Storage and Handling: Must be kept below 27° and not warmed over 30°. Do not add to hot materials. Do not add accelerator to this material. Store in original container with vented cap. Avoid bodily contact. This material is nearly always stored and handled as a 25% solution in an inert solvent. See also ACETYL PEROXIDE 25% solution (in dimethyl phthalate); and PEROXIDES, ORGANIC.
Conditions | Yield |
---|---|
With sodium peroxide; water In diethyl ether at 0 - 5℃; | 36% |
With sodium peroxide; diethyl ether | |
With dihydrogen peroxide in einem nicht entflammbaren Loesungsmittel, z.B.Dimethylphthalat, bei pH 4-8; |
3-methylbut-2-en-2-yl acetate
A
diacetyl peroxide
B
acetic anhydride
C
3-acetoxy-3,5,5-trimethyl-1,2,4-trioxolane
Conditions | Yield |
---|---|
With oxygen; ozone; polyethylene at -73℃; for 6h; Product distribution; ozonolyses on polyethylene (dry) and in CDCl3; | A n/a B n/a C 18% |
With oxygen; ozone; polyethylene at -73℃; for 6h; Yields of byproduct given; | A n/a B n/a C 18% |
dimethylacetylene
A
diacetyl peroxide
B
acetic anhydride
C
acetic acid
D
dimethylglyoxal
Conditions | Yield |
---|---|
With ozone In dichloromethane at -75℃; Yields of byproduct given; | A 4% B n/a C n/a D n/a |
With ozone; 1,1,2,2-tetrachloroethane In dichloromethane-d2 at -75℃; Product distribution; Mechanism; var. solvent; | A 8 % Spectr. B 54 % Spectr. C 9 % Spectr. D 21 % Spectr. |
Conditions | Yield |
---|---|
With dihydrogen peroxide |
Conditions | Yield |
---|---|
With ozone | |
With dihydrogen peroxide |
α,α'-dioxydibenzyl alcohol
acetic anhydride
A
diacetyl peroxide
B
benzaldehyde
C
acetic acid
Conditions | Yield |
---|---|
With pyridine; oxygen; cobalt(II) acetate | |
With pyridine; oxygen; nickel diacetate |
Conditions | Yield |
---|---|
With pyridine; copper acetate and cobalt acetate; oxygen |
Conditions | Yield |
---|---|
With sodium peroxide |
Conditions | Yield |
---|---|
With dihydrogen peroxide |
Conditions | Yield |
---|---|
With sodium peroxide; diethyl ether | |
With dihydrogen peroxide In diethyl ether Cooling with ice; | |
With dihydrogen peroxide; sodium hydroxide In diethyl ether; water for 0.333333h; Cooling with ice; |
(E)-2,3-dibromo-but-2-ene
A
2,2,3,3-tetrabromo-butane
B
3,3-dibromobutan-2-one
C
diacetyl peroxide
Conditions | Yield |
---|---|
With ozone In pentane Further byproducts given; |
Conditions | Yield |
---|---|
With ozone; ethenetetracarbonitrile In ethyl acetate at -35℃; |
(E)-2,3-dibromo-but-2-ene
A
3,3-dibromobutan-2-one
B
diacetyl peroxide
C
acetic anhydride
Conditions | Yield |
---|---|
With ozone In pentane Further byproducts given; |
(E)-2,3-dichloro-2-butene
A
diacetyl peroxide
B
Peressigsaeure-1,1-dichlorethylester
trans-2,3-Dichloro-2,3-dimethyloxirane
D
3,6-Dichloro-3,6-dimethyl-[1,2,4,5]tetroxane
E
acetic anhydride
F
acetyl chloride
Conditions | Yield |
---|---|
With ozone at -75℃; for 8h; Product distribution; ozonolysis on polyethylene; |
<1,2-Dimethyl-1,2-ethendiyl>-diacetat
A
diacetyl peroxide
B
acetic anhydride
Conditions | Yield |
---|---|
With ozone In dichloromethane at -75℃; Product distribution; var. of solvent; | A 52 % Spectr. B 48 % Spectr. |
peracetic acid
4-nitrophenol acetate
A
diacetyl peroxide
B
p-nitrophenolate
Conditions | Yield |
---|---|
With Carbonate buffer In water at 25℃; pH=9.2; Kinetics; Acetylation; |
dihydrogen peroxide
acetyl chloride
A
peracetic acid
B
diacetyl peroxide
pyridine
acetic anhydride
acetaldehyde
A
diacetyl peroxide
B
acetic acid
pyridine
acetic anhydride
acetaldehyde
A
diacetyl peroxide
B
acetic acid
Conditions | Yield |
---|---|
die entstehende Peressigsaeure reagiert mit Keten; |
diacetyl peroxide
Conditions | Yield |
---|---|
With diethyl ether; oxygen at 25℃; |
diethyl ether
A
diacetyl peroxide
B
ditrityl peroxide
C
