WATER, SOL IN HOT ACETONEReadily sol in ethanol, butanol, and waterslightly sol in butyl phthalate and tributyl phosphate>27.9 [ug/mL] (The mean of the results at pH 7.4)800g/l800 g/L |
| Boiling point | greater than 275 °F at 760 mmHg (decomposes) (NTP, 1992)>135 °C (Some decomp)305.52°C (rough estimate) |
| Decomposition | When heated to decomposition it emits very toxic fumes of /hydrogen chloride and nitrogen oxides/. |
| Melting point | 469 °F (NTP, 1992)243 °C239 °C (dec.) (lit.) |
| Vapor pressure | 0.00000022 [mmHg]<0.0001 hPa (20 °C) |
| Food Contact Substances | FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR |
| Physical Description | Benzyltrimethylammonium chloride appears as light yellow liquid with a mild almond odor. May float or sink in water. (USCG, 1999)Colorless solid[HSDB] Light yellow liquid[CAMEO] Off-white to yellow powder, soluble in water[MSDSonline] |
| Refractive index | n20/D 1.479 |
| Flash point | <50° (for 61%sol), d: 1.07 at 20°/20° (61% sol) |
| Storage conditions | Store below +30°C. |
| Physical state | Crystalline Powder or Chunks |
| Color | White to ivory |
| PH Range | 6 - 8 |
| pH | 6-8 (100g/l, H2O, 20℃) |
| Evaporation Rate | <1 |
| Sensitivity | Hygroscopic |
| BRN | 3917255 |
| Henry's law constant | 2.9×108 mol/(m3Pa) at 25℃, HSDB (2015) |
| Stability | Stable. Hygroscopic. Incompatible with strong oxidizing agents. |
| InChI | 1S/C10H16N.ClH/c1-11(2,3)9-10-7-5-4-6-8-10/h4-8H,9H2,1-3H31H/q+1/p-1 |
| InChIKey | KXHPPCXNWTUNSB-UHFFFAOYSA-M |
| SMILES | [Cl-].C[N+](C)(C)Cc1ccccc1 |
| CAS DataBase Reference | 56-93-9(CAS DataBase Reference) |
| Indirect Additives used in Food Contact Substances | BENZYLTRIMETHYLAMMONIUM CHLORIDE |
| FDA 21 CFR | 177.2420 |
| FDA UNII | VNK45Y7BA1 |
| EPA Substance Registry System | Benzyltrimethylammonium chloride (56-93-9) |
| UNSPSC Code | 12352107 |
| NACRES | NA.22 |
| GHS pictogram | GHS06,GHS08 |
| Signal word | Danger |
| GHS hazard statements | H301+H311-H332-H341-H412 |
| GHS precautionary statements | P201-P273-P280-P301+P310-P302+P352+P312-P304+P340+P312 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
| Hazard symbols | Xn |
| Risk statements (R) | 22-36/38-36 |
| Safety statements (S) | 26-37/39 |
| UN transport number | UN 2811 6.1/PG 3 |
| Water hazard class (WGK) | 3 |
| RTECS number | BO8400000 |
| F | 3 |
| TSCA inventory status | TSCA listed |
| Hazard class | 6.1Acute Tox. 3 DermalAcute Tox. 3 OralAcute Tox. 4 InhalationAquatic Chronic 3Muta. 2 |
| Packing group | III |
| Customs code | 29239000 |
| Storage class | 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects |
| Hazardous substances data | 56-93-9(Hazardous Substances Data) |
| Toxicity | LD50 orally in Rabbit: 500 mg/kg |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 1.5% (5 of 339) of reports.DangerH301+H311 (36.3%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oralacute toxicity, dermal]P203, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P317, P318, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 339 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Benzenemethanaminium, N,N,N-trimethyl-, chloride (1:1)Benzenemethanaminium, N,N,N-trimethyl-, chloride (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanaminium, N,N,N-trimethyl-, chloride (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 08-06-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/13489Benzyltrimethylammonium chloride: Does not have an individual approval but may be used under an appropriate group standard |
| Fire hazards | Special Hazards of Combustion Products: Toxic oxides of nitrogen and hydrochloric acid fumes may form in fire. (USCG, 1999) |
| Health hazards | Ingestion causes gastrointestinal disturbances. Contact with liquid irritates eyes and may irritate skin. (USCG, 1999) |
| Hazards summary | A skin and eye irritant[HSDB] Harmful if swallowedA skin, eye, and respiratory tract irritant[MSDSonline] |
| Reactive group | Non-Redox-Active Inorganic Compounds |
| Reactivity Profile | BENZYLTRIMETHYLAMMONIUM CHLORIDE can react with oxidizing materials (NTP, 1992). Toxic oxides of nitrogen and hydrochloric acid fumes may form in fire (USCG, 1999). |
| Air and Water Reactions | Water soluble. |
| Toxic Combustion Products | Poisonous gases may be produced in fire. |
| Hazard Classes and Categories | Acute Tox. 3 (90.9%)Acute toxicity (Oral) - Category 3 |
| Skin, Eye, and Respiratory Irritations | Liquid irritating to skin and eyes. |
| Fire fighting | Fire Extinguishing Agents Not to Be Used: Water may be ineffective on fire. (USCG, 1999) |
| First aid | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| Fire fighting procedures | Wear goggles and self-contained breathing apparatus. Extinguish with dry chemical, foam or carbon dioxide. Water may be ineffective on fire. |
