Reaction #4145997
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bf89b9ee13224a83aacb0858778cdfb7No renderable structure data available
CC(C)(C)OOC(=O)C1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | tert-butyl benzenecarboperoxoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 614-45-9 |
| Database ID | 11966 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
tert-butyl benzenecarboperoxoate (CAS 614-45-9) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 11966
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bf89b9ee13224a83aacb0858778cdfb7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-1a921339f24747c0ab858fdff787de25Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a monomeric mixture of the formulation shown in Table 8 were added 10 g of tert-butyl perbenzoate and 30 g of azobisbutyronitrile. The mixture was then added dropwise over the course of 4 hours to 1,000 ml of toluene heated at 100° C. The reaction was further continued for 10 hours at 100° C, and then the toluene was removed to provide an acrylic copolymer resin having a number average molecular weight of about 20,000 and an oxirane group content of 2,150 g·eq/106 g and a softening point of 110° C. Powder paints were prepared in the same way as in Example 1 except that the polyester and the acrylic resin in the amounts shown in Table 9 were used instead of the polyester A and triglycidyl isocyanurate. The powder paints were coated, and baked at a temperature of 200° C for 30 minutes. The resulting coatings had a film thickness of 60 to 65μ and the properties shown in Table 10. To a monomeric mixture of the formulation the toluene was removed
Source ID: ord-a8fe50011d2747988eb12a25034aae3bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bf89b9ee13224a83aacb0858778cdfb7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bf89b9ee13224a83aacb0858778cdfb7Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 30 g of M-TMI (M-TMI is 1-(1-isocyanato-1-methyl)ethyl-3-(1-methyl)ethenyl benzene, from Cytec industries), 5 g of ethyl acrylate, 15 g of methyl methacrylate and 8 g of t-butyl peroxybenzoate were heated to 120° C. in 232 g of Arcosolve PMAcetate (propylene glycol methyl ether acetate from Arco Chemicals) in a N2 purge. Then a mixture of 90 g of m-TMI, 15 g of ethyl acrylate, 45 g of methyl methacrylate, 16 g of t-butyl peroxybenzoate (Aldrich Chemicals) was added over 2 hours. After the addition was complete, an additional 8 g of t-butyl peroxybenzoate was added in two equal portions. The reaction was completed to theoretical % non-volatiles (50%) in 7 hrs. Then a partial batch of this solution (164.54 g), containing free —NCO groups of m-TMI, was further reacted with p-aminophenol (22.25 g) at 1:1 equivalent ratio. The reaction was monitored by IR-spectroscopy for disappearance of —NCO group at 2275 cm−1 and was completed by heating to 40° C. The product (AR-1), terpolymer of ethyl acrylate, methyl methacrylate and the urea adduct of m-TMI/p-aminophenol, was precipitated in powder form using water/ice, filtered and dried at room temperature. The product terpolymer AR-1 had the following structure: purge Then a mixture of 90 g of m-TMI, 15 g of ethyl acrylate, 45 g of methyl methacrylate, 16 g of t-butyl peroxybenzoate (Aldrich Chemicals) was added over 2 hours After the addition an additional 8 g of t-butyl peroxybenzoate was added in two equal portions in 7 hrs Then a partial batch of this solution (164.54 g), containing free —NCO groups of m-TMI was further reacted with p-aminophenol (22.25 g) at 1 The product (AR-1), terpolymer of ethyl acrylate, methyl methacrylate and the urea adduct of m-TMI/p-aminophenol, was precipitated in powder form filtered dried at room temperature
Source ID: ord-170567226f53441cbf19ca794ecc20aaConditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 30 g of M-TMI (M-TMI is 1-(1-isocyanato-1-methyl)ethyl-3-(1-methyl)ethenyl benzene, from Cytec industries), 5 g of ethyl acrylate, 15 g of methyl methacrylate and 8 g of t-butyl peroxybenzoate were heated to 120° C. in 232 g of Arcosolve PMAcetate (propylene glycol methyl ether acetate from Arco Chemicals) in a N2 purge. Then a mixture of 90 g of m-TMI, 15 g of ethyl acrylate, 45 g of methyl methacrylate, 16 g of t-butyl peroxybenzoate (Aldrich Chemicals) was added over 2 hours. After the addition was complete, an additional 8 g of t-butyl peroxybenzoate was added in two equal portions. The reaction was completed to theoretical % non-volatiles (50%) in 7 hrs. Then a partial batch of this solution (164.54 g), containing free —NCO groups of m-TMI, was further reacted with p-aminophenol (22.25 g) at 1:1 equivalent ratio. The reaction was monitored by IR-spectroscopy for