79-21-0

Usage

Uses

Used in Water and Wastewater Treatment:
Peroxyacetic acid is used as an environmentally friendly biocide and disinfectant, replacing chlorine in water and wastewater treatment due to its reduced harmful disinfection by-products.
Used in Food and Beverage Industry:
PAA is used as a disinfectant in the food and beverage industry, ensuring the safety and quality of food products.
Used in Textile and Paper Industry:
Peroxyacetic acid is used as a bleaching agent for textiles and paper, providing a more eco-friendly alternative to traditional bleaching methods.
Used in Organic Synthesis:
PAA is used as an oxidizing agent in organic synthesis, contributing to the production of various chemicals and pharmaceuticals.
Used as an Epoxidizing Agent:
Peroxyacetic acid is used as an epoxidizing agent, bleaching agent, germicide, and fungicide in various applications.
Used in Dialyzer Reuse:
PAA's solution, Dialox, is used as a cleansing and sterilizing agent in the reuse of highly permeable dialyzers.
Used as a Local Antiseptic:
Peroxyacetic acid has been reported as an effective local antiseptic in healing war wounds.
Used in Soil Remediation:
Oxidative degradation of polynuclear aromatic hydrocarbons by peroxy acid in contaminated soils has been effectively achieved.
Used in Medical Supplies Disinfection:
PAA is used to disinfect medical supplies and prevent biofilm formation in various industries.
Used in Water Purification and Plumbing Disinfection:
Peracetic acid can be applied during water purification as a disinfectant and for plumbing disinfection.
Used in Cooling Tower Water Disinfection:
Peracetic acid is suitable for disinfecting cooling tower water and effectively prevents biofilm formation and controls Legionella bacteria.

Production Methods

Peracetic acid (PAA) is a mixture of acetic acid (CH3COOH) and hydrogen peroxide (H2O2) in an aqueous solution. It is a very strong oxidizing agent and has stronger oxidation potential than chlorine or chlorine dioxide. Liquid, clear, and colorless with no foaming capability. It has a strong pungent acetic acid odor, and the pH is acid . Peracetic acid is produced by reacting acetic acid and hydrogen peroxide. The reaction is allowed to continue for up to 10 days in order to achieve high yields of product. Additional methods of preparation involve the oxidation of acetaldehyde or alternatively as an end product of the reaction of acetic anhydride, hydrogen peroxide, and sulfuric acid. Another method involves the reaction of tetraacetylethylenediamine (TAED) in the presence of an alkaline hydrogen peroxide solution.

Reactivity Profile

Self-reactive. Peracids should be handled only in small quantities and with extreme care when pure or very concentrated. Organic peracids, such as Peroxyacetic acid, are so unstable that they may explode during distillation, even under reduced pressure [NFPA 1991].

Health Hazard

This is a very toxic compound. The probable human oral lethal dose is 50-500 mg/kg, or between 1 teaspoon and 1 ounce for a 150 pound person.

Health Hazard

Peroxyacetic acid is a severe irritant to theskin and eyes. It can cause severe acid burns.Irritation from 1 mg was severe on rabbits’eyes. Its toxicity is low. The toxicologicalroutes of entry to the body are inhalation,ingestion, and skin contact. The toxicity dataare as follows (NIOSH 1986):LC50 inhalation (rats): 450 mg/m3LD50 oral (mice): 210 mg/kgLD50 oral (guinea pigs): 10 mg/kgIts toxicity in humans should be very low,and a health hazard may arise only fromits severe irritant action. Studies on miceshowed that it caused skin tumors at the siteof application. Its carcinogenicity on humansis not reported. No exposure limit is set forperoxyacetic acid in air.

Health Hazard

The acute toxicity of peracetic acid is low. However, peracids are extremely irritating to the skin, eyes, and respiratory tract. Skin or eye contact with the 40% solution in acetic acid can cause serious burns. Inhalation of high concentrations of mists of peracetic acid solutions can lead to burning sensations, coughing, wheezing, and shortness of breath. Peracetic acid has not been found to be carcinogenic or to show reproductive or developmental toxicity in humans. There is some evidence that Peroxyacetic acid is a weak carcinogen from animal studies (mice). Data on other peracids suggest peracetic acid may show the worst chronic and acute toxicity of this class of compounds. Other commonly available peracids, such as perbenzoic acid and m-chloroperbenzoic acid (MCPBA) are less toxic, less volatile, and more easily handled than the parent substance.

Fire Hazard

Peracetic acid explodes when heated to 110 °C, and the pure compound is extremely shock sensitive. Virtually all peracids are strong oxidizing agents and decompose explosively on heating. Moreover, most peracids are highly flammable and can accelerate the combustion of other flammable materials if present in a fire. Fires involving peracetic acid can be fought with water, dry chemical, or halon extinguishers. Containers of peracetic acid heated in a fire may explode.

Fire Hazard

Decomposes violently at 230F. When heated to decomposition, Peroxyacetic acid emits acrid smoke and fumes. Runoff to sewer may create a fire or explosion hazard. Powerful oxidizer. Isolate from other stored material, particularly accelerators, oxidizers, and organic or flammable materials. Avoid shock and heat. Hazardous polymerization may not occur.