1,1,1-triphenylacetone
D
acetic acid
Conditions | Yield |
---|---|
Produkt 5: Phenol; |
Conditions | Yield |
---|---|
With Oxone; sodium hydrogencarbonate; sodium phosphate In chloroform; water at -17℃; pH=7.4 - 7.8; Product distribution; |
Conditions | Yield |
---|---|
With oxygen; cobalt(II) acetate In ethyl acetate at 45℃; Product distribution / selectivity; continuous process; |
Conditions | Yield |
---|---|
With iron(II) triflate; trimethylsilylazide In 1,2-dimethoxyethane at 35℃; for 2h; Inert atmosphere; Schlenk technique; | 92% |
diacetyl peroxide
2-chloro-3-hydroxy-5,5-dimethylcyclohex-2-enone
2-Acetoxy-6-hydroxy-4,4-dimethyl-2,5-cyclohexadien-1-on
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide | 79% |
2-methyl-3-oxo-2-phenylindoline-1-hydroxide
diacetyl peroxide
1-methoxy-2-methyl-2-phenylindolin-3-one
Conditions | Yield |
---|---|
In benzene at 60℃; for 8h; | 75% |
diacetyl peroxide
1-hydroxy-2,2-diphenyl-indolin-3-one
1-Methoxy-2,2-diphenyl-1,2-dihydro-indol-3-one
Conditions | Yield |
---|---|
In benzene at 60℃; for 8h; | 72% |
2-ethyl-1-hydroxy-2-phenyl-1,2-dihydro-indol-3-one
diacetyl peroxide
2-Ethyl-1-methoxy-2-phenyl-1,2-dihydro-indol-3-one
Conditions | Yield |
---|---|
In benzene at 60℃; for 8h; | 70% |
Conditions | Yield |
---|---|
With acetic acid In diethyl ether; benzene 20-25°C, (C5H5)2V in benzene, (CH3CO)2O2 in ether; | 70% |
With CH3CO2H In diethyl ether; benzene 20-25°C, (C5H5)2V in benzene, (CH3CO)2O2 in ether; | 70% |
diacetyl peroxide
4-nitro-benzoic acid-(phenylsulfanyl-methyl ester)
Conditions | Yield |
---|---|
In toluene at 20℃; for 96h; Inert atmosphere; Sealed tube; | 61% |
Ir(1+)*Cl(1-)*N2*2P(C6H5)3=IrClN2(P(C6H5)3)2
diacetyl peroxide
bis(acetato)chlorobis(triphenylphosphine)iridium(III)
Conditions | Yield |
---|---|
In benzene soln. of peroxide added to soln. of Ir complex, stirred at room temp. for 20 min, under N2; concd., pptd. with MeOH; | 55% |
diacetyl peroxide
(+/-)-Ventilagone
Conditions | Yield |
---|---|
In diethyl ether; benzene for 1h; | 52% |
Conditions | Yield |
---|---|
In toluene at 20℃; for 96h; Inert atmosphere; Sealed tube; | 52% |
diacetyl peroxide
2,5,8-trihydroxy-3,6,7-trimethyl-1,4-naphthoquinone
Conditions | Yield |
---|---|
In tert-butyl alcohol Addition; Heating; | 43% |
diacetyl peroxide
2,5,7,8-tetrahydroxynaphthalene-1,4-dione
2,5,7,8-tetrahydroxy-3-methyl-1,4-naphthoquinone
Conditions | Yield |
---|---|
In tert-butyl alcohol | 43% |
Conditions | Yield |
---|---|
In diethyl ether; acetonitrile for 4.5h; Reflux; | A 40% B 3% |
diacetyl peroxide
5,8-dihydroxy-2,7-dimethoxy-1,4-naphthoquinone
A
5,8-dihydroxy-2,7-dimethoxy-3-methyl-1,4-naphthoquinone
Conditions | Yield |
---|---|
In ethanol | A 37% B 27% |
diacetyl peroxide
2,5,7,8-tetrahydroxynaphthalene-1,4-dione
A
2,5,7,8-tetrahydroxy-3-methyl-1,4-naphthoquinone
Conditions | Yield |
---|---|
In tert-butyl alcohol Heating; | A n/a B 35% |
diacetyl peroxide
toluene
A
methane
B
ethane
C
o-xylene
D
para-xylene
E
ethylbenzene
F
m-xylene
Conditions | Yield |
---|---|
In diethyl ether for 5h; Product distribution; Irradiation; other wave length, other time; | A n/a B 32.5% C 2.03% D 0.55% E 4.55% F 0.96% |
diacetyl peroxide
8-hydroxydroserone
Conditions | Yield |
---|---|
In tert-butyl alcohol Addition; Heating; | 18% |
diacetyl peroxide
2,5,8-trihydroxy-3-methyl-6,7-dichloro-1,4-naphthoquinone
Conditions | Yield |
---|---|
In tert-butyl alcohol Addition; Heating; | 16% |
Conditions | Yield |
---|---|
In tert-butyl alcohol Addition; Heating; | 9% |
thiophene
chloroform
diacetyl peroxide
A
1-oxothiolane
B
2-(acetoxy)tetrahydrothiophene
C
acetic anhydride
D
acetic acid
Conditions | Yield |
---|---|
With chloroform |
piperidine
diethyl ether
diacetyl peroxide
1-piperidin-1-yl-ethanone
Conditions | Yield |
