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108-24-7

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Basic Information
CAS No.: 108-24-7
Name: Acetic anhydride
Molecular Structure:
Molecular Structure of 108-24-7 (Acetic anhydride)
Formula: C4H6O3
Molecular Weight: 102.09
Synonyms: Acetanhydride;Acetic acid, anhydride;Acetic oxide;Acetyl acetate;Acetyl anhydride;Acetyl ether;Acetyl oxide;Anhydrid kyseliny octove;Anhydride acetique;Anidride acetica;Octowy bezwodnik;UNII-2E48G1QI9Q;
EINECS: 203-564-8
Density: 1.073 g/cm3
Melting Point: -73.1 °C
Boiling Point: 141.137 °C at 760 mmHg
Flash Point: 54.444 °C
Solubility: reacts with water
Appearance: Colorless liquid
Hazard Symbols: CorrosiveC
Risk Codes: 11-20/21/22-37/38-41-34-10-19
Safety: 26-39-45-36/37/39-33-16
Transport Information: UN 2924 3/PG 2
PSA: 43.37000
LogP: 0.09600
Synthetic route
563-63-3

silver(I) acetate

A

108-24-7

acetic anhydride

B

20667-12-3

silver(l) oxide

Conditions
ConditionsYield
In neat (no solvent) byproducts: Ag, CO2; 300-400°C, quartz-tube, Ar-atmosphere (1atm.), exclusion of H2O;;A 93%
B 96%
In neat (no solvent) calculation of change of free enthalpy during thermic decompn.;;
3808-00-2

α-acetoxy-α-phenylbenzeneacetic acid

A

464-72-2

tetraphenylethane-1,2-diol

B

108-24-7

acetic anhydride

Conditions
ConditionsYield
With triethylamine In acetonitrile Ambient temperature; electrolysis;A 93%
B n/a
With triethylamine In acetonitrile Product distribution; Ambient temperature; electrolysis;A 93%
B n/a
64-19-7

acetic acid

108-24-7

acetic anhydride

Conditions
ConditionsYield
With PEG-1000; sulfated zirconia at 40℃; for 2h; neat (no solvent);90%
With thionyl chloride In dichloromethane at 22 - 25℃; for 0.0833333h;88.8%
With diammonium phosphate at 725℃; under 195.02 Torr; Reagent/catalyst; Pyrolysis;48.8%
65988-98-9

(Acetoxy)diphenylphosphane

A

108-24-7

acetic anhydride

B

complex of tetraphenyldiphosphine with tin tetrabromide

C

complex of bis(diphenyldiphosphinic) anhydride with tin tetrabromide

Conditions
ConditionsYield
With stannic bromide In dichloromethane for 72h; Product distribution; Ambient temperature;A n/a
B n/a
C 90%

6-(4-aminophenyl)-1,3-dihydro-5-methyl-2H-imidazo[4,5-b]pyridin-2-one hydrochloride

A

6-[4-(Acetylamino)phenyl]-1,3-dihydro-5-methyl-2H-imidazo[4,5-b]pyridin-2-one

B

108-24-7

acetic anhydride

Conditions
ConditionsYield
A n/a
B 90%
A n/a
B 90%
39652-00-1

diphenyltellurium di(acetate)

A

1206-36-6

diphenyltellurium dichloride

B

108-24-7

acetic anhydride

Conditions
ConditionsYield
With acetyl chloride In chloroform for 5h; Heating;A 89%
B 81%
64-19-7

acetic acid

77339-54-9

N,N,N',N'-tetraethyl-P-(trichloromethyl)phosphonoimidic diamide

A

67-66-3

chloroform

B

38590-11-3

N,N,N',N'-tetraethylphosphoric triamide

C

108-24-7

acetic anhydride

Conditions
ConditionsYield
In diethyl ether for 3h; Ambient temperature;A 89%
B 51%
C n/a
84103-76-4

O-acetyl S,S-diethyl phosphorodithioite

A

1486-42-6

diethyl phosphorochloridodithioite

B

108-24-7

acetic anhydride

Conditions
ConditionsYield
With acetyl chloride for 0.5h; Ambient temperature;A 72%
B 89%
84103-76-4