Flammability and Explosibility

Peracetic acid explodes when heated to 110 °C, and the pure compound is extremely shock sensitive. Virtually all peracids are strong oxidizing agents and decompose explosively on heating. Moreover, most peracids are highly flammable and can accelerate the combustion of other flammable materials if present in a fire. Fires involving peracetic acid can be fought with water, dry chemical, or halon extinguishers. Containers of peracetic acid heated in a fire may explode.

Trade name

DESOXON 1?; ESTOSTERIL?; OSBON AC?; OXYMASTER?; PROXITANE?

Safety Profile

Poison by ingestion. Moderately toxic by inhalation and skin contact. A corrosive eye, sktn, and mucous membrane irritant. Questionable carcinogen with experimental tumorigenic data by skin contact. Flammable liquid. Severe explosion hazard when exposed to heat or by spontaneous chemical reaction. Explodes violently at 1 10°C. A powerful oxidizing agent. Explosive reaction with acetic anhydride, 5-p-chlorophenyl-2,2-dimethyl-3hexanone. Violent reaction with ether solvents (e.g., tetrahydrofuran, diethyl ether), metal chloride solutions (e.g., calcium chloride, potassium chloride, sodium chloride), olefins, organic matter. Dangerous; keep away from combustible materials. When heated to decomposition it emits acrid smoke and irritating fumes. To fight fire, use water, foam, CO2. Used as a polymerization initiator, curing agent, and cross-linhng agent. See also PEROXIDES, ORGANIC.

Environmental Fate

Routes and pathways, and relevant physicochemical properties (e.g., solubility, Pow, Henry constant,.) Melting point ? 0.2 °C. Log Kow ? 1.07. Solubility: very soluble in ether, sulfuric acid, and ethanol; miscible with water 1.0 × 106 mg l1 at 25 °C. Henry’s law constant ? 2.14 × 106 atm-m3 mol1 at 25 °C Environmental persistency (degradation/speciation) Peracetic acid is formed naturally in the environment through a series of photochemical reactions involving formaldehyde and photo oxidant radicals. The pKa of peracetic acid is 8.2, indicating that Peroxyacetic acid exists partially in anion form in the environment, and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts. It degrades in the environment very quickly but has no potential to bioaccumulate. Its ultimate fate in the environment is in the basic molecules of carbon dioxide, oxygen, and water.Bioaccumulation and biomagnification An estimated BCF of 3 was calculated in fish for peracetic acid, using an estimated log Kow of -1.07 and a regression-derived equation. The BCF suggests that the potential for bioconcentration in aquatic organisms is low.

storage

Reactions involving large quantities of peracids should be carried out behind a safety shield. Peracetic acid should be used only in areas free of ignition sources and should be stored in tightly sealed containers in areas separate from oxidizable compounds and flammable substances. Other commonly available peracids, such as perbenzoic acid and m-chloroperbenzoic acid (MCPBA), are less toxic, less volatile, and more easily handled than peracetic acid.

Toxicity evaluation

Peracetic acid kills microorganisms by oxidation and subsequent disruption of their cell membrane via the hydroxyl radical. Because diffusion is slower than the half-life of the radical, it will react with any oxidizable compound in its vicinity. Peracetic acid, also, is not deactivated by catalase and peroxidase enzymes produced by microorganisms. Therefore, it can damage virtually all types of macromolecules associated with a microorganism, such as carbohydrates, nucleic acids, lipids, and amino acids. The mechanism of oxidation is the transfer of electrons; therefore, the stronger the oxidizer will produce faster and ultimately leads to cell lyse and true microbial death.

Incompatibilities

Peracids such as peracetic acid are strong oxidizing agents and react exothermically with easily oxidized substrates. In some cases the heat of reaction can be sufficient to induce ignition, at which point combustion is accelerated by the presence of the peracid. Violent reactions may potentially occur, for example, with ethers, metal chloride solutions, olefins, and some alcohols and ketones. Shock-sensitive peroxides may be generated by the action of peracids on these substances as well as on carboxylic anhydrides. Some metal ions, including iron, copper, cobalt, chromium, and manganese, may cause runaway peroxide decomposition. Peracetic acid is also reportedly sensitive to light.

Waste Disposal

Excess peracetic acid and waste material containing this substance should be placed in an appropriate container, clearly labeled, and handled according to your institution's waste disposal guidelines. Peracids may be incompatible with other flammable mixed chemical waste; for example, shock-sensitive peroxides can be generated by reaction with some ethers such as THF and diethyl ether.