---|---|
bei 12-stuendigem Behandeln; |
Conditions | Yield |
---|---|
bei 5-minuetigem Behandeln; |
Conditions | Yield |
---|---|
With diethyl ether |
pyridine
diacetyl peroxide
acetic acid
A
α-picoline
B
picoline
styrene
Bromotrichloromethane
diacetyl peroxide
(1-bromo-3,3,3-trichloropropyl)benzene
IUPAC Name: acetyl ethaneperoxoate
Molecular Weight: 118.08804 g/mol
Molecular Formula: C4H6O4
Density: 1.163 g/cm3
Boiling Point: 121.4 °C at 760 mmHg
Flash Point: 32.2 °C
Appreance: colourless liquid with a pungent odour
Molar Volume: 101.5 cm3
Polarizability: 9.56*10-24 cm3
Surface Tension: 31.6 dyne/cm
Enthalpy of Vaporization: 35.94 kJ/mol
Vapour Pressure: 14.6 mmHg at 25 °C
XLogP3-AA: 0.2
H-Bond Acceptor: 4
Rotatable Bond Count: 3
Exact Mass: 118.026609
MonoIsotopic Mass: 118.026609
Topological Polar Surface Area: 52.6
Heavy Atom Count: 8
Complexity: 92.6
Canonical SMILES: CC(=O)OOC(=O)C
InChI: InChI=1S/C4H6O4/c1-3(5)7-8-4(2)6/h1-2H3
InChIKey: ZQMIGQNCOMNODD-UHFFFAOYSA-N
EINECS: 203-748-8
Product Categories: Organics
Synonyms of Acetyl peroxide (CAS NO.110-22-5) : Acetylperoxide, not>25% insolution(un2084)(do) ; Peroxide, diacetyl ; Peroxide, diacetyl ; Peroyla ; Diacetyl peroxide ; Diacetyl peroxide(in solution,content≤27%) ; 25%Solutionindimethylphthalate
1. | eye-rbt 60 mg/1M rns SEV | ZAARAM Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz. 8 (1958),25. |
Reported in EPA TSCA Inventory.
Severe skin and eye irritant. Questionable carcinogen with experimental tumorigenic data. Dangerous fire hazard by spontaneous chemical reaction. A powerful oxidizing agent; can cause ignition of organic materials on contact. Severe explosion hazard when shocked or exposed to heat. It may explode spontaneously in storage and should be used as soon as prepared. It will react with water or steam to produce heat; can react vigorously with reducing materials; emits toxic fumes on contact with acid or acid fumes. To fight fire, use CO2, dry chemical.
Storage and Handling: Must be kept below 27° and not warmed over 30°. Do not add to hot materials. Do not add accelerator to this material. Store in original container with vented cap. Avoid bodily contact. This material is nearly always stored and handled as a 25% solution in an inert solvent. See also ACETYL PEROXIDE 25% solution (in dimethyl phthalate); and PEROXIDES, ORGANIC.
RIDADR: 3115
HazardClass: 5.2
PackingGroup: II
DFG MAK: Strong Skin Effects
DOT Classification: Forbidden
Stability: Acetyl peroxide (CAS NO.110-22-5) may explode if heated, or in contact with combustible materials. The pure material of Acetyl peroxide (CAS NO.110-22-5) should not be handled by untrained persons. It's unstable as the pure material and incompatible with organic materials.
Reactivity Profile: Peroxides, such as Acetyl peroxide (CAS NO.110-22-5), are good oxidizing agents. Organic compounds can ignite on contact with concentrated peroxides. Strongly reduced material such as sulfides, nitrides, and hydrides may react explosively with peroxides. There are few chemical classes that do not at least produce heat when mixed with peroxides. Many produce explosions or generate gases (toxic and nontoxic). Generally, dilute solutions of peroxides (<70%) are safe, but the presence of a catalyst (often a transition metal such as cobalt, iron, manganese, nickel, or vanadium) as an impurity may even then cause rapid decomposition, a buildup of heat, and even an explosion. Solutions of peroxides often become explosive when evaporated to dryness or near-dryness.
Health Hazard: Contact with liquid causes irritation of eyes and skin.
Fire Hazard: Acetyl peroxide (CAS NO.110-22-5) may explode if contacted with fire and burn with accelerating intensity.
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