O-acetyl S,S-diethyl phosphorodithioite

75-36-5

acetyl chloride

A

1486-42-6

diethyl phosphorochloridodithioite

B

108-24-7

acetic anhydride

Conditions
ConditionsYield
at 20℃; for 0.5h;A 72%
B 89%
65988-98-9

(Acetoxy)diphenylphosphane

A

108-24-7

acetic anhydride

B

complex of tetraphenyldiphosphine with tin tetrachloride

C

complex of bis(diphenyldiphosphinic) anhydride with tin tetrachloride

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane for 72h; Product distribution; Ambient temperature;A n/a
B n/a
C 88%

N-{5-[2-(4-benzo[d]isothiazol-3-yl-piperazin-1-yl)-ethyl]-1,1,3,3-tetramethyl-indan-2-yl}-N-methylacetamide

75-75-2

methanesulfonic acid

108-24-7

acetic anhydride

Conditions
ConditionsYield
In diethyl ether; ethyl acetate at 20℃; for 0.25h;87%
15805-98-8

O-acetyl-α-hydroxyisobutyric acid

A

685-91-6

diethylacetamide

B

76-09-5

2,3-dimethyl-2,3-butane diol

C

20127-81-5

Essigsaeure-2-hydroxy-1,1,2-trimethylpropylester

D

108-24-7

acetic anhydride

Conditions
ConditionsYield
With triethylamine In acetonitrile Ambient temperature; electrolysis; Further byproducts given;A 47%
B 86.8%
C 4.7%
D n/a
15805-98-8

O-acetyl-α-hydroxyisobutyric acid

121-44-8

triethylamine

A

685-91-6

diethylacetamide

B

76-09-5

2,3-dimethyl-2,3-butane diol

C

20127-81-5

Essigsaeure-2-hydroxy-1,1,2-trimethylpropylester

D

108-24-7

acetic anhydride

Conditions
ConditionsYield
In acetonitrile Ambient temperature; electrolysis; Further byproducts given;A 47%
B 86.8%
C 4.7%
D n/a
127-09-3

sodium acetate

A

7631-99-4

sodium nitrate

B

108-24-7

acetic anhydride

Conditions
ConditionsYield
With dinitrogen tetraoxide In neat (no solvent) byproducts: N2O3; addn. of N2O4 to dry Na acetate;;A n/a
B 85%
7116-95-2

4-isopropylbiphenyl

A

92-69-3

4-Phenylphenol

B

108-24-7

acetic anhydride

Conditions
ConditionsYield
Stage #1: 4-isopropylbiphenyl With oxygen at 100℃; under 760.051 Torr; for 7h;
Stage #2: With sulfuric acid In acetone at 56℃; for 0.0833333h; Further stages.;
A 84%
B n/a
506-96-7

Acetyl bromide

84103-77-5

O-acetyl S,S-dipropyl phosphorodithioite

A

108-24-7

acetic anhydride

B

dipropyl phosphorobromidodithioite

Conditions
ConditionsYield
A 82%
B 69%
at 25℃; Product distribution; various time, with or without acetic acid or pyridine;
84103-77-5

O-acetyl S,S-dipropyl phosphorodithioite

A

108-24-7

acetic anhydride

B

dipropyl phosphorobromidodithioite

Conditions
ConditionsYield
With Acetyl bromide for 1h; Ambient temperature;A 82%
B 69%
75-07-0

acetaldehyde

108-24-7

acetic anhydride

Conditions
ConditionsYield
With air; supported Pd/ZrO2 catalyst at 120℃; under 760.051 Torr;80%
With oxygen bei kurzer Verweilzeit unter Druck, vorteilhaft in Gegenwart von Metallsalzen, und sofortige Abtrennung von gleichzeitig entstandenem Wasser nach verschiedenen Verfahren erhalten;
With ozone bei kurzer Verweilzeit unter Druck, vorteilhaft in Gegenwart von Metallsalzen, und sofortige Abtrennung von gleichzeitig entstandenen Wasser nach verschiedenen Verfahren erhalten;
With oxygen bei kurzer Verweilzeit unter Druck, vorteilhaft in Gegenwart von Metallsalzen, und sofortige Abtrennung von gleichzeitig entstandenem Wasser nach verschiedenen Verfahren erhalten;
With ozone bei kurzer Verweilzeit unter Druck, vorteilhaft in Gegenwart von Metallsalzen, und sofortige Abtrennung von gleichzeitig entstandenen Wasser nach verschiedenen Verfahren erhalten;
139-66-2

