Benzyltrimethylammonium hydroxide

Benzyltrimethylammonium hydroxide Basic information
Product Name:Benzyltrimethylammonium hydroxide
Synonyms:TRITON(R) B;TRIMETHYLBENZYLAMMONIUM HYDROXIDE;Benzenemethanaminium,N,N,N-trimethyl-,hydroxide;Benzyltrimethylammoniumhydrox;BenzyltriMethylaMMoniuM hydroxide, 40% w/w aq. soln.;BenzyltriMethylaMMoniuM hydroxide, 40 wt.% solution in MeOH;BenzyltriMethylaMMoniuM hydroxide solution 40 wt. % in H2O;BenzyltriMethylaMMoniuM hydroxide, 40 wt.% solution in Methanol, SpcSeal
CAS:100-85-6
MF:C10H17NO
MW:167.25
EINECS:202-895-5
Product Categories:quarternary ammonium bases;Ammonium Hydroxides (Quaternary);Quaternary Ammonium Compounds
Mol File:100-85-6.mol
Benzyltrimethylammonium hydroxide Structure
Benzyltrimethylammonium hydroxide Chemical Properties
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
Fp 60 °F
storage temp. Store below +30°C.
solubility Miscible with alcohols, hydrocarbons, aromatic hydrocarbons and halogenated solvents.
form Solution
color Clear slightly yellow
explosive limit5.50-36.50%
Water Solubility Miscible with water, hydrocarbons, aromatic hydrocarbons and halogenated solvents.
Sensitive Air Sensitive
BRN 3917256
Exposure limitsACGIH: TWA 200 ppm; STEL 250 ppm (Skin)
OSHA: TWA 200 ppm(260 mg/m3)
NIOSH: IDLH 6000 ppm; TWA 200 ppm(260 mg/m3); STEL 250 ppm(325 mg/m3)
InChIKeyNDKBVBUGCNGSJJ-UHFFFAOYSA-M
LogP-3 at 20℃
CAS DataBase Reference100-85-6(CAS DataBase Reference)
EPA Substance Registry SystemBenzyltrimethylammonium hydroxide (100-85-6)
Safety Information
Hazard Codes C,T,F
Risk Statements 34-39/23/24/25-23/24/25-11
Safety Statements 26-36/37/39-45-46-16-28A-7
RIDADR UN 3267 8/PG 2
WGK Germany 1
RTECS BO8575000
9-23
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29239000
ToxicityLDLo scu-mus: 35 mg/kg JPETAB 28,367,26
MSDS Information
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Benzyltrimethylammonium hydroxide Usage And Synthesis
Chemical PropertiesCLEAR SLIGHTLY YELLOW SOLUTION
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.

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.
Flammability and ExplosibilityNotclassified
Safety ProfilePoison by subcutaneous route. Astrong base. When heated to decomposition it emits toxicfumes of NH3 and NOx.
Purification MethodsA 38% solution (as supplied) is decolorized (charcoal), then evaporated under reduced pressure to a syrup, with final drying at 75o/1mm pressure. The anhydrous base is obtained by prolonged drying over P2O5 in a vacuum desiccator. [Beilstein 12 IV 2162.]
Benzyltrimethylammonium hydroxide Preparation Products And Raw materials
Preparation Products(+/-)-4-AMINO-3-(5-CHLORO-2-THIENYL)-BUTANOIC ACID-->2,3,4,5-Tetrahydro-5-methyl-1H-pyrido[4,3-b]indol-1-one-->5,6-DIHYDRO-4-(2-METHYL-2-PHENYLHYDRAZINO)-2-1H-PYRIDINONE-->3-(9-CARBAZOLYL)PROPIONIC ACID-->2,4-Piperadinedione-->3-AMINO-PROPIONIC ACID ETHYL ESTER-->4-acetyl-4-(2-cyanoethyl)heptanedinitrile-->3-Hydrazinylpropanamide-->2,2-DIMETHYL-2H-CHROMENE-6-CARBONITRILE-->N-(2-CYANOETHYL)PYRROLE-->5-bromo-2-phenylpyrimidine-4-carboxylic acid
Benzyltriethylammonium chloride trethinium tosilate Hydroxide BENZYLTRIETHYLAMMONIUM CHLOROCHROMATE Benzyltrimethylammonium hydroxide BEPHENIUM HYDROXYNAPHTHOATE benzyldimethyl[2-[2-[4-(1,1,3,3-tetramethylbutyl)tolyloxy]ethoxy]ethyl]ammonium hydroxide Atracurium besylate Benzyltriethylammonium hydroxide BENZYLTRIMETHYLAMMONIUM HYDROXIDE SOLUTION APPROX. 40 % IN METHANOL toloconium metilsulfate Emilium tosylate Cisatracurium besylate NDSB-256 BENZYLTRIMETHYLAMMONIUM HYDROXIDE [68.2.6] BENZYLTRIMETHYLAMMONIUM METHOXIDE CALIFORNIDINE PERCHLORATE TRIMETHYL(4-NITROBENZYL)AMMONIUM TETRAFLUOROBORATE

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