Benzyltrimethylammonium hydroxide
Basic information
- CAS
100-85-6- Standard SMILES
C[N+](C)(C)Cc1ccccc1.[OH-]- InChIKey
NDKBVBUGCNGSJJ-UHFFFAOYSA-M- Molecular formula
- C10H16N.HO
- Average molar mass
- 167.25 g/mol
- Monoisotopic mass
- 167.13101416
Names & identifiers
- Preferred name
- Benzyltrimethylammonium hydroxide
- IUPAC
- benzyl(trimethyl)azanium hydroxide
- English name
- Benzyltrimethylammonium hydroxide
- Molecular formula
- C10H17NO
- Molecular weight
- 167.25
Names & synonyms
Benzyltrimethylammonium hydroxide100-85-6Triton BTrimethylbenzylammonium hydroxideBenzyl trimethyl ammonium hydroxideSumquat 2311Trimethyl benzylammonium hydroxideBenzenemethanaminium, N,N,N-trimethyl-, hydroxide (1:1)Benzyltrimetylammonium hydroxideN,N,N-Trimethylbenzenemethanaminium hydroxideDTXSID3044332Ammonium, benzyltrimethyl-, hydroxide
Show more names
N-benzyl-trimethylammonium hydroxideBenzyltrimethylammonium hydroxide solutionTRITON(R) Bbenzyltrimethyl-ammoniuhydroxidesumquat2311Triton(rg BPhCH2NMe3(OH)
Benzenemethanaminium, N,N,N-trimethyl-, hydroxideNSC-261034BTMAH 408P4488425WDTXCID1024332RefChem:119016202-895-5N,N,N-Trimethyl-1-phenylmethanaminium hydroxide
Database identifiers
- CAS
100-85-6- PubChem CID
- 66854
- DTXSID
DTXSID3044332- ChEMBL
CHEMBL3188269- UNII
- 8P4488425W
- EC Number
- 202-895-5
Properties
Computed structural properties
- Topological polar surface area
- 1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 107
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Quaternary Amines
Physical Description
Liquid
Clear to light yellow liquid with an amine odor; Miscible in water; [MSDSonline]
Physicochemical properties
- Melting point
- -98 °C · -98 °C
- Boiling point
- 65 °C/1013 · 65 °C/1013 hPa
- Density
- 0.95 g/mL · 0.95 g/mL
- vapor pressure
- 0 Pa · 0Pa at 25℃
- refractive index
- 20 · n 20/D 1.43
- Flash point
- 15 °C · 15 °C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Miscible with alcohols, hydrocarbons, aromatic hydrocarbons and halogenated solvents.
- form
- clear Liquid
- color
- slightly yellow
- PH
- 12 · 12 (20°C in H2O, undiluted)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 0.3% (1 of 325) of reports.
Danger
H224 (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.
Hazard information
Regulatory Information
Chemical: Benzenemethanaminium, N,N,N-trimethyl-, hydroxide
Benzenemethanaminium, 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/29507
Benzyltrimethylammonium hydroxide: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryCorrosive; [MSDSonline]
Hazard Classes and CategoriesFlam. Liq. 1 (12.6%)
Toxicology
Adverse EffectsDermatotoxin - Skin burns.
Safety data
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.
Agents that modify interfacial tension of water; usually substances that have one lipophilic and one hydrophilic group in the molecule; includes soaps, detergents, emulsifiers, dispersing and wetting agents, and several groups of antiseptics.
Uses & manufacturing
U.S. Production2023: 50,000 - <250,000 lb
Industry UsesNot Known or Reasonably Ascertainable
General Manufacturing Information
Wholesale and Retail Trade
Benzenemethanaminium, N,N,N-trimethyl-, hydroxide (1:1): ACTIVE
Applications
UsesBenzyltrimethylammonium 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.
UsesBenzyltrimethylammonium 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.
Upstream & downstream products
Downstream products
Related reactions
331 records
Compound notes
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