InChI:InChI=1/C2H4O3/c1-2(3)5-4/h4H,1H3

Synthetic route

acetic acid (64-19-7) → peracetic acid (79-21-0)

Conditions	Yield
With KU-2 cation exchanger; dihydrogen peroxide In 1,4-dioxane at 30℃; for 3h;	99.3%
With Pyridine-2,6-dicarboxylic acid; phosphoric acid; dihydrogen peroxide In Isopropyl acetate; 1-Propyl acetate at 80℃; under 675.068 Torr; for 5h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Pressure;	93%
With sulfuric acid; dihydrogen peroxide at 25 - 30℃; for 24h;	60%

acetaldehyde (75-07-0) → peracetic acid (79-21-0)

Conditions	Yield
With iron(III)-acetylacetonate; oxygen In acetone at 60℃; under 2250.23 Torr;	84%
Bei der Autoxydation in Gegenwart oder Abwesenheit von Katalysatoren;
With oxygen

acetic anhydride (108-24-7) → peracetic acid (79-21-0)

Conditions	Yield
With sulfuric acid; dihydrogen peroxide In water at 30 - 70℃; for 0.0533333h; Flow reactor;	76.7%
With dihydrogen peroxide; acetic acid at 35 - 40℃;
With dihydrogen peroxide

1-hexyl acetate (142-92-7) → peracetic acid (79-21-0) + hexan-1-ol (111-27-3)

Conditions	Yield
With dihydrogen peroxide; cation exchanger KU-2 x 8 In 1,4-dioxane at 29.9℃; Rate constant; Kinetics; Equilibrium constant; other temperature, other ratio;	A 72% B n/a

1-pentyl acetate (628-63-7) → peracetic acid (79-21-0) + pentan-1-ol (71-41-0)

Conditions	Yield
With dihydrogen peroxide; cation exchanger KU-2 x 8 In 1,4-dioxane at 29.9℃; Rate constant; Kinetics; Equilibrium constant; other temperature, other ratio;	A 68% B n/a

acetic acid butyl ester (123-86-4) → peracetic acid (79-21-0) + butan-1-ol (71-36-3)

Conditions	Yield
With dihydrogen peroxide; cation exchanger KU-2 x 8 In 1,4-dioxane at 29.9℃; Rate constant; Kinetics; Equilibrium constant; other temperature, other ratio;	A 65% B n/a

1-Propyl acetate (109-60-4) → propan-1-ol (71-23-8) + peracetic acid (79-21-0)

Conditions	Yield
With dihydrogen peroxide; cation exchanger KU-2 x 8 In 1,4-dioxane at 29.9℃; Rate constant; Kinetics; Equilibrium constant; other temperature, other ratio;	A n/a B 63%

ethyl acetate (141-78-6) → peracetic acid (79-21-0) + ethanol (64-17-5)

Conditions	Yield
With dihydrogen peroxide; cation exchanger KU-2 x 8 In 1,4-dioxane at 29.9℃; Rate constant; Kinetics; Equilibrium constant; other temperature, other ratio;	A 61% B n/a
With Pseudomonas fluorescens esterase; dihydrogen peroxide In aq. buffer pH=6.5; Kinetics; Reagent/catalyst; Enzymatic reaction;

N,N,N',N'-tetraacetylethylenediamine (10543-57-4) → peracetic acid (79-21-0)

Conditions	Yield
With dihydrogen peroxide; sodium carbonate; sodium hydroxide In water	52.56%
With dihydrogen peroxide In water

acetic acid methyl ester (79-20-9) → methanol (67-56-1) + peracetic acid (79-21-0)

Conditions	Yield
With dihydrogen peroxide; cation exchanger KU-2 x 8 In 1,4-dioxane at 29.9℃; Rate constant; Kinetics; Equilibrium constant; other temperature, other ratio;	A n/a B 48%
With pseudomonas fluorescens esterase L29P-PFE; dihydrogen peroxide; sodium bromide at 23℃; pH=6.5; Kinetics; Concentration; Reagent/catalyst; Enzymatic reaction;

ethane (74-84-0) → peracetic acid (79-21-0) + methyl hydroperoxide (3031-73-0) + ethyl hydroperoxide (3031-74-1) + hydroxymethylhydroperoxide (15932-89-5)

Conditions	Yield
With nitrogen; oxygen; chlorine at 24.85℃; under 760 Torr; for 0.5h; Kinetics; Oxidation; Photolysis;	A 2% B 6.2% C 10.2% D 0.4%

propane (74-98-6) → peracetic acid (79-21-0) + methyl hydroperoxide (3031-73-0) + ethyl hydroperoxide (3031-74-1) + hydroxymethylhydroperoxide (15932-89-5)

Conditions	Yield
With nitrogen; oxygen; chlorine at 24.85℃; under 760 Torr; for 0.333333h; Kinetics; Oxidation; Photolysis;	A 0.1% B 3.39% C 0.61% D 0.14%

1-methylcyclohex-1-ene (591-49-1) → peracetic acid (79-21-0) + methyl hydroperoxide (3031-73-0) + hydroxymethylhydroperoxide (15932-89-5)

Conditions	Yield
With ozone under 787.563 Torr; Product distribution; Criegee cleavage;	A 0.19% B 0.95% C 0.007%

Pinene (80-56-8, 177698-18-9) → peracetic acid (79-21-0) + methyl hydroperoxide (3031-73-0) + hydroxymethylhydroperoxide (15932-89-5)

Conditions	Yield
With ozone under 787.563 Torr; Product distribution; Criegee cleavage;	A 0.39% B 0.71% C 0.089%

pyridine (110-86-1) + 1-hydroxyethyl ethaneperoxoate (7416-48-0) + benzene (71-43-2) → peracetic acid (79-21-0) + acetaldehyde (75-07-0)

Conditions	Yield
at 25℃; under 110 Torr;

Ketene (463-51-4) → peracetic acid (79-21-0) + diacetyl peroxide (110-22-5)