| Nonfire spill response | SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Disposal methods | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| Preventive Measures | SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit 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. |
| Personal Protective Equipment (PPE) | Goggles and rubber gloves (USCG, 1999) |
| Environmental fate | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 900(SRC), determined from a log Kow of -2.17(2) and a regression-derived equation(3), indicates that trimethylbenzylammonium chloride is expected to have low mobility in soil(SRC). Volatilization of trimethylbenzylammonium chloride from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.4X10-14 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Trimethylbenzylammonium chloride is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.2X10-7 mm Hg(SRC), determined from a fragment constant method(5). Studies on the influence of chemical structure on quaternary ammonium compound (QACs) biodegradability suggest that alkyltrimethylammonium QACs will be most rapidly degraded followed by alkyldimethylbenzylammonium and alkylpyridinium QACs, although at high concentrations it may be toxic to the microbial population(6).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 900(SRC), determined from a log Kow of -2.17(2) and a regression-derived equation(3), indicates that trimethylbenzylammonium chloride is expected to adsorb to suspended solids and sediment in water(SRC). By analogy to other alkyldimethylbenzyl quaternary ammonium compounds, trimethylbenzylammonium chloride is expected to strongly adsorb to sediment and suspended organic matter(8). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 3.4X10-14 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Trimethylbenzylammonium chloride will not volatilize from water to the atmosphere(9,SRC) because it completely dissociates. According to a classification scheme(5), a BCF of <0.2(7), and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low. If released to water, trimethylbenzylammonium chloride will completely dissociate(SRC) since it is an ionic compound. By analogy to other alkyldimethylbenzyl quaternary ammonium compounds, trimethylbenzylammonium chloride may biodegrade in aquatic systems at low concentrations(8).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), trimethylbenzylammonium chloride, which has an estimated vapor pressure of 2.2X10-7 mm Hg at 25 °C(SRC), using a fragment onstant estimation method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase trimethylbenzylammonium 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 1 day(SRC), calculated from its rate constant of 1.7X10-13 cu cm/molecule-sec at 25 °C(3) determined using a structure estimation method(3). Particulate-phase trimethylbenzylammonium chloride may be removed from the air by wet and dry deposition(SRC). |
| Ongoing Test Status | The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=56-93-9] |
| Soil Adsorption/Mobility | The Koc of trimethylbenzylammonium chloride is estimated as 900(SRC), using a log Kow of -2.17(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that trimethylbenzylammonium chloride is expected to have low mobility in soil. Quaternary ammonium compounds (QACs) are strongly adsorbed by a wide variety of materials, and alkyldimethylbenzylammonium QACs are known to adsorb strongly to sewage sludge(4). |
| Human Toxicity Excerpts | Liquid irritating to skin and eyes. |
| Artificial Pollution Sources | Trimethylbenzylammonium chloride's production and use as a solvent for cellulose, a gelling inhibitor in polyester resins and as an intermediate(1) and as a phase-transfer catalyst(2) may result in its release to the environment through various waste streams(SRC). |
| Environmental Biodegradation | At an initial concentration of 100 mg/L, trimethylbenzylammonium chloride did not biodegrade when incubated with activated sludge for ten days(1), although at high concentrations it may be toxic to the microbial population(2). Studies on the influence of chemical structure on quaternary ammonium compound (QACs) biodegradability suggest that alkyltrimethylammonium QACs will be most rapidly degraded followed by alkyldimethylbenzylammonium and alkylpyridinium QACsfew, if any, of the QACs should be regarded as persistent(2). The acclimation of the microbial community may profoundly influence the biodegradability of alkyldimethylbenzylammonium QACs(2). |
| Environmental Bioconcentration | A BCF of <0.2 was measured for trimethylbenzylammonium(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low. |
