|
ACETIC ANHYDRIDE |
|
PRODUCT
IDENTIFICATION
|
| CAS
NO. |
108-24-7 |

|
| EINECS
NO. |
203-564-8 |
| FORMULA |
C4H6O3 |
| MOL
WT. |
102.09 |
|
H.S.
CODE
|
2915.24 |
| TOXICITY |
Oral rat LD50:
1780 mg/kg |
| SYNONYMS |
Acetic oxide; Acetyl oxide; Ethanoic Anhydride; |
| Acetic acid
anhydride; Acetyl ether; Hydroxybiacetyl;
Ethanoic Anhydrate; Acetanhydride; Anhydride Acetique; Anhydrid kyseliny octove;
Anidride acetica; Azijnzuuranhydride; Essigsaeureanhydrid; Octowy bezwodnik; Acetyl acetate |
| DERIVATION |
|
|
CLASSIFICATION
|
|
|
GENERAL
DESCRIPTION
|
|
Acetic
Anhydride is a clear, colorless liquid with a very
pungent, penetrating, vinegar-like odor that combines with water to form acetic acid. It
is soluble
in ether, chloroform and benzene. It reacts with alcohols
Acetic anhydride
is prepared commercially in either of two
ways. : Acetaldehyde is converted into acetic
anhydride by atmospheric oxidizing the liquid acetaldehyde in the presence of a metal
acetate as the catalyst (Oxidation process). ; The
ketene (or acetylene) created form hot vapor of acetic acid is converted into
acetic
anhydride by reacted with acetic acid (Ketene process). The acyl groups (RCO) in organic
anhydrides favor wide range of organic
synthesis. They react with water to give carboxylic acids, with alcohols or
phenols to give esters, and with ammonia and amines to give amides. Acetic
anhydride is used in the manufacture of cellulose acetate having the application
as a base for magnetic tape and in the manufacture of textile fibres. Also,
it is heated with salicylic acid to produce
acetylsalicylic acid (aspirin). It is also used in the manufacture of
pigments, dyes, cellulose and pesticides etc.
|
|
PHYSICAL
AND CHEMICAL PROPERTIES
|
| PHYSICAL
STATE |
Clear
liquid, Strong acetic odor
|
| MELTING
POINT |
-
73C |
| BOILING
POINT |
140C |
| SPECIFIC
GRAVITY |
1.082 |
| SOLUBILITY
IN WATER |
Slowly soluble
(Decomposes) |
| pH |
|
| VAPOR
DENSITY |
3.52 |
|
AUTOIGNITION
|
|
|
NFPA
RATINGS
|
Health: 3; Flammability: 2; Reactivity: 1 |
|
REFRACTIVE
INDEX
|
|
| FLASH
POINT |
|
| STABILITY |
Flammable
gas |
|
APPLICATIONS
|
|
Cellulose acetate, cellulose triacetate,
cellulose mixed ester plastics, coatings, pesticides and pharmaceuticals. |
| SALES
SPECIFICATION |
|
APPEARANCE
|
Clear
liquid
|
|
PURITY
|
99.50
% max
|
|
ACETIC
ACID
|
0.50
% max
|
|
COLOR
|
10
Pt-Co Scale
|
|
PERMANGANATE
TIME
|
10
min
(minutes)
|
|
ALUMINUM
|
1
max
(mg/kg)
|
|
IRON
|
1
max
(mg/kg)
|
|
HEAVY
METALS (as Pb)
|
1
max
(mg/kg)
|
|
NONVOLATILES
|
0.003
max
(g/100 ml )
|
|
CHLORIDES
|
1
max
(mg/kg)
|
|
SULFUR
|
1
max
(mg/kg)
|
|
PRECAUTION IN HANDLING |
|
Protect against physical damage. Store in a cool, dry well-ventilated location,
away from any area where the fire hazard may be acute. Outside or detached
storage is preferred. Separate from incompatibles. Containers should be bonded
and grounded for transfers to avoid static sparks. Storage and use areas should
be No Smoking areas. Use non-sparking type tools and equipment, including
explosion proof ventilation. Keep away from water. This material is corrosive to
steel, galvanized iron, copper and copper alloys. Containers of this material
may be hazardous when empty since they retain product residues (vapors, liquid);
observe all warnings and precautions listed for the product |
|
TRANSPORTATION
|
| PACKING |
|
| HAZARD
CLASS |
8 |
| UN
NO. |
1715
|
| OTHER
INFORMATION |
|
Hazard Symbols: C, Risk Phrases: 10-20/22-34, Safety
Phrases: 26-36/37/39-45 |
|
GENERAL
DESCRIPTION OF ANHYDRIDE
|
|
Anhydride is a
compound formed by the abstraction of a molecule of water,
H2O, from a substance.
The term acid anhydride is restricted sometime to the anhydride formed
especially from an acid by dehydration or one that revert to the original
substance upon hydration. In case of bimolecular, it can be composed of two
molecules of the corresponding acid. The term mixed anhydride is an acid
anhydride composed of two different acids. Examples are adenosine triphosphate
or an aminoacyl adenylate. The anhydrides of bases are oxides.
Anhydrides of
inorganic acids are usually oxides of nonmetallic elements. Carbon dioxide
(CO2) is the anhydride of
carbonic acid, dinitrogen pentoxide (N2O5) is the anhydride of
nitric acid, sodium oxide is an anhydride of sodium hydroxide,
phosphorus pentoxide (P2O5) is the anhydride of
phosphoric acid, and sulfur trioxide (SO3) is the anhydride of
sulfuric acid. An acid anhydride forms
an acid; a base anhydride forms a base.
Sulfur trioxide (acid anhydride) reacts with water to form sulfuric acid (an
acid product). Calcium oxide
(an base anhydride) reacts with water to form calcium hydroxide (a base product).
Organic anhydrides contain the carbonyl group (CO).
Organic anhydrides are formed by the condensation of original acids. Lactone, an
internal cyclic monoester, is an anhydride derived from the hydroxyl and
carboxyl radicals. In organic chemistry, most
anhydride compounds are
derived from corresponding carboxylic acids. Carboxylic anhydrides, general formula (RCO)2O, are
the dehydration product of two carboxylic acid molecules. The name of carboxylic
anhydride is
given first from the original acid, followed by the separate word "anhydride".
[CH3(CH2)2CO]2O is butanoic
anhydride, CH3COOCOCH2CH3 is
ethanoic propanoic anhydride (or
acetic propionic anhydride). Anhydrides are more reactive than the parent acids. Anhydrides are typically not
target molecules, but rather they are used as intermediates for the synthesis of
other organic members such as esters and amides for the industrial applications
include dyes, pharmaceuticals, pesticides, plastics, fibers, curing agents,
plasticizers and many others. The reactivity
of carboxylic acid derivatives are in order of acyl halides > anhydrides >> esters ¡Ö acids >> amides.
Anhydrides react with alcohols to form esters; acetic anhydride [(CH3CO)2O] reacts with
ethanol (C2H5OH)
to form ethyl acetate (CH3COOC2H5)
used as a common solvent. Anhydrides also react with ammonia and
primary or secondary amines to form amides. Anhydrides react with water to form their corresponding acids.
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