Conditions	Yield
With dihydrogen peroxide

diacetyl peroxide (110-22-5) → peracetic acid (79-21-0)

Conditions	Yield
With dihydrogen peroxide
With water Hydrolysis;
With dihydrogen peroxide In water at 25℃; Rate constant; carbonate, borate and phosphate buffers;

acetyl benzoyl peroxide (644-31-5) → peracetic acid (79-21-0)

Conditions	Yield
With water

acetic anhydride (108-24-7) + acetic acid (64-19-7) → peracetic acid (79-21-0)

Conditions	Yield
With sulfuric acid; dihydrogen peroxide at 35 - 40℃;

acetaldehyde (75-07-0) → peracetic acid (79-21-0) + acetic acid (64-19-7)

Conditions	Yield
With water; oxygen; cobalt ions at 25 - 35℃; Mechanism; other concentration of water, other temperature;
With oxygen at 15℃; under 759811 Torr; Product distribution; Rate constant; study of the effects of ultrasound intensity, external pressure, and temperature on the oxidation of acetaldehyde under cavitation conditions;
With tetrachloromethane; ozone at -20℃;
With tetrachloromethane; ozone at -30℃;
With ozone at -10℃;

acetyl chloride (75-36-5) → peracetic acid (79-21-0) + diacetyl peroxide (110-22-5)

Conditions	Yield
With dihydrogen peroxide

acetic acid butyl ester (123-86-4) → peracetic acid (79-21-0)

Conditions	Yield
With sulfuric acid; dihydrogen peroxide In 1,4-dioxane; nitrobenzene at 50℃; for 9h; Thermodynamic data; Kinetics; different mixtures of solvents, 20 - 40 deg C, ΔH(excit.),ΔS(excit.), ΔG(excit.);

N,N,N',N'-tetraacetylethylenediamine (10543-57-4) → peracetic acid (79-21-0) + N,Ν,Ν'-triacetylenediamine (137706-80-0)

Conditions	Yield
With 1,2-ethanediylbistetraphosphonic acid; dihydrogen peroxide at 25℃; Rate constant; pH 9.60 (carbonate buffer);

N,Ν,Ν'-triacetylenediamine (137706-80-0) → peracetic acid (79-21-0) + N,N'-diacetylethylenediamine (871-78-3)

Conditions	Yield
With 1,2-ethanediylbistetraphosphonic acid; dihydrogen peroxide at 25℃; Kinetics; Thermodynamic data; various pH values (carbonate buffer), other temperatures; ΔH(excit.), ΔS(excit.);

1,1-Dichloroethyl hydroperoxide (90584-32-0) → peracetic acid (79-21-0)

Conditions	Yield
With water In chloroform-d1 at 0℃; for 0.166667h; Mechanism; Dioxane-d8, -10 deg C;

acetaldehyde (75-07-0) → peracetic acid (79-21-0) + methane (34557-54-5) + carbon dioxide (124-38-9) + carbon monoxide (201230-82-2) + acetic acid (64-19-7)

Conditions	Yield
With oxygen In water Rate constant; accelerated by ultrasound;

ethyl acetate (141-78-6) → peracetic acid (79-21-0) + acetic anhydride (108-24-7) + acetaldehyde (75-07-0) + acetic acid (64-19-7) + α-Acetoxy-α-hydroperoxyethanol

Conditions	Yield
With air at 120℃; under 10500.8 Torr; Product distribution; Mechanism; Other temperature;

acetyl chloride (75-36-5) → peracetic acid (79-21-0)

Conditions	Yield
With peroxide anion In 1,4-dioxane; water at 22℃; Rate constant; pH=12.7; different reagent concentrations;

butanone (78-93-3) → peracetic acid (79-21-0) + 3-hydroperoxy-butan-2-one (18428-20-1) + 3-hydroxy-2-butanon (513-86-0, 52217-02-4) + acetaldehyde (75-07-0) + acetic acid (64-19-7) + dimethylglyoxal (431-03-8)

Conditions	Yield
With air at 123℃; under 11025.9 Torr; for 0.583333h; Product distribution;

peracetic acid (79-21-0) + trifluoroacetic anhydride (407-25-0) → acetylperfluoroacetyl peroxide

Conditions	Yield
In dichloromethane at -20℃;	100%

peracetic acid (79-21-0) + dimethyl 2,2'-((2-iodo-5-1,3-phenylene)bis(oxy))diacetate (1345824-05-6) → C16H19IO10 (1345824-00-1)

Conditions	Yield
In acetic acid at 20℃; for 24h;	100%

peracetic acid (79-21-0) + acetic acid (64-19-7) + 2,2’-diiodo-4,4’,6,6’-tetramethylbiphenyl → 1,3,9,11-tetramethyl-5λ3,7λ3-dibenzo[d,f][1,3,2]diiodaoxepine-5,7-diyl diacetate (1257076-22-4)

Conditions	Yield
In acetonitrile at 20℃;	100%

peracetic acid (79-21-0) + 2,4,5-trimethylphenol (496-78-6) → 2,3,5-trimethyl-1,6-benzoquinone (13038-87-4) + 1-acetoxy-2,4,5-trimethylbenzene (69305-42-6) + 1,4-dimethoxy-2,3,5-trimethyl-benzene (4537-09-1) + 1-methoxy-2,4,5-trimethylbenzene (21573-38-6) + 5-acetoxy-2,4-dihydroxy-2,4,5-trimethyl-3,6-lacto-1-hexanoic acid

