14866-33-2 Usage
Description
Tetraoctylammonium bromide (TOAB) is an organic surface coating agent that is a white crystalline powder. It is commonly used to control the size and shape during nanoparticle synthesis, making it a valuable compound in the field of nanotechnology.
Uses
Used in Nanotechnology:
Tetraoctylammonium bromide is used as a phase transfer agent for the synthesis of alkanethiol stabilized gold nanoparticles. It facilitates the transfer of gold tetrachloroaurate from the aqueous phase to the organic phase in a two-phase (organic-aqueous) method, playing a crucial role in the formation of well-defined nanoparticles.
Used in Gold Nanoparticle Synthesis:
TOAB is utilized to prepare TOAB-capped gold nanoparticles, which exhibit distinct plasmon absorption compared to thiol-capped nanoparticles. This application highlights its importance in the development of nanoparticles with specific optical properties.
Used in Environmental Monitoring:
Tetraoctylammonium bromide has been employed as a recognition element in the formulation of potentiometric membranes, which are used to develop an electronic tongue system for monitoring nitrogen species levels in water samples. This application demonstrates its versatility in sensing and detection technologies.
Used in Chemical Synthesis:
As an organic surface coating agent, TOAB is also used in various chemical synthesis processes to control the size and shape of nanoparticles, ensuring the production of nanoparticles with desired characteristics for specific applications across different industries.
Flammability and Explosibility
Notclassified
Check Digit Verification of cas no
The CAS Registry Mumber 14866-33-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,8,6 and 6 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 14866-33:
(7*1)+(6*4)+(5*8)+(4*6)+(3*6)+(2*3)+(1*3)=122
122 % 10 = 2
So 14866-33-2 is a valid CAS Registry Number.
InChI:InChI=1/C32H68N.BrH/c1-5-9-13-17-21-25-29-33(30-26-22-18-14-10-6-2,31-27-23-19-15-11-7-3)32-28-24-20-16-12-8-4;/h5-32H2,1-4H3;1H/q+1;/p-1
14866-33-2Relevant articles and documents
Effects of charge separation, effective concentration, and aggregate formation on the phase transfer catalyzed alkylation of phenol
Denmark, Scott E.,Weintraub, Robert C.,Gould, Nathan D.
supporting information; experimental part, p. 13415 - 13429 (2012/09/25)
The factors that influence the rate of alkylation of phenol under phase transfer catalysis (PTC) have been investigated in detail. Six linear, symmetrical tetraalkylammonium cations, Me4N+, Et 4N+, (n-Pr)4N+, (n-Bu) 4N+, (n-Hex)4N+, and (n-Oct) 4N+, were examined to compare the effects of cationic radius and lipophilicity on the rate of alkylation. Tetraalkylammonium phenoxide·phenol salts were prepared, and their intrinsic reactivity was determined from initial alkylation rates with n-butyl bromide in homogeneous solution. The catalytic activity of the same tetraalkylammonium phenoxides was determined under PTC conditions (under an extraction mechanism) employing quaternary ammonium bromide catalysts. In homogeneous solution the range in reactivity was small (6.8-fold) for Me4N+ to (n-Oct) 4N+. In contrast, under PTC conditions a larger range in reactivity was observed (663-fold). The effective concentration of the tetraalkylammonium phenoxides in the organic phase was identified as the primary factor influencing catalyst activity. Additionally, titration of active phenoxide in the organic phase confirmed the presence of both phenol and potassium phenoxide aggregates with (n-Bu)4N+, (n-Hex)4N+, and (n-Oct)4N+, each with a unique aggregate stoichiometry. The aggregate stoichiometry did not affect the PTC initial alkylation rates.