disappearance of —NCO group at 2275 cm−1 and was completed by heating to 40° C. The product (AR-1), terpolymer of ethyl acrylate, methyl methacrylate and the urea adduct of m-TMI/p-aminophenol, was precipitated in powder form using water/ice, filtered and dried at room temperature. The product terpolymer AR-1 had the following structure: purge Then a mixture of 90 g of m-TMI, 15 g of ethyl acrylate, 45 g of methyl methacrylate, 16 g of t-butyl peroxybenzoate (Aldrich Chemicals) was added over 2 hours After the addition an additional 8 g of t-butyl peroxybenzoate was added in two equal portions in 7 hrs Then a partial batch of this solution (164.54 g), containing free —NCO groups of m-TMI was further reacted with p-aminophenol (22.25 g) at 1 The product (AR-1), terpolymer of ethyl acrylate, methyl methacrylate and the urea adduct of m-TMI/p-aminophenol, was precipitated in powder form filtered dried at room temperature
Source ID: ord-170567226f53441cbf19ca794ecc20aaConditions: temp:130.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.76 g of N-vinyl-2-pyrrolidone and the temperature is raised to 130° C. Then 0.9 g of tert-butyl perbenzoate is added. After 1 and 2 hours, respectively, a 0.4 g portion of tert-butyl perbenzoate is fed in. The charge is maintained at 130° C. for another 5 hours. A clouded viscous solution is obtained. After 1 and 2 hours A clouded viscous solution is obtained
Source ID: ord-b77ca60e80ca4d93b19c71c6d8eaba75Conditions: temp:130.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.76 g of N-vinyl-2-pyrrolidone and the temperature is raised to 130° C. Then 0.9 g of tert-butyl perbenzoate is added. After 1 and 2 hours, respectively, a 0.4 g portion of tert-butyl perbenzoate is fed in. The charge is maintained at 130° C. for another 5 hours. A clouded viscous solution is obtained. After 1 and 2 hours A clouded viscous solution is obtained
Source ID: ord-b77ca60e80ca4d93b19c71c6d8eaba75Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: copolymer prepared by copolymerizing styrene with 1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene (hereinafter referred to as "TMI") (registered trademark) manufactured by Cyanamid Corporation in the presence of t-butyl peroxybenzoate as an initiator by solution polymerization (hereinafter referred to briefly as "PSTMI")
Source ID: ord-b01b2282f3864595bd671cec71bd2f01Conditions: temp:82.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Deionized water (150 ml), isopropyl alcohol (200 ml) and oleic acid (43.78 g, 0.155 mol) were placed in a 1.0 liter flask equipped with stirrer, additional funnel, reflux condenser, thermometer and a gas inlet tube. To the additional funnel was added a premix which contained 15.2 g (0.08 mol) of sodium metabisulfite (Na2S2O5) and 1.28 g of NaOH in 55 g of water. The whole device was bubbled gently with nitrogen. After heating to reflux (82° C.), a small portion of t-butyl perbenzoate (out of total amount of 0.5 g, 2.5 mmol) was added to the flask. Then the Na2S2O5/NaOH premix was added through the addition funnel continuously over the course of five hours. The remaining t-butyl perbenzoate was also added in portions during this time. equipped with stirrer, additional funnel reflux condenser To the additional funnel was added a premix which The whole device was bubbled gently with nitrogen After heating was added through the addition funnel continuously over the course of five hours
Source ID: ord-ec696d3c63ea469c9e47c54e9783aa65Conditions: temp:82.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Deionized water (150 ml), isopropyl alcohol (200 ml) and oleic acid (43.78 g, 0.155 mol) were placed in a 1.0 liter flask equipped with stirrer, additional funnel, reflux condenser, thermometer and a gas inlet tube. To the additional funnel was added a premix which contained 15.2 g (0.08 mol) of sodium metabisulfite (Na2S2O5) and 1.28 g of NaOH in 55 g of water. The whole device was bubbled gently with nitrogen. After heating to reflux (82° C.), a small portion of t-butyl perbenzoate (out of total amount of 0.5 g, 2.5 mmol) was added to the flask. Then the Na2S2O5/NaOH premix was added through the addition funnel continuously over the course of five hours. The remaining t-butyl perbenzoate was also added in portions during this time. equipped with stirrer, additional funnel reflux condenser To the additional funnel was added a premix which The whole device was bubbled gently with nitrogen After heating was added through the addition funnel continuously over the course of five hours
Source ID: ord-ec696d3c63ea469c9e47c54e9783aa65PubChem References
These sources are listed in the compound's public database record.
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