Conditions	Yield
sulfuric acid at 50℃; for 0.5h; Mechanism; Thermodynamic data; effect of catalysts;	A n/a B 0.03% C 0.07% D 0.07% E 99.76%

peracetic acid (79-21-0) + 2,3,6-trimethylphenol (2416-94-6) → 2,3,5-Trimethyl-1,4-benzoquinone (935-92-2) + Duroquinone (527-17-3, 70128-24-4) + Trimethylhydroquinone (700-13-0) + pentamethylphenol (2819-86-5) + 1-methoxy-2,3,6-trimethylbenzene (21573-36-4) + 2,3,6-trimethylphenyl acetate (62687-45-0)

Conditions	Yield
sulfuric acid at 50℃; for 0.5h; Mechanism; Thermodynamic data; effect of catalysts;	A 99.7% B 0.04% C 0.01% D 0.01% E 0.03% F 0.04%

peracetic acid (79-21-0) + Trimethylhydroquinone (700-13-0) → 2,3,5-Trimethyl-1,4-benzoquinone (935-92-2) + 1,4-dimethoxy-2,3,5-trimethyl-benzene (4537-09-1) + 2,3,5-trimethyl-1,4-hydroquinone diacetate (7479-28-9) + 4-acetoxy-2,3,5-trimethylphenol (36592-62-8) + 4-methoxy-2,3,5-trimethylphenol (130422-86-5) + 1-acetoxy-4-methoxy-2,3,5-trimethylbenzene

Conditions	Yield
sulfuric acid at 50℃; for 0.5h; Mechanism; Thermodynamic data; effect of catalysts;	A 99.5% B 0.05% C 0.06% D 0.05% E 0.04% F 0.07%

peracetic acid (79-21-0) + cyclohexanone (108-94-1) → hexahydro-2H-oxepin-2-one (502-44-3)

Conditions	Yield
at 60℃; under 150.015 Torr; for 4h; Pressure;	99.2%
With acetone
at 50℃; for 0.13h; Temperature;

peracetic acid (79-21-0) + (1'R,3S)-3-<1'-<(tert-butyldimethylsilyl)oxy>ethyl>azetidin-2-one (109323-90-2) → (3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one (76899-07-5, 78963-47-0, 78963-48-1, 78963-60-7, 80951-41-3, 81275-02-7, 85647-75-2, 85954-95-6, 92217-74-8, 104527-11-9, 76855-69-1)

Conditions	Yield
With Ru-carbon; sodium acetate; acetic acid In ethyl acetate for 2.5h; Ambient temperature;	99%
With Ru-carbon; sodium acetate; acetic acid In ethyl acetate for 2.5h; Product distribution; Ambient temperature; other amides and lactams; other catalyst;	99%
With sodium acetate; acetic acid; cobalt(II) chloride In ethyl acetate at 0 - 40℃; for 3.5h; Reagent/catalyst; Temperature;	91%
With Ru/C; sodium acetate; acetic acid

peracetic acid (79-21-0) + (2R,2'R)-dimethyl 2,2'-((2-iodo-1,3-phenylene)bis(oxy))dipropanoate (1255651-99-0) → dimethyl-2,2'-((2-(diacetoxy-λ3-iodanyl)-1,3-phenylene)bis(oxy))(2R,2'R)-dipropionate (1255651-84-3)

Conditions	Yield
In acetic acid at 20℃;	99%

peracetic acid (79-21-0) + but-3-enoic acid (625-38-7) → (S)-β-acetoxy-γ-butyrolactone (19405-98-2, 128032-77-9, 138666-02-1)

Conditions	Yield
With trifluorormethanesulfonic acid In acetic acid at 20℃; Cooling with ice;	99%

peracetic acid (79-21-0) + N,N'-((2S,2'S)-((2-iodo-1,3-phenylene)bis(oxy))bis(propane-2,1-diyl))bis-(2,4,6-trimethylbenzamide) (1399008-27-5) → C36H45IN2O8 (1399009-21-2)

Conditions	Yield
With acetic acid at 25℃; for 9h;	99%
With acetic acid at 20℃;	94%

peracetic acid (79-21-0) + 2,6-dimethyliodobenzene (608-28-6) → (2,6-dimethylphenyl)-λ3-iodanediyl diacetate (123084-61-7)

Conditions	Yield
In acetic acid at 20℃; for 20h;	99%
With acetic anhydride; acetic acid at -10 - 20℃;	69%

peracetic acid (79-21-0) + 3-acetoxymethyl-7(R)-glutaroylaminoceph-3-em-4-carboxylic acid (27920-90-7) → 3-acetoxymethyl-7(R)-glutaroylaminoceph-3-em-4-carboxylic acid 1(S)-oxide (61122-49-4)

Conditions	Yield
In isopropyl alcohol at 2 - 4℃; Industrial scale;	98%

peracetic acid (79-21-0) + pent-4-enoic acid (591-80-0) → (5-oxotetrahydrofuran-2-yl)methyl acetate (5904-80-3, 79580-69-1, 112607-21-3, 112709-12-3)