diphenyl sulfide

14088-58-5

3-diazo-2-butanone

A

945-51-7

1,1'-sulfinylbisbenzene

B

108-24-7

acetic anhydride

C

431-03-8

dimethylglyoxal

Conditions
ConditionsYield
With oxygen at -78 - 25℃; Product distribution; Mechanism; TPP as sensitizer;A 19%
B 5%
C 76%
50-00-0

formaldehyd

503-17-3

dimethylacetylene

A

628-51-3

diacetoxymethane

B

108-24-7

acetic anhydride

C

64-19-7

acetic acid

D

431-03-8

dimethylglyoxal

Conditions
ConditionsYield
With ozone In dichloromethane at -100℃;A 7%
B 71%
C 17%
D 5%
13831-30-6

acetoxyacetic acid

75-05-8

acetonitrile

A

50-00-0

formaldehyd

B

108-24-7

acetic anhydride

C

64-19-7

acetic acid

D

84785-16-0

Essigsaeure-(diacetylamino)methylester

E

84785-15-9

Acetoxyessigsaeure-acetoxymethylester

F

84785-17-1

Essigsaeure-methylester

Conditions
ConditionsYield
With triethylamine Mechanism; Product distribution; Ambient temperature; electrolysis;A 70%
B n/a
C n/a
D 4.8%
E 4.2%
F 5.5%
79-20-9

acetic acid methyl ester

201230-82-2

carbon monoxide

A

33931-80-5

1,1-diacetoxy-1-ethyl methane

B

108-24-7

acetic anhydride

Conditions
ConditionsYield
With tributylphosphine; hydrogen; methyl iodide; acetylacetonatodicarbonylrhodium(l); palladium diacetate In acetic acid at 160℃; under 147102 Torr; for 4h;A 68.1%
B 5.3%
With tributylphosphine; hydrogen; methyl iodide; acetylacetonatodicarbonylrhodium(l); palladium diacetate In acetic acid at 160℃; under 152000 Torr; for 4h; Product distribution; The effect of mixed transition metal catalysts and the effect of various bases was investigated.;
563-63-3

silver(I) acetate

1212-29-9

1,3-dicyclohexylthiourea

A

silver sulfide

B

108-24-7

acetic anhydride

Conditions
ConditionsYield
In acetone byproducts: (C6H11NH)2CO; at room temp.;;A n/a
B 68%
141-78-6

ethyl acetate

A

108-24-7

acetic anhydride

B

64-19-7

acetic acid

Conditions
ConditionsYield
With chlorine at 51.84℃; under 730 Torr; Irradiation; chamber system;A 20%
B 66%
With chlorine at -24.16℃; under 730 Torr; Irradiation; chamber system;A 61%
B 26%
64-19-7

acetic acid

927-80-0

1-ethoxyacetylene

A

5177-66-2

1-ethoxyvinyl acetate

B

108-24-7

acetic anhydride

Conditions
ConditionsYield
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In tetrahydrofuran at 40℃; for 15h;A 65%
B n/a
110-89-4

piperidine

108-24-7

acetic anhydride

618-42-8

1-piperidin-1-yl-ethanone

Conditions
ConditionsYield
With pyridine; aluminum oxide at 95 - 97℃; for 2h; microwave irradiation;100%
In dichloromethane at 0 - 20℃; for 15h;100%
With tris(pentafluorophenyl)borate In neat (no solvent) at 20℃; for 0.0166667h; Green chemistry;97%
504-29-0

2-aminopyridine

108-24-7

acetic anhydride

5231-96-9

N-(2-pyridyl)acetamide

Conditions
ConditionsYield
With pyridine In DMF (N,N-dimethyl-formamide) at 0 - 20℃;100%
With pyridine at 0 - 20℃;100%
With supported L-pyrrolidine-2-carboxylic acid-4-hydrogen sulfate on Silica Gel at 20℃; for 0.8h; Green chemistry;91%
1824-81-3

2-Amino-6-methylpyridine

108-24-7

acetic anhydride

5327-33-3

2-acetylamino-6-methylpyridine

Conditions
ConditionsYield
at 60 - 70℃; for 1.5h;100%
In tetrahydrofuran for 10h; Heating / reflux; Acidic aqueous solution;99%
at 90℃; for 1.5h;98%
1121-78-4

