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Basic Information
| CAS No.: | 927-07-1 |
|---|---|
| Name: | tert-Butyl peroxypivalate |
| Article Data: | 22 |
| Molecular Structure: | |
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|
|
| Formula: | C9H18 O3 |
| Molecular Weight: | 174.24 |
| Synonyms: | Peroxypivalicacid, tert-butyl ester (6CI,7CI,8CI); Esperox 31M; Kayaester P; Kayaester P 70;Luperox 11; Luperox 11M75; Lupersol 11; Perbutyl PV; Trigonox 25; Trigonox25/75; Trigonox 25C75; Trigonox 25W33; t-Butylperoxypivalate; tert-Butyl2,2-dimethylperoxypropionate; tert-Butyl 2,2-dimethylpropaneperoxoate;tert-Butyl peroxypivalate; tert-Butyl perpivalate; tert-Butyl tert-valerylperoxide; tert-Butyl trimethylperoxyacetate |
| EINECS: | 213-147-2 |
| Density: | 0.931 g/cm3 |
| Melting Point: | -17 ºC |
| Boiling Point: | 182.5 °C at 760 mmHg |
| Flash Point: | 53.5 °C |
| Solubility: | insoluble |
| Appearance: | colorless liquid free of foreign contaminant |
| Hazard Symbols: | (Solution) Flammable, dangerous fire risk. Oxidizing agent. May explode on heating. |
| Risk Codes: | R36/37/38 |
| Safety: | Mildly toxic by ingestion. Moderately flammable by heat, flame (sparks), oxidizers. Can explode on heating. To fight fire, use water, fog, mist, alcohol foam, dry chemical. When heated to decomposition it emits acrid smoke and fumes. See also PEROXIDES, ORGANIC. |
| Transport Information: | UN 2110 |
| PSA: | 35.53000 |
| LogP: | 2.30580 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water at 10 - 15℃; | 93.7% |
| In water at 14 - 21℃; Product distribution / selectivity; | 84% |
| With pyridine; diethyl ether |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: tert.-butylhydroperoxide; Trimethylacetic acid With dmap In dichloromethane; water at 0℃; for 0.166667h; Inert atmosphere; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane; water at 0 - 20℃; Inert atmosphere; | 63% |
| Stage #1: tert.-butylhydroperoxide; Trimethylacetic acid With dmap In dichloromethane; water at -15℃; for 0.25h; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane; water for 3.5h; | 56% |
| Stage #1: tert.-butylhydroperoxide; Trimethylacetic acid With dmap; dihydrogen peroxide In dichloromethane; water at 0℃; for 0.166667h; Inert atmosphere; Green chemistry; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane; water at 0 - 20℃; for 2h; Inert atmosphere; Green chemistry; | |
| With dmap; dicyclohexyl-carbodiimide In dichloromethane; water for 1.5h; Inert atmosphere; Cooling; | |
| Stage #1: tert.-butylhydroperoxide; Trimethylacetic acid With dmap In dichloromethane; water at 0℃; for 0.166667h; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane; water at 0 - 25℃; |
- 927-07-1
tert-butyl peroxypivalate
- 16687-60-8
5-(4-nitrophenyl)-2H-tetrazole
Conditions
| Conditions | Yield |
|---|---|
| With tetra-(n-butyl)ammonium iodide In acetonitrile at 100℃; for 6h; Schlenk technique; Inert atmosphere; regioselective reaction; | 92% |
- 927-07-1
tert-butyl peroxypivalate
- 18039-42-4
5-phenyl-2H-1,2,3,4-tetrazole
- 59772-96-2
2-(tert-butyl)-5-phenyl-2H-tetrazole
Conditions
| Conditions | Yield |
|---|---|
| With tetra-(n-butyl)ammonium iodide In acetonitrile at 100℃; for 6h; Schlenk technique; Inert atmosphere; regioselective reaction; | 87% |
Conditions
| Conditions | Yield |
|---|---|
| With tetra-(n-butyl)ammonium iodide In acetonitrile at 100℃; for 6h; Schlenk technique; Inert atmosphere; regioselective reaction; | 81% |
Conditions
| Conditions | Yield |
|---|---|
| With iron(III) trifluoromethanesulfonate In acetonitrile at 80℃; for 5h; Inert atmosphere; Schlenk technique; Green chemistry; | 76% |
Conditions
| Conditions | Yield |
|---|---|
| With iron(III) trifluoromethanesulfonate In tetrahydrofuran at 100℃; for 5h; Schlenk technique; Inert atmosphere; diastereoselective reaction; | 67% |
Conditions
| Conditions | Yield |
|---|---|
| With iron(III) trifluoromethanesulfonate In tetrahydrofuran at 50℃; for 4h; Schlenk technique; Inert atmosphere; | 22% |
- 927-07-1
tert-butyl peroxypivalate
- 509-14-8
tetranitromethane
- 59223-13-1
3,3,5-trimethyl-1,1,1,5-tetranitro-hexane
- Total:38 Page 1 of 1 1
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tert-Butyl peroxypivalate
Chemistry
The molecular formula of tert-butyl peroxypivalate(927-07-1) is C9H18O3 and its formula weight is 174.24.
The density of tert-butyl peroxypivalate(927-07-1) is 0.854 g/cm3 (25 °C) and it has a melting point of -17°C. The boiling point is 182°C. The refractive index is about 1.4101 (25 °C).
Tert-butyl peroxypivalate(927-07-1) has the property of being dissolved in most organic solvents. It is not soluble in water and ethylene glycol.
The chemical synonyms of tert-butyl peroxypivalate are esperox31m;InitiatingagentPV;lupersol11;peroxypivalicacid,tert-butylester;Propaneperoxoicacid,2,2-dimethyl-,1,1-dimethylethylester;t-butylperoxypivalate;Tertbutylperoxidetert-pentanoicacidester;tert-butyltrimethylperoxyacetate.
The molecular structure of tert-butyl peroxypivalate(927-07-1):
Uses
Used as an initiator for polyethylene, polyvinyl chloride, etc. It is a highly efficient low-temperature initiator.
Toxicity Data With Reference
| 1. | orl-rat LD50:4300 mg/kg | BSPII* SPI Bulletin .(Society of the Plastics Industry, 250 Park Ave.,New York, NY.: 10017)1/75-19B. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Mildly toxic by ingestion. Moderately flammable by heat, flame (sparks), oxidizers. Can explode on heating. To fight fire, use water, fog, mist, alcohol foam, dry chemical. When heated to decomposition it emits acrid smoke and fumes. See also PEROXIDES, ORGANIC.
RIDADR UN 2110
HazardClass 5.2
PackingGroup II
RIDADR UN 2110
HazardClass 5.2
PackingGroup II
Specification
Storage
Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.
Handling
All chemicals should be considered hazardous. Avoid direct physical contact. Use appropriate, approved safety equipment. Untrained individuals should not handle this chemical or its container. Handling should occur in a chemical fume hood.
Stability
No data.
Combustion Products
Fire may produce irritating, corrosive and/or toxic gases.
Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.
Handling
All chemicals should be considered hazardous. Avoid direct physical contact. Use appropriate, approved safety equipment. Untrained individuals should not handle this chemical or its container. Handling should occur in a chemical fume hood.
Stability
No data.
Combustion Products
Fire may produce irritating, corrosive and/or toxic gases.