Conditions	Yield
With trifluorormethanesulfonic acid In acetic acid at 20℃; Cooling with ice;	97%

peracetic acid (79-21-0) + 2-iodo-N-tosylbenzimidamide → 3-(tosylimino)-2,3-dihydro-1H-1λ3-benzo[d][1,2]iodazol-1-yl acetate

Conditions	Yield
In acetic acid at 0 - 30℃; for 2h; Inert atmosphere;	97%

peracetic acid (79-21-0) + 3-iodochlorobenzene (625-99-0) → (3-chlorophenyl)iodanediyl diacetate (16308-17-1)

Conditions	Yield
at 4 - 30℃;	96%
at 30℃; for 12h;	92%

peracetic acid (79-21-0) + (2S,3S)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-1-(4-methoxyphenyl)-4-oxoazetidine-2-carboxylic acid (97363-07-0, 101977-85-9, 101977-86-0, 106399-95-5, 106399-96-6, 106399-63-7) → 3-[(R)-1-tert-butyldimethylsiloxyethyl]-4-acetoxy-1-(4-methoxyphenyl)-2-azetidinone

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 0 - 5℃; Temperature; Solvent;	96%

peracetic acid (79-21-0) + 1,3-dehydroadamantane (24569-89-9) → 1-Adamantyl peracetate

Conditions	Yield
In diethyl ether for 0.5h; Ambient temperature;	95%

2-azetidinone (930-21-2) + peracetic acid (79-21-0) → 4-acetoxy azetidinone (28562-53-0)

Conditions	Yield
With Ru-carbon; sodium acetate; acetic acid In ethyl acetate for 2.5h; Ambient temperature;	94%

peracetic acid (79-21-0) + ethyl 6-(4-iodophenoxy)hexanoate (857502-04-6) → ethyl 6-(4-diacetoxyiodophenoxy)hexanoate (857502-14-8)

Conditions	Yield
In dichloromethane at 0 - 20℃; for 2h;	94%
In dichloromethane	40%

peracetic acid (79-21-0) + 3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one → 4-acetoxy-3-[(1R)-(tert-butyldimethylsilyloxy)-ethyl]-azetidin-2-one

Conditions	Yield
With ruthenium trichloride In dichloromethane; acetic acid; acetonitrile at 0℃;	93.3%

peracetic acid (79-21-0) + ortho-methylphenyl iodide (615-37-2) → 2-(diacetoxyiodo)toluene (31599-59-4)

Conditions	Yield
for 0.383333h;	93%
With acetic anhydride; acetic acid at -10 - 20℃;	65%

peracetic acid (79-21-0) + 3-Iodotoluene (625-95-6) → m-(diacetoxyiodo)toluene (19169-97-2)

Conditions	Yield
In acetic acid at 20℃; for 20h;	93%
With acetic anhydride; acetic acid at -10 - 20℃;	83%
In acetic acid at 0 - 20℃;	46%
In diethyl ether; acetic acid for 2h; Ambient temperature; 1.) below 10 deg C, 1 h, 2.) r.t., 2 h;
With acetic acid

peracetic acid (79-21-0) + acetic acid (64-19-7) + but-3-enenitrile (109-75-1) → 3,4-diacetoxybutyronitrile (98593-85-2)

Conditions	Yield
C22H26ClN3O2Pd at 25℃; for 8h;	93%

peracetic acid (79-21-0) + (2R,2’R)-2,2’-((2-iodo-1,3-phenylene)bis(oxy))bis(N,N-diisopropylpropanamide) + acetic acid (64-19-7) → (2,6-bis(((R)-1-(diisopropylamino)-1-oxopropan-2-yl)oxy)phenyl)-λ3-iodanediyl diacetate

Conditions	Yield
In acetonitrile at 20℃; for 18h; Inert atmosphere;	93%

peracetic acid (79-21-0) + iodobenzene (591-50-4) → [bis(acetoxy)iodo]benzene (3240-34-4)

Conditions	Yield
With acetic acid for 4h;	92%
With acetic acid at 23℃; for 7h;	92%
With sulfuric acid; dihydrogen peroxide; acetic acid In water 1.) 29-31 deg C, 65 min; 2.) 0 deg C, 75 min;	88.8%
With acetic acid at 20℃;

peracetic acid (79-21-0) + 4,5-diacetyl-2,7,9,9-tetramethylxanthen + acetic acid (64-19-7) → 4,5-diacetoxy-2,7,9,9-tetramethylxanthen (858717-40-5)

Conditions	Yield
at 35℃; for 19h; Baeyer-Villiger Oxidation;	92%

peracetic acid (79-21-0) + (2R)-N,N-dibenzyl-2-chloropropan-1-amine (87281-08-1) → (2S)-2-[(dibenzylamino)oxy]propyl acetate (1126795-32-1)

Conditions	Yield
Stage #1: peracetic acid; (2R)-N,N-dibenzyl-2-chloropropan-1-amine In dichloromethane; acetic acid at 0℃; for 1.5h; Stage #2: With silver nitrate; triethylamine In dichloromethane; acetic acid at 0℃; for 3h; optical yield given as %ee;	92%