5-Hydroxy-2-methylpyridine

108-24-7

acetic anhydride

4842-89-1

2-methyl-5-acetoxypyridine

Conditions
ConditionsYield
at 120℃; for 0.5h;100%
4597-87-9

2-(N-methylamino)pyridine

108-24-7

acetic anhydride

61996-35-8

2-[(N-acetyl-N-methyl)amino]pyridine

Conditions
ConditionsYield
at 70℃; for 4h;100%
With acetic acid
51-17-2

benzoimidazole

108-24-7

acetic anhydride

18773-95-0

1-acetylbenzimidazole

Conditions
ConditionsYield
With acetic acid at 140℃; for 0.5h;100%
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In acetonitrile at 20℃; for 0.25h; Acetylation;63%
14496-24-3

3,4-bis(hydroxymethyl)furan

108-24-7

acetic anhydride

30614-73-4

3,4-furan dimethanol diacetate

Conditions
ConditionsYield
With pyridine100%
With sodium acetate
With pyridine
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

108-24-7

acetic anhydride

14464-29-0

N-acetoxysuccinimide

Conditions
ConditionsYield
for 15h;100%
With triethylamine for 0.5h;90%
With hydrogenchloride for 0.25h; Heating;79.9%
2380-84-9

7-Indolol

108-24-7

acetic anhydride

5526-13-6

1H-indol-7-yl acetate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 16h; Inert atmosphere;100%
With pyridine
With dmap; potassium carbonate at 100℃; for 6h; Yield given;
533-30-2

1,3-benzothiazol-6-amine

108-24-7

acetic anhydride

58249-63-1

N-acetyl-6-aminobenzothiazole

Conditions
ConditionsYield
With pyridine at 20℃;100%
With silica-supported boric acid In neat (no solvent) at 50℃; for 1h;96%
826-81-3

2-methyl-8-quinolinol

108-24-7

acetic anhydride

27037-61-2

2‐methyl‐8‐acetoxyquinoline

Conditions
ConditionsYield
for 15h; Acetylation; Heating;100%
Reflux;99%
at 138℃; for 5h;95%
1592-95-6

3-bromo-9H-carbazole

108-24-7

acetic anhydride

177775-86-9

1-(3-bromo-9H-carbazol-9-yl)ethan-1-one

Conditions
ConditionsYield
With sulfuric acid Reflux;100%
With triethylamine In dichloromethane at 20℃; for 22h;100%
With boron trifluoride diethyl etherate Reflux;98%
90-33-5, 79566-13-5

7-hydroxy-4-methyl-chromen-2-one

108-24-7

acetic anhydride

2747-05-9

4-methylumbelliferyl acetate

Conditions
ConditionsYield
With pyridine; dmap100%
With sodium hydroxide for 0.0125h; microwave irradiation;99%
With SiO2-supported Co(II) Salen complex catalyst at 50℃; for 0.75h;99%
19261-06-4

4-hydroxydibenzofuran

108-24-7

acetic anhydride

101762-27-0

4-acetoxydibenzofuran

Conditions
ConditionsYield
With sulfuric acid for 4h;100%
With sulfuric acid
130-26-7

5-chloro-7-iodoquinolin-8-ol

108-24-7

acetic anhydride

27037-46-3

5-chloro-7-iodoquinolin-8-yl ethanoate

Conditions
ConditionsYield
With pyridine at 60℃; for 0.0833333h;100%
at 150℃; for 5h;94%
With pyridine
88165-26-8

methyl 3,4-O-isopropylideneshikimate

108-24-7

acetic anhydride

143308-74-1

(3aR,7R,7aS)-methyl 7-acetoxy-2,2-dimethyl-3a,6,7,7atetrahydrobenzo[d][1,3]dioxole-5-carboxylate

Conditions
ConditionsYield
With dmap In dichloromethane for 2h; Ambient temperature;100%
With pyridine at 20℃; for 1h;100%
With pyridine
31166-44-6

phenylmethyl 1-piperazinecarboxylate

108-24-7

acetic anhydride

4-acetyl-1-benzyloxycarbonylpiperazine

Conditions
ConditionsYield
With pyridine at 20℃; for 18h;100%
With benzene
With pyridine at 20℃; for 18h;
13111-57-4

4',5,7-trihydroxy-8-methoxyisoflavone

108-24-7

acetic anhydride

27181-88-0

5,7-diacetoxy-3-(4-acetoxy-phenyl)-8-methoxy-chromen-4-one

Conditions
ConditionsYield
With pyridine100%
With pyridine
117-39-5

quercetol

108-24-7

acetic anhydride

1064-06-8

3,5,7-triacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one

Conditions
ConditionsYield
With pyridine at 130 - 140℃;100%
With pyridine at 140 - 145℃; for 4h;97.5%
With pyridine at 70℃; for 6h;95%
362-43-6

