7 ACETIC ANHYDRIDE
acetate fiber. A manufactured fiber in which the acetic acid. (ethanoic acid; vinegar acid;
fiber-forming substance is cellulose acetate. Where methanecarboxylic acid).
not less than 92% of the hydroxyl groups are acety- CAS: 64-19-7. (CH
3
COOH). Glacial acetic acid is
lated, the term triacetate may be used as a generic the pure compound (99.8% min), as distinguished
description of the fiber (Federal Trade Commis-
from the usual water solutions known as acetic acid.
sion). This fiber was formerly called acetate rayon or
Properties: Clear, colorless liquid; pungent odor.
acetate silk The term rayon is not permissible for this
Mp 16.63C, bp 118C (765 mm Hg), 80C (202
type.
mmHg), d 1.0492 (20/4C), wt/gal (20C) 8.64 lb,
Properties: Thermoplastic; becomes tacky at 350F
viscosity (20C) 1.22 cP, flash p 110F (43C) (OC),
(176C). Moisture absorption 6%. Tenacity 1.4 g/de-
refr index 1.3715 (20C), autoign temp 800F (426C).
nier (dry); about 1 g/denier (wet). Elongation 50%
Combustible. Miscible with water, alcohol, glycer-
dry, 40% wet. Soluble in acetone and glacial acetic
ol, and ether; insoluble in carbon disulfide.
acid; decomposed by concentrated solutions of
Derivation: (a) Liquid- and vapor-phase oxidation of
strong acids and alkalies. Combustible.
petroleum gases (with catalyst), (b) oxidation of
Use: Wearing apparel, industrial fabrics.
acetaldehyde, (c) reaction of methanol and carbon
See cellulose acetate; cellulose triacetate.
monoxide (with catalyst; this is the most cost-effi-
cient method and has been in general use for some
years), (d) fermentative oxidation of ethanol.
acetate fiber, saponified. Regenerated cellu-
Grade: USP (glacial, 99.4 wt %, and dilute, 36–37 wt
lose fibers obtained by complete saponification of
%), CP, technical (80, 99.5%), commercial (6, 28,
highly oriented cellulose acetate fibers.
30, 36, 56, 60, 70, 80, and 99.5%), NF (diluted 6.0 g/
Properties: Tensile strength (psi) 136,000–155,000;
100 mL).
elongation 6%; d 1.5–1.6; moisture regain
Hazard: Moderate fire risk. Pure acetic acid is mod-
9.6–10.7%; decomposes at about 149C. Similar to
erately toxic by ingestion and inhalation, but dilute
cotton in chemical resistance, dyeing, and resistance
material is approved by FDA for food use. Strong
to insects and mildew. Combustible.
irritant to skin and tissue. TLV: 10 ppm.
Available forms: Available in continuous filament
Use: Manufacturing of acetic anhydride, cellulose
form having a high degree of crystallinity and great
acetate, and vinyl acetate monomer; acetic esters;
strength.
chloroacetic acid; production of plastics, pharma-
Use: Cargo parachutes, typewriter ribbons, belts,
ceuticals, dyes, insecticides, photographic chemi-
webbing, tapes, carpet backing.
cals, etc.; food additive (acidulant); latex coagulant;
oil-well acidizer; textile printing.
acetate film. A durable, highly transparent film
See vinegar.
with nondeforming characteristics produced from
cellulose acetate resin. It is grease, oil, dust, and air
acetic acid amine. See acetamide.
proof and hygienic. Combustible.
Available forms: Rolls and cut-to-size sheets.
acetic acid benzyl ester. See benzyl ace-
Use: Laminates, support for photographic film, docu-
tate.
ment preservation, pressure-sensitive tape, magnet-
ic sound-recording tape, window cartons, envelopes
acetic acid, glacial. See acetic acid.
packaging.
acetic acid, ((octylstannylidyne)trithio)tri-,
acetate of lime. Commercial term for calcium
tris(2-ethylhexyl) ester. See octyltris(2-
acetate made from pyroligneous acid and milk of
ethylhexyloxycarbonylmethylthio)stannane.
lime. There are brown and gray acetates of lime.
See calcium acetate.
acetic acid phenylmethyl ester. See ben-
zyl acetate.
acetate process. See cellulose acetate.
acetic aldehyde. See acetaldehyde.
acetate rayon. The yarn made from refined
wood cellulose by the acetate process.
acetic anhydride. (acetyl oxide; acetic ox-
See acetate fiber
ide).
CAS: 108-24-7. (CH
3
CO)
2
O.
acetate rayon process. In this process cellu-
Properties: Colorless, mobile, strongly refractive
lose is combined with acetic anhydride to make
liquid; strong odor. D 1.0830 (20/20C), bp 139.9C,
cellulose acetate, which is dissolved in acetone and
fp −73.1C, flash p 121F (49.4C) (CC), autoign temp
forced through spinnerette holes into a precipitating
732F (385C), wt/gal 9.01 lb (20C). Miscible with
bath.
alcohol, ether, and acetic acid; soluble in cold water;
See acetate fiber.
decomposes in hot water to form acetic acid. Com-
bustible.
acethydrazidepyridinium chloride. See Derivation: (1) Oxidation of acetaldehyde with air or
Girard’s reagent. oxygen with catalyst; (2) by catalyzed thermal de-