Upstream product

• 463-51-4 Ketene 
• 644-31-5 acetyl benzoyl peroxide 
• 75-07-0 acetaldehyde 
• 75-36-5 acetyl chloride 
• 79-20-9 acetic acid methyl ester 
• 628-63-7 1-pentyl acetate 
• 10543-57-4 N,N,N',N'-tetraacetylethylenediamine 
• 90584-32-0 1,1-Dichloroethyl hydroperoxide 
• 141-78-6 ethyl acetate 
• 74-84-0 ethane 
• 74-98-6 propane 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 
• 7722-84-1 dihydrogen peroxide 

Downstream Products

• 27305-48-2 1,5-naphthyridine N-⁽¹⁾-oxide 
• 27305-49-3 1,5-naphthyridine 1,5-dioxide 
• 2423-66-7 quinoxaline 1,4-di-N-oxide 
• 110-22-5 diacetyl peroxide 
• 63071-04-5 2-methoxy-6-methylpyridine 
• 6994-14-5 2-Acetamino-pyridin-1-oxid 
• 15010-23-8 3-acetamidopyridine N-oxide 
• 1127-45-3 8-Hydroxyquinoline-N-oxide 
• 15034-21-6 2-methyl-3-phenylquinoxaline 1,4-N,N-dioxide 
• 15263-58-8 2-phenyl-3,4-benzoquinoline N-oxide 
• 107774-70-9 N-acetyl-sulfanilic acid-[hydroxy-(6-methyl-[2]pyridyl)-amide] 
• 114984-68-8 N-acetyl-sulfanilic acid-(6-methyl-1-oxy-[2]pyridylamide) 
• 114984-66-6 N-acetyl-sulfanilic acid-(4-methyl-1-oxy-[2]pyridylamide) 
• 114984-67-7 N-acetyl-sulfanilic acid-(5-methyl-1-oxy-[2]pyridylamide) 

Relevant academic research and scientific papers

Improvement of a process for preparing peracetic acid by the reaction of acetic acid with hydrogen peroxide in aqueous solutions, catalyzed by ion-exchange resins

The effect of Amberlyst 15Dry cation-exchange resin on the reaction of peracetic acid formation from acetic acid and hydrogen peroxide in aqueous solution was studied. The pathways of available oxygen consumption were determined. The noncatalytic synthesis is accompanied by spontaneous decomposition of the peracid formed, which sharply decelerates on introducing Amberlyst 15Dry catalyst into the reaction mixture. Comparison of the kinetic relationships of the processes occurring in batch and flow-through reactors shows that in the latter case the process is characterized by diffusion hindrance. A kinetic model of the process with the parameters ensuring adequate mathematical description of the data obtained was suggested.

MgO/SnO2/WO3 as catalysts for synthesis of ε-caprolactone over oxidation of cyclohexanone with peracetic acid

Different Mg/Sn/W mixed oxides prepared by precipitation were used as catalysts in the Baeyer-Villiger oxidation of cyclohexanone with a mixture of 50% hydrogen peroxide and acetic acid as oxidant. The Mg/Sn/W oxide obtained by precipitation from NH3·H2O was found to be the catalyst providing the highest yield of ε-caprolactone and initial catalytic activity among all samples.

Synthesis of chromium(III) complex with 1-hydroxy-2-pyridinone-6-carboxylic acid as insulin-mimetic agent and its spectroscopic and computational studies

The new complex of chromium(III) and 1-hydroxy-2-pyridinone-6-carboxylic acid was synthesized and its preparation routes were reported. Mass spectrometry and elemental analysis indicated the formation of chromium complex with the metal-to-ligand mole ratio of 1:3. Combination of spectroscopic measurement and spectral computations based on the density functional theory suggested that 1-hydroxy-2-pyridinone-6-carboxylic acid was a bidentate ligand using one oxygen atom at pyridinone carbonyl group and the other at N-oxide group as donor atoms upon chelation with chromium(III), forming the six-coordinate complex with five-membered chelate rings. Due to the enhanced stability of the chelate rings, such the pathway of chelation was theoretically predicted to be more favorable than the case where the carboxylate oxygen atom of ligand participated in the chelation. According to the preliminary tests, the chromium(III) complex with 1-hydroxy-2-pyridinone-6-carboxylic acid was found to be active in lowering plasma glucose levels in vivo.

Expanding the scope of gallium-catalyzed olefin epoxidation

The broader use of Ga(III) complexes in the catalysis of olefin epoxidation was explored with a variety of studies. Two Ga(III) complexes with N-donor ligands were found to catalyze olefin epoxidation by peracetic acid in water. The stability of the catalyst more strongly influences the observed reactivity in water than in acetonitrile. Analysis of olefin epoxidation in buffered aqueous solutions indicates that either acidic or basic conditions are necessary for catalysis. The functional group tolerance was assessed using a variety of organic substrates. Alcohols, ketones, and alkylhalides survive the reaction conditions. Other common terminal oxidants were tested as possible replacements for peracetic acid but were not found to benefit from the presence of a Ga(III)-containing catalyst.