2',3'-O-isopropylideneuridine

108-24-7

acetic anhydride

15922-23-3

1-(5-O-Acetyl-2,3-O-isopropylidene-β-D-ribofuranosyl)uracil

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.0833333h; Ambient temperature;100%
With iron(III) sulfate at 20℃; for 3h;99%
molecular sieve; potassium chloride at 100℃; for 1.5h;96%
In pyridine61%
With pyridine
1484-85-1

3,4-methylenedioxyphenylethylamine

108-24-7

acetic anhydride

58026-25-8

N-[2-(3,4-methylenedioxyphenyl)ethyl]acetamide

Conditions
ConditionsYield
In toluene at 20℃;100%
504-15-4

orcinol

108-24-7

acetic anhydride

20982-28-9

5-methylbenzene-1,3-diyl diacetate

Conditions
ConditionsYield
dmap at 100℃; for 2.5h;100%
With tin(IV) tetraphenylporphyrin perchlorate at 20℃; for 0.0833333h;99%
With triethylamine In dichloromethane at 0 - 20℃; for 60h;94%
614-60-8

o-Coumaric acid

108-24-7

acetic anhydride

16189-10-9

(E)-3-<2-(acetyloxy)phenyl>-2-propenoic acid

Conditions
ConditionsYield
With dmap; triethylamine In tetrahydrofuran for 2h; Ambient temperature;100%
With sulfuric acid at 0℃;65%
With triethylamine In tetrahydrofuran at 0 - 30℃; for 1h; Inert atmosphere;38%
64-18-6

formic acid

108-24-7

acetic anhydride

2258-42-6

Acetic formic anhydride

Conditions
ConditionsYield
at 60℃; for 1h; Inert atmosphere;100%
at 0 - 60℃; for 3.5h;78%
at 50℃; Fraktionierung im Vakuum;
849585-22-4

LACTIC ACID

108-24-7

acetic anhydride

535-17-1

2-acetoxypropionic acid

Conditions
ConditionsYield
With sulfuric acid In water at 0 - 100℃; for 0.5h; Temperature; Reagent/catalyst; Solvent;100%
With hydrogenchloride; acetic acid
481-74-3

Chrysophanol

108-24-7

acetic anhydride

18713-45-6

1,8-diacetoxy-3-methyl-anthraquinone

Conditions
ConditionsYield
With sulfuric acid for 0.5h; Ambient temperature;100%
With sulfuric acid
With sodium acetate
7296-15-3

alpha-D-mannopyranoside

108-24-7

acetic anhydride

4163-65-9

per-O-acetyl-α-D-mannopyranose

Conditions
ConditionsYield
With pyridine; dmap100%
With sodium acetate Reflux;99%
With indium(III) triflate at 0℃; for 1h; Product distribution; Further Variations:; Reagents; Temperatures; reaction time; reaction conditions (microwave irradiation);96%
100-02-7

4-nitro-phenol

108-24-7

acetic anhydride

830-03-5

4-nitrophenol acetate

Conditions
ConditionsYield
K5 In acetonitrile at 20℃; for 0.333333h;100%
With SBA-15-Ph-Pr-SO3H at 20℃; for 0.833333h;100%
With magnesium(II) perchlorate at 20℃; for 1.5h;99%
2217-40-5

1,2,3,4-tetrahydronaphthalen-1-amine

108-24-7

acetic anhydride

42071-43-2

N-(1,2,3,4-tetrahydro-1-naphthyl)acetamide

Conditions
ConditionsYield
In dichloromethane at 0 - 25℃; for 1h;100%
106-44-5

p-cresol

108-24-7

acetic anhydride

140-39-6

1-acetoxy-4-methylbenzene

Conditions
ConditionsYield
With pyridine at 100℃; for 15h;100%
at 20℃; for 0.666667h;100%
With pyridine at 25℃; for 12h;100%
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Chemistry

Molecular Structure:

