88-60-8 Usage
Description
6-tert-Butyl-m-cresol, also known as TBHQ, is a synthetically produced, clear colorless liquid with a flash point of 116°F and a melting point of 74°F. It is less dense than water and insoluble in water. TBHQ is a potent antioxidant and is commonly used as a preservative in various industries.
Uses
Used in Food Industry:
6-tert-Butyl-m-cresol is used as a preservative and antioxidant in the food industry to extend the shelf life of products and prevent oxidation, which can lead to spoilage and rancidity. It is commonly found in processed foods, such as snacks, cereals, and condiments.
Used in Rubber Industry:
In the rubber industry, 6-tert-Butyl-m-cresol is used as an antioxidant to prevent the degradation of rubber materials, thereby increasing their durability and resistance to wear and tear.
Used in Lubricating Oil Industry:
6-tert-Butyl-m-cresol is used as an additive in lubricating oils to improve their performance and extend their service life. It helps to prevent oxidation and the formation of sludge and deposits, which can cause engine wear and reduce efficiency.
Used in Cosmetics Industry:
In the cosmetics industry, 6-tert-Butyl-m-cresol is used as a preservative to prevent the growth of microorganisms and extend the shelf life of cosmetic products, such as creams, lotions, and makeup.
Used in Pharmaceutical Industry:
6-tert-Butyl-m-cresol is used as an antioxidant in the pharmaceutical industry to protect active ingredients from oxidation and degradation, ensuring the stability and efficacy of medications.
Used in Disinfectant Production:
6-tert-Butyl-m-cresol is used in the production of disinfectants due to its antimicrobial properties, which help to kill or inhibit the growth of harmful microorganisms, making it suitable for use in cleaning and sanitizing products.
Synthesis Reference(s)
Tetrahedron Letters, 31, p. 6977, 1990 DOI: 10.1016/S0040-4039(00)97220-4
Air & Water Reactions
Flammable. Insoluble in water.
Reactivity Profile
Phenols, such as 6-tert-Butyl-m-cresol, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.
Health Hazard
Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Check Digit Verification of cas no
The CAS Registry Mumber 88-60-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 8 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 88-60:
(4*8)+(3*8)+(2*6)+(1*0)=68
68 % 10 = 8
So 88-60-8 is a valid CAS Registry Number.
InChI:InChI=1/C11H16O/c1-8-5-6-9(10(12)7-8)11(2,3)4/h5-7,12H,1-4H3
88-60-8Relevant articles and documents
Alkylation of Phenols with tert-Butanol Catalyzed by H-Form of Y Zeolites with a Hierarchical Porous Structure
Bayguzina,Makhiyanova,Khazipova,Khusnutdinov
, p. 1554 - 1559 (2019/10/14)
tert-Butyl-substituted phenols have been synthesized via the reaction of phenol, o-, m-, and p-cresols with tert-butanol under the action of CBr4-promoted Y-zeolites in the H-form with a hierarchical porous structure.
Dendritic and Core–Shell–Corona Mesoporous Sister Nanospheres from Polymer–Surfactant–Silica Self-Entanglement
Zhang, Kun,Yang, Tai-Qun,Shan, Bing-Qian,Liu, Peng-Cheng,Peng, Bo,Xue, Qing-Song,Yuan, En-Hui,Wu, Peng,Albela, Belén,Bonneviot, Laurent
, p. 478 - 486 (2017/12/13)
Mesoporous nanospheres are highly regarded for their applications in nanomedicine, optical devices, batteries, nanofiltration, and heterogeneous catalysis. In the last field, the dendritic morphology, which favors molecular diffusion, is a very important morphology known for silica, but not yet for carbon. A one-pot, easy, and scalable co-sol–gel route by using the triphasic resol–surfactant–silica system is shown to yield the topologies of dendritic and core–shell–corona mesoporous sister nanospheres by inner radial phase speciation control on a mass-transfer-limited process, depending on the relative polycondensation rates of the resol polymer and silica phases. The trick was the use of polyolamines with different catalytic activities on each hard phase polycondensation. The self-entanglement of phases is produced at the {O?, S+, I?} organic–surfactant–inorganic interface. Mono- and biphasic mesoporous sister nanospheres of carbon and/or silica are derivatized from each mother nanospheres and called “syntaxic” because of similar sizes and mirrored morphologies. Comparing these “false twins”, or yin and yang mesoporous nanospheres, functionalized by sulfonic groups provides evidence of the superiority of the dendritic topologies and the absence of a shell on the diffusion-controlled catalytic alkylation of m-cresol.
Ab initio study of the selective alkylation of m-cresol with tert-butanol catalyzed by SO3H-functionalized ionic liquids
Zhou, Jinxia,Liu, Xiumei,Zhang, Shuguang,Mao, Jingbo,Guo, Xinwen
experimental part, p. 232 - 237 (2010/11/03)
Our previous work showed that for catalytic alkylation of m-cresol with tert-butanol (TBA) SO3H-functionalized ionic liquids exhibited several characteristic advantages over conventional catalysts. This work investigated the reaction mechanism of the alkylation of m-cresol with tert-butanol catalyzed by the SO3H-functionalized ionic liquid (IL) through quantum chemical calculation in combination with the experimental studies. The experimental results showed that 2-tert-butyl-5-methyl phenol (2-TBC), 4-tert-butyl-3-methyl phenol (4-TBC) and tert-butyl-m-cresol ether (TBMCE) products were all primary products, while 2,6-di-tert-butyl-3-methyl phenol (2,6-DTBC) was a secondary product. The calculation results indicated that the selectivities of the products depended on the fundamental natures of the reactive sites, including the orbital overlap, the Coulomb and the steric effect in the interaction between the tert-butyl ion ([t-C4H9]+) and the m-cresol; the TBMCE was dynamically favored but not thermodynamically stable, while the C-alkylated products, especially 2-TBC, were the thermodynamically preferred products; the IL played an important role in generating the [t-C4H9]+ from the TBA and the final products from the intermediates.