Safety advantages of on-site microprocesses

Usually large-scale capacities are preferred in process industry because of the economics of scale. However, small capacities bring along several other advantages, which are emphasized especially in on-site production. By producing on-site, the transportation of dangerous chemicals can be avoided. Moreover, smaller on-site production processes also mean a step towards inherently safer technology. Microreactors represent a technology that efficiently utilizes safety advantages resulting from small scale. These safety advantages of microreactors in on-site production are studied in this contribution. Production of peracetic acid is used as a test case. This unstable and explosive chemical is used, e.g. in treatment of municipal wastewater and pulp bleaching. This study is based on comparison of a conventional batch process with the capacity of 170 kg/h and an on-site continuous microprocess producing 10 kg/h peracetic acid. Preliminary design of these processes was carried out. Four different methods were used to analyze the safety of the processes. It was found that the conventional methods for analysis of process safety might not be reliable and adequate for radically novel technology, such as microprocesses. This is understandable because the methods are partly based on experience, which is very limited in the connection of totally novel technology. 2009 American Chemical Society.

Efficient production of peracetic acid in aqueous solution with cephalosporin-deacetylating acetyl xylan esterase from Bacillus subtilis

Peracetic acid (PAA) is widely used in sterilization, bleaching textile industry, environmental engineering, chemical synthesis, and biomimetic chemistry. A previous study reported that acetyl xylan esterase (AXE) of Bacillus subtilis CICC 20034 has high activity toward cephalosporin C and 7-aminocephalosporanic acid. In this study, we found that AXE also exhibited high perhydrolysis activity toward acetate esters and endowed itself with great industrial interest on enzyme-catalyzed preparation of PAA. Recombinant AXE of B. subtilis CICC 20034 could be efficiently produced in a low-cost autoinduction medium with an activity of 6.8 × 103 U/mL. The reaction conditions for the optimal synthesis of PAA were as follows: 0.30 mg/mL AXE crude enzyme, 300 mM glycerol triacetate, and 1 M hydrogen peroxide, pH 8.0, and 20 °C, which produced approximately 150 mM of PAA within 5 min. The AXE was then immobilized on an acrylate amino resin; the activity of the immobilized AXE was 383.7 U/g. In the presence of 1 g/mL of immobilized AXE resin, PAA titer of the initial reaction batch was approximately 142.5 mM, and about 95.5 mM of PAA could be produced after 10 cycles.

A new method for the preparation of peroxyacetic acid using solid superacid catalysts

A new method for the preparation of peroxyacetic acid from acetic acid and hydrogen peroxide in the presence of solid superacids as a catalyst under mild conditions has been proposed. The preparation of peroxyacetic acid could be carried out in a batchwise operation as well as in a flow-system operation. Nafion-H was found to be active and very stable catalyst for the preparation of peroxyacetic acid and to be regenerated without the loss of catalytic activity.

Peracetic acid aqueous solution and method for producing the same

A peracetic acid aqueous solution and a manufacturing method thereof are provided to be used in various fields including sterilizing washing agents for various medical devices, sterilizing washing agents for food production processes, disinfectants in papermaking processes, semiconductor etching agents, and the like. The peracetic acid solution of claim 1, wherein the peracetic acid solution has 25 weight percent of peracetic acid. The acetic acid of 0.5 ? 15 weight % acetic acid. Hydrogen peroxide 1 through 30 weight percent hydrogen peroxide. An organic acid comprising 1 and 15 weight % of organic acid. The chelating agent 1 according to 5 weight %. , And the remaining water. The chelating agent is selected from the group consisting of [[ [2,1- ethynyl nitrobis (methylene) tetrakis phosphonic acid, [bis amino] methyl phosphonic acid, 2 -phosphonobutane -1 , 2, 4- tricyclic acid, 2 -hydroxy phosphonoacetic acid and mixtures thereof.

Application of Continuous Flow in Tazobactam Synthesis

Tazobactam is a β-lactamase inhibitor. In this work, a combination of continuous flow and batch experiments for the synthesis of tazobactam has been developed. The first three steps and the preparation of the peroxyacetic acid are continuously carried out in the microreactors, which improves the procedure safety and efficiency. There is also a final step of the deprotection reaction in the microreactor, which can increase the yield and reduce the formation of impurities. Under optimized process conditions, the total yield of the target product reached 37.09% (30.93% in batch). The continuous flow method not only greatly reduces the reaction time but also significantly improves procedure safety and increases the yield.

Preparation method of 4,5-epoxytetrahydrophthalate glycidyl ester

The present invention provides a method for preparing 4,5-epoxytetrahydrophthalate glycidyl ester. The present invention by taking acetic anhydride as raw material, adding 62.5% ~ 64.7% of hydrogen peroxide and a certain amount of acidic catalyst oxidation to generate peracetic acid, and then the tetrahydrophthalic acid glycidyl ester and the reaction of peracetic acid to obtain epoxy reaction, and then through a series of post-treatments to give 4,5-epoxytetrahydrophthalic acid glycidyl ester. The preparation method of the present invention is compared with the traditional process, which greatly reduces the concentration of hydrogen peroxide, thereby solving the problem that high concentration of hydrogen peroxide in the traditional process is easy to explode during storage, transportation and use, and also reduces the cost of raw materials. Compared with the prior art, the epoxy value of 4,5-epoxytetrahydrothphthalate glycidyl ester products prepared by the present invention is also higher.