Molecular Formula: C4H6O3
Molecular Weight: 102.09
IUPAC Name: Acetyl acetate
Synonyms of Acetic anhydride (CAS NO.108-24-7): Acetanhydride ; Acetic acid, anhydride ; Acetic oxide ; Acetyl acetate ; Anhydride acetique ; Anidride acetica ; Essigsaeureanhydrid ; Acetic acid, 1,1'-anhydride
CAS NO: 108-24-7
EINECS: 203-564-8
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 43.37 Å2
Index of Refraction: 1.386
Molar Refractivity: 22.38 cm3
Molar Volume: 95.1 cm3
Surface Tension: 29.1 dyne/cm
Density: 1.072 g/cm3
Flash Point: 54.4 °C
Enthalpy of Vaporization: 37.83 kJ/mol
Boiling Point: 141.1 °C at 760 mmHg
Vapour Pressure: 5.94 mmHg at 25°C
Melting Point: -73.1 °C
Storage temp: Store at RT.
Water Solubility: REACTS
Sensitive: Moisture Sensitive
Stability: Stability Flammable. Incompatible with strong oxidizing agents, water, strong bases, alcohols.
Appearance: Colorless liquid
Product Categories of Acetic anhydride (CAS NO.108-24-7): Pharmaceutical Intermediates;Biochemistry;Reagents for Oligosaccharide Synthesis;Chemistry;Acylation ReagentsDerivatization Reagents GC;AminesDerivatization Reagents;GC Derivatization Reagents, by Application;Acylation ReagentsDerivatization Reagents;Analytical/Chromatography;Derivatization Reagents;Derivatization Reagents GC;Reagents for Acylation;ACS GradeOrganic Building Blocks;Carbonyl Compounds;Carboxylic Acid Anhydrides;Essential Chemicals;Routine Reagents;A-B, Puriss p.a. ACSDerivatization Reagents;Analytical Reagents for General Use;Derivatization Reagents HPLC;Puriss p.a. ACS;UV-VIS;A-B, Puriss p.a. ACSAnalytical/Chromatography;Reagent Plus;Alkaline β-eliminationFatty Acids;AnhydridesDeglycosylation Strategies;Reagent GradeProtein Modification;Reagents for lysine modification;Chemical Deglycosylation;Deglycosylation Strategies;HydrazinolysisEssential Chemicals;Saturated fatty acids and derivatives;Specific Amino Acid Modification

Uses

 Acetic anhydride (CAS NO.108-24-7) is mainly used for acetylations leading to commercially significant materials. It is mainly used for the conversion of cellulose to cellulose acetate, which is a component of photographic film and other coated materials. For the same reason  it is used in the production of aspirin, acetylsalicylic acid, which is prepared by the acetylation of salicylic acid. It is also used as a wood preservative via autoclave impregnation to make a longer lasting timber. In starch industry, Acetic anydride is a common acetylation compound, used for the production of modified starches.

Production

  Acetic anhydride (CAS NO.108-24-7) may be produced by three different methods.
The first procedure involves the in situ production from acetaldehyde of peracetic acid, which in turn reacts with more acetaldehyde to yield the anhydride.
          CH3CH=O + O2 → CH3C(=O)OH
  CH3C(=O)OH + CH3C=O → CH3C(=O)O(O=)CCH3 + H2O
In the preferred process, acetic acid (or acetone) is pyrolyzed to ketene, which reacts with acetic acid to form acetic anhydride.
          CH3C(=O)OH → CH2=C=O + H2O
    CH2=C=O + CH3C(=O)OH → CH3C(=O)O(O=)CCH3
Another process to make acetic anhydride involves carbon monoxide insertion into methyl acetate.
       CH3C(=O)OCH3 → CH3C(=O)O(O=)CCH3

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 4mL/kg (4mL/kg)   Union Carbide Data Sheet. Vol. 8/7/1963,
rat LC50 inhalation 1000ppm/4H (1000ppm)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 607, 1969.
rat LD50 oral 1780mg/kg (1780mg/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.

Safety Profile

Hazard Codes: CorrosiveC,HarmfulXn,FlammableF,IrritantXi
Risk Statements: 10-11-19-34-41-37/38-20/21/22
R10: Flammable. 
R11: Highly flammable. 
R19: May form explosive peroxides. 
R34: Causes burns. 
R41: Risk of serious damage to the eyes. 
R37/38: Irritating to respiratory system and skin. 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-16-33-45-36/37/39
S16: Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S33: Take precautionary measures against static discharges.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 2924 3/PG 2
WGK Germany: 3
RTECS: AK1925000
F: 21
HazardClass: 8
PackingGroup: II
HS Code: 29152400