| Volatilization from Water/Soil | The Henry's Law constant for trimethylbenzylammonium chloride is estimated as 3.4X10-14 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that trimethylbenzylammonium chloride is expected to be essentially nonvolatile from water surfaces(2). Trimethylbenzylammonium chloride's Henry's Law constant(1) indicates that volatilization from moist soil surfaces will not occur(SRC). Trimethylbenzylammonium chloride is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.2X10-7 mm Hg(SRC), determined from a fragment constant method(3). |
| Non-Human Toxicity Excerpts | EFFECTS OF BENZYLTRIMETHYLAMMONIUM CHLORIDE ON BLOOD PRESSURE IN DOGS WAS STUDIED. IT WAS A MUSCARINIC VASODEPRESSOR.IT WAS APPROX 1/4 TO 1/2 AS ACTIVE AS ACETYLCHOLINE CHLORIDE AS DEPRESSOR AGENT IN DOG & APPROX 4-15 TIMES AS ACTIVE IN ABILITY TO INDUCE SALIVA FORMATION. HIGHER DOSES DEMONSTRATED ANTICHOLINERGIC ACTIVITY & INHIBITION MAY BE NONCOMPETITIVE TYPE.BENZYLTRIMETHYLAMMONIUM BROMIDE BLOCKED RESPONSES TO ACTYLCHOLINE, NICOTINE & POTASSIUM CHLORIDE IN FROG RECTUS ABDOMINIS PREPN. IT CAUSED INHIBITION OF RABBIT SCIATIC NERVE GASTROCNEMIUS MUSCLE PREPN. |
| Environmental Abiotic Degradation | The rate constant for the vapor-phase reaction of trimethylbenzylammonium chloride with photochemically-produced hydroxyl radicals has been estimated as 1.7X10-13 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1 day at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). |
| Probable Routes of Human Exposure | NIOSH (NOES Survey 1981-1983) has statistically estimated that 3,635 workers (2,606 of these are female) are potentially exposed to trimethylbenzylammonium chloride in the US(1). Occupational exposure to trimethylbenzylammonium chloride may occur through dermal contact with this compound at workplaces where trimethylbenzylammonium chloride is produced or used(SRC). |
| Environmental Fate/Exposure Summary | Trimethylbenzylammonium chloride's production and use as a solvent for cellulose, a gelling inhibitor in polyester resins and as an intermediate and as a phase-transfer catalyst may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 2.2X10-7 mm Hg at 25 °C indicates trimethylbenzylammonium chloride will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase trimethylbenzylammonium chloride will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicalsthe half-life for this reaction in air is estimated to be 1 day. Particulate-phase trimethylbenzylammonium chloride will be removed from the atmosphere by wet and dry deposition. If released to soil, trimethylbenzylammonium chloride is expected to have low mobility based upon an estimated Koc of 900. By analogy to other alkyldimethylbenzyl quaternary ammonium compounds, trimethylbenzylammonium chloride is expected to strongly adsorb to sediment and suspended organic matter. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 3.4X10-14 atm-cu m/mole. If released into water, trimethylbenzylammonium chloride is expected to adsorb to suspended solids and sediment in water based upon the estimated Koc. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. Studies on the influence of chemical structure on quaternary ammonium compound (QACs) biodegradability suggest that alkyltrimethylammonium QACs will be most rapidly degraded followed by alkyldimethylbenzylammonium and alkylpyridinium QACs, although at high concentrations it may be toxic to the microbial population. A BCF of <0.2 suggests bioconcentration in aquatic organisms is low. Occupational exposure to trimethylbenzylammonium chloride may occur through inhalation and dermal contact with this compound at workplaces where trimethylbenzylammonium chloride is produced or used. (SRC) |
| F | 3 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | BO8400000 |
| UN transport number | UN 2811 6.1/PG 3 |
| Customs code | 29239000 |
| Toxicity | LD50 orally in Rabbit: 500 mg/kg |
| Risk statements (R) | 22-36/38-36 |
| Signal word | Danger |
| GHS pictogram | GHS06,GHS08 |
| Hazard symbols | Xn |
| Safety statements (S) | 26-37/39 |
| Hazard class | 6.1Acute Tox. 3 DermalAcute Tox. 3 OralAcute Tox. 4 InhalationAquatic Chronic 3Muta. 2 |
| Storage class | 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects |
| Packing group | III |
| GHS hazard statements | H301+H311-H332-H341-H412 |
| REACH registrations | Active |
| GHS precautionary statements | P201-P273-P280-P301+P310-P302+P352+P312-P304+P340+P312 |
| Hazardous substances data | 56-93-9(Hazardous Substances Data) |
Applications & Uses
Uses
Solvent for cellulose, gelling inhibitor in polyester resins, intermediate.
Uses
Benzyltrimethylammonium chloride are Ccommercially important catalyst. Used in antistatic agent, detergent Sanitisers, softner for textiles and paper products, phase transfer catalyst.
General Description
Light yellow liquid with a mild almond odor. May float or sink in water.