614-45-9 Usage
Uses
Different sources of media describe the Uses of 614-45-9 differently. You can refer to the following data:
1. Polymerization initiator for polyethylene,
polystyrene, polyacrylates, and polyesters; chem-
ical intermediate.
2. t-Butyl peroxybenzoate is used for elevatedtemperaturecuring of polyesters and to initiatepolymerization reactions.
3. tert-Butyl peroxybenzoate was employed as polymerization and cross-linking catalyst. It was also was employed as initiator during ?grafting of 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO)-4-oxyacetamido-(3 propyltriethoxysilane) to poly(ethylene co-octene and in preparation of conformal poly(cyclohexyl methacrylate) thin films via initiated chemical vapor deposition.
Synthesis Reference(s)
Journal of the American Chemical Society, 68, p. 642, 1946 DOI: 10.1021/ja01208a033
General Description
Clear, colorless to slightly yellow liquid with a mild, aromatic odor. tert-Butyl peroxybenzoate also is stored and transported as a mixture with inert solids and as a solvent slurry, to mitigate the explosion hazard.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
TERT-BUTYL PEROXYBENZOATE explodes with great violence when rapidly heated to a critical temperature; pure form is shock sensitive and detonable [Bretherick 1979 p. 602]. Upon contact with organic matter, t-butyl peroxybenzoate can ignite or give rise to an explosion [Haz. Chem. Data 1973 p. 77].
Hazard
Oxidizing material; do not store near com-
bustible materials.
Health Hazard
t-Butyl peroxybenzoate is a mild skin andeye irritant. Exposure to 500 mg/day causedmild irritation in rabbit eyes and skin. Toxicitydata on animals show a low order oftoxicity.LD50 value, oral (mice): 914 mg/kgIt has been reported to cause tumors(blood) in mice. Its carcinogenic actions onhumans are unknown.
Fire Hazard
Highly reactive and oxidizing compound
with moderate flammability; flash point (open
cup) 107–110°C (224.6–230°F); autoignition
temperature not reported.
It forms an explosive mixture with air; the
explosive range not reported. It is not sensitive
to shock but is heat sensitive. It explodes
on heating; self-accelerating decomposition
temperature 60°C (140°F).
It may react explosively when mixed with
readily oxidizable, organic, and flammable
substances. Fire-extinguishing agent: water
from a sprinkler; use water to keep the
containers cool.
Flammability and Explosibility
Flammable
Safety Profile
Moderately toxic by
ingestion. A skin and eye irritant.
Questionable carcinogen with experimental
tumorigenic data. Mutation data reported.
See also PEROXIDES, ORGANIC.
Potentially explosive when heated above
11 5'C. Explosive reaction on contact with
organic matter or copperQ) bromide +
limonene. When heated to decomposition it
emits acrid smoke and fumes.
Carcinogenicity
Other studies have determined
the possibility that t-butyl peroxybenzoate can be metabolized
to free radicals by human carcinoma skin keratinocytes.
Free radicals are suggested to be involved in the cascade of
events occurring during tumor promotion .
storage
It should be stored in a well-ventilatedplace at a temperature between 10 and27°C (50–80°F), isolated from oxidizable,flammable, organic materials and accelerators.It should be shipped in glass, polyethylene,and earthenware containers of up to5-gallon capacity placed inside wooden orfiberboard boxes.
Check Digit Verification of cas no
The CAS Registry Mumber 614-45-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 4 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 614-45:
(5*6)+(4*1)+(3*4)+(2*4)+(1*5)=59
59 % 10 = 9
So 614-45-9 is a valid CAS Registry Number.
InChI:InChI=1/C11H14O3/c1-11(2,3)14-13-10(12)9-7-5-4-6-8-9/h4-8H,1-3H3
614-45-9Relevant articles and documents
Immobilization of (l)-valine and (l)-valinol on SBA-15 nanoporous silica and their application as chiral heterogeneous ligands in the Cu-catalyzed asymmetric allylic oxidation of alkenes
Ashouri, Akram,Mahramasrar, Mahsa,Majidian, Shiva,Rashid, Hersh I,Samadi, Saadi
supporting information, p. 17630 - 17641 (2021/10/04)
SBA-15 nanoporous silica was synthesized by hydrothermal method using P123 surfactant and tetraethoxyortosilicate in acidic condition and then functionalized by 3-chloropropyltrimethoxysilane. Next, by immobilization of chiral amino acid (S)-2-amino-3-methyl butanoic acid (l-valine) and chiral amino alcohol (S)-2-amino-3-methylbutane-1-ol (l-valinol), preparedviathe reduction ofl-valine by NaBH4/I2in THF, on functionalized-SBA-15, chiral heterogeneous ligands AL*-i-Pr-SBA-15 and AA*-i-Pr-SBA-15 were prepared and characterized by FT-IR, XRD, TGA, EDX, SEM, BET-BJH techniques. The asymmetric allylic oxidation of alkenes was done using copper-complexes of these ligands and the as-synthesized peresters. The reactions were optimized by varying various parameters such as temperature, solvent, amount of chiral heterogeneous ligand, as well as the type and amount of copper salt. Under optimized conditions, 6 mg of AL*-i-Pr-SBA-15 and 3.2 mol% of Cu(CH3CN)4PF6in acetonitrile at 50 °C, the chiral allylic ester was obtained with 80% yield and 39% enantiomeric excess in 24 h. The recyclability of the chiral heterogeneous catalysts was also evaluated without significant reduction in the reaction results up to three runs.
2-Aminopyrazine-functionalized MCM-41 nanoporous silica as a new efficient heterogeneous ligand for Cu-catalyzed allylic C–H bonds oxidation of olefins
Samadi, Saadi,Ashouri, Akram,Kamangar, Shadi,Pourakbari, Fatemeh
, p. 557 - 569 (2019/11/03)
In spite of the importance of the application of allylic C–H bond oxidation of olefins in organic synthesis and existence of the numerous reports, lots of limitations such as large excess of the olefin respect to the oxidant, low chemical yield, long time of reaction and a large amount of the catalyst were reminded. We introduced a novel catalytic system using functionalized MCM-41 as catalyst support to promote efficiency of this reaction. The heterogeneous ligand Pyr-MCM-41 was prepared by substituted 2-aminopyrazine ligand on functionalized MCM-41 with 3-chloropropyltrimthoxysilane and characterized by FT-IR, XRD, SEM, EDX, BET, TGA, CHN techniques. In situ immobilized Pyr-MCM-41 by copper (I) trifluoromethanesulfonate (CuOTf) was applied in direct catalytic esterification of inert C–H bonds in olefins using various peresters at room temperature.
Sunlight assisted solvent free synthesis of tert-butylperesters
Shit, Prasenjit,Singha, Raju
supporting information, p. 1 - 6 (2020/07/15)
A green and efficient methodology has been developed for the direct conversion of aryl aldehydes to the corresponding tert-butyl peresters. The reaction has been carried out in absence of any solvent and the sunlight is used as the green source of energy. In this reaction tetrabutylammonium iodide (TBAI) acts as the mild organo catalyst and tert-butyl hydroperoxide (TBHP) serve as the source of tert-butyl group.
