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110-22-5

Basic Information
CAS No.: 110-22-5
Name: ACETYL PEROXIDE
Article Data: 44
Molecular Structure:
Molecular Structure of 110-22-5 (ACETYL PEROXIDE)
Formula: C4H6 O4
Molecular Weight: 118.089
Synonyms: Acetylperoxide (8CI); Diacetylperoxide; NSC 669; Peroyl A
EINECS: 203-748-8
Density: 1.163g/cm3
Melting Point: 30 C
Boiling Point: 121.4°Cat760mmHg
Flash Point: 32.2°C
Solubility: slight
Appearance: colourless liquid with a pungent odour. Generally stored as a 25% solution in dimethyl phthalate toprevent detonation.
Hazard Symbols: (25% solution) Moderate fire risk; strong irritant to skin and eyes. The pure material is a strong oxidizer and severe explosion hazard; should not be stored after preparation, nor heated above 30C.
Safety: 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.

PSA: 52.60000
LogP: 0.02760
Synthetic route
108-24-7

acetic anhydride

110-22-5

diacetyl peroxide

Conditions
ConditionsYield
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;
3814-41-3

3-methylbut-2-en-2-yl acetate

A

110-22-5

diacetyl peroxide

B

108-24-7

acetic anhydride

C

118319-99-6

3-acetoxy-3,5,5-trimethyl-1,2,4-trioxolane

Conditions
ConditionsYield
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%
503-17-3

dimethylacetylene

A

110-22-5

diacetyl peroxide

B

108-24-7

acetic anhydride

C

64-19-7

acetic acid

D

431-03-8

dimethylglyoxal

Conditions
ConditionsYield
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.
463-51-4

Ketene

79-21-0

peracetic acid

110-22-5

diacetyl peroxide

463-51-4

Ketene

A

79-21-0

peracetic acid

B

110-22-5

diacetyl peroxide

Conditions
ConditionsYield
With dihydrogen peroxide
60-29-7

diethyl ether

110-22-5

diacetyl peroxide

Conditions
ConditionsYield
With ozone
With dihydrogen peroxide
21143-47-5

α,α'-dioxydibenzyl alcohol

108-24-7

acetic anhydride

A

110-22-5

diacetyl peroxide

B

100-52-7

benzaldehyde

C

64-19-7

acetic acid

108-24-7

acetic anhydride

75-07-0

acetaldehyde

110-22-5

diacetyl peroxide

Conditions
ConditionsYield
With pyridine; oxygen; cobalt(II) acetate
With pyridine; oxygen; nickel diacetate
75-07-0

acetaldehyde

64-19-7

acetic acid

110-22-5

diacetyl peroxide

Conditions
ConditionsYield
With pyridine; copper acetate and cobalt acetate; oxygen
127-09-3

sodium acetate

75-36-5

acetyl chloride

110-22-5

diacetyl peroxide

Conditions
ConditionsYield
With sodium peroxide
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Chemistry


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

Toxicity Data With Reference

1.    

eye-rbt 60 mg/1M rns SEV

    ZAARAM    Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz. 8 (1958),25.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

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

Standards and Recommendations

DFG MAK: Strong Skin Effects
DOT Classification:  Forbidden

Specification

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.