HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyltrimethylammonium hydroxide
TRITON B · N-benzyl-trimethylammonium hydroxide · N,N,N-TriMethyl-1-phenylMethanaMiniuM hydroxide · Benzyltrimethylammonium hydroxide solution · TRITON(R) B · benzyltrimethyl-ammoniuhydroxide · TRIMETHYLBENZYLAMMONIUM HYDROXIDE · sumquat2311
Identifiers & Physical Properties
| CAS No. | 100-85-6 |
|---|---|
| Molecular formula | C10H16N.HO |
| Average molar mass | 167.25 g/mol |
| Monoisotopic mass | 167.13101416 g/mol |
| SMILES | C[N+](C)(C)Cc1ccccc1.[OH-] |
| InChIKey | NDKBVBUGCNGSJJ-UHFFFAOYSA-M |
| PubChem CID | 66854 |
| ChEMBL | CHEMBL3188269 |
| EC No. | 202-895-5 |
| DTXSID | DTXSID3044332 |
Chemical & Physical Properties
| Topological polar surface area | 1 |
|---|---|
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 2 |
| Heavy atoms | 12 |
| Formal charge | 0 |
| Complexity | 107 |
| Chemical classes | Nitrogen Compounds -> Quaternary Amines |
| Physical Description | LiquidClear to light yellow liquid with an amine odorMiscible in water[MSDSonline] |
| Melting point | 80 °C |
| Boiling point | 65°C |
| Density | 1.059 g/mL at 25 °C |
| Vapor pressure | 0Pa at 25℃ |
| Refractive index | n20/D 1.43 |
| Flash point | 60 °F |
| Storage conditions | Store below +30°C. |
| Solubility | Miscible with alcohols, hydrocarbons, aromatic hydrocarbons and halogenated solvents.Miscible with water, hydrocarbons, aromatic hydrocarbons and halogenated solvents. |
| Physical state | Solution |
| Color | Clear slightly yellow |
| pH | 12 (20°C in H2O, undiluted) |
| Explosive limits | 5.50-36.50% |
| Sensitivity | Air Sensitive |
| BRN | 3917256 |
| Exposure limits | ACGIH: TWA 200 ppmSTEL 250 ppm (Skin)OSHA: TWA 200 ppm(260 mg/m3)NIOSH: IDLH 6000 ppmTWA 200 ppm(260 mg/m3)STEL 250 ppm(325 mg/m3) |
| InChI | 1S/C10H16N.H2O/c1-11(2,3)9-10-7-5-4-6-8-10/h4-8H,9H2,1-3H31H2/q+1/p-1 |
| InChIKey | NDKBVBUGCNGSJJ-UHFFFAOYSA-M |
| SMILES | [OH-].C[N+](C)(C)Cc1ccccc1 |
| LogP (partition coefficient) | -3 at 20℃ |
| CAS DataBase Reference | 100-85-6(CAS DataBase Reference) |
| FDA UNII | 8P4488425W |
| EPA Substance Registry System | Benzyltrimethylammonium hydroxide (100-85-6) |
| UNSPSC Code | 12352107 |
| NACRES | NA.22 |
| GHS pictogram | GHS02,GHS05,GHS06,GHS08 |
| Signal word | Danger |
| GHS hazard statements | H225-H301+H311+H331-H314-H370 |
| GHS precautionary statements | P210-P233-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338 |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Hazard symbols | C,T,F |
| Risk statements (R) | 34-39/23/24/25-23/24/25-11 |
| Safety statements (S) | 26-36/37/39-45-46-16-28A-7 |
| UN transport number | UN 3267 8/PG 2 |
| Water hazard class (WGK) | 1 |
| RTECS number | BO8575000 |
| F | 9-23 |
| Autoignition temperature | 455°C |
| TSCA inventory status | TSCA listed |
| Hazard class | 8Eye Dam. 1Skin Corr. 1A |
| Packing group | II |
| Customs code | 29239000 |
| Storage class | 8A - Combustible corrosive hazardous materials |
| Toxicity | LDLo scu-mus: 35 mg/kg JPETAB 28,367,26 |
| REACH registrations | Active |
| Limited quantities | 1.0 L (0.3 gallon) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 0.3% (1 of 325) of reports.DangerH224 (12.6%): Extremely flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 325 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Benzenemethanaminium, N,N,N-trimethyl-, hydroxideBenzenemethanaminium, N,N,N-trimethyl-, hydroxide (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanaminium, N,N,N-trimethyl-, hydroxide (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: 15-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/29507Benzyltrimethylammonium hydroxide: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | Corrosive[MSDSonline] |
| Hazard Classes and Categories | Flam. Liq. 1 (12.6%) |
| Adverse effects | Dermatotoxin - Skin burns. |
| F | 9-23 |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 1 |
| TSCA inventory status | TSCA listed |
| RTECS number | BO8575000 |
| UN transport number | UN 3267 8/PG 2 |
| Customs code | 29239000 |
| Toxicity | LDLo scu-mus: 35 mg/kg JPETAB 28,367,26 |
| Risk statements (R) | 34-39/23/24/25-23/24/25-11 |
| Signal word | Danger |
| GHS pictogram | GHS02,GHS05,GHS06,GHS08 |
| Hazard symbols | C,T,F |
| Safety statements (S) | 26-36/37/39-45-46-16-28A-7 |
| Hazard class | 8Eye Dam. 1Skin Corr. 1A |
| Storage class | 8A - Combustible corrosive hazardous materials |
| Packing group | II |
| GHS hazard statements | H225-H301+H311+H331-H314-H370 |
| Limited quantities | 1.0 L (0.3 gallon) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
| REACH registrations | Active |
| Autoignition temperature | 455°C |
| GHS precautionary statements | P210-P233-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338 |
Applications & Uses
Uses
Benzyltrimethylammonium hydroxide is used as a phase-transfer catalyst. It is also used in aldol condensation reactions and base-catalyzed dehydration reactions. Further, it serves as a strong organic base and used in Horner-Wadsworth-Emmons olefination reactions. In addition, it is an active component in the formulation, which is used in silicon wafer cleaning applications.
Uses
Benzyltrimethylammonium hydroxide can be used:As a base in the synthesis of activated ynesulfonamides and tertiary enesulfonamides.In the synthesis of 3-indolyl-3-hydroxy oxindoles by treating isatin with indole.As a precursor for the preparation of quaternary ammonium acetate, benzyltrimethylammonium acetate (NBz111AcO). NBz111AcO solution in DMSO can be used to dissolve cellulose.