872NAPHTHACENE
accordance with the Standard Method of Test for
naphthacene. (tetracene; rubene).
CAS: 92-24-0. C
18
H
12
. The molecule consists of four
Distillation of Gasoline, Naphtha, Kerosene, and
fused benzene rings.
Similar Petroleum Products (ASTM D86); fp −73C,
Properties: Orange solid; slight green fluorescence
bp 30–60C, flash p −57F (−50C), autoign temp 550F
in daylight. D 1.35, mp approximately 350C. Not
(287C), d 0.6.
easily soluble.
Hazard: Flammable, dangerous fire risk, explosive
Occurrence: In commercial anthracene and coal tar.
limits in air 1–6%.
Hazard: Explodes when shocked, reacts with oxidiz-
Use: Source (by various cracking processes) of gaso-
ing materials.
line, special naphthas, and petroleum chemicals,
Use: Organic synthesis.
especially ethylene. Cracking for ethylene also pro-
duces propylene, butadiene, pyrolysis gasoline, and
fuel oil; source of synthetic natural gas.
naphthalene. (tar camphor).
(a) VM&P (Varnish Makers and Painters) (petrole-
CAS: 91-20-3. C
10
H
8
.
um spirits, petroleum thinner).
CAS: 8032-32-4.
Any of a number of narrow-boiling-range fractions
of petroleum with bp of approximately 93–204C,
according to the specific use.
Properties: Distillation range 119–143C, d 07543,
Properties: White, crystalline, volatile flakes; strong
bulk d 6.280 lb/gal, pour p approximately −70F
coal tar odor. D 1.145 (20/4C), mp 80.2C, bp
(−56C), flash p 20F (−6.6C) (TCC), autoign temp
217.96C, flash p 176F (80C), sublimes at room tem-
450F (232C).
perature, autoign temp 979F (526C). Soluble in ben-
Hazard: Flammable, dangerous fire risk. TLV: 300
zene, absolute alcohol, and ether; insoluble in water.
ppm; Animal Carcinogen.
Combustible.
Use: Thinners in paints and varnish.
Derivation: (1) From coal tar oils boiling between
(b) blending. A petroleum fraction with volatility
200 and 250C (middle oil) by crystallization and
similar to the higher boiling fractions of gasoline. It
distillation. (2) From petroleum fractions after vari-
is used primarily in blending with natural gasoline to
ous catalytic processing operations.
produce a finished gasoline of specified volatility.
Available forms: Flakes, cubes, spheres, powder.
(c) cleaners’. A dry-cleaning fluid derived from
Grade: By melting point, 74C min (crude) to <79C
(refined); scintillation (80–81C).
petroleum and similar to Stoddard solvent but not
Hazard: Toxic by inhalation. TLV: 10 ppm; STEL
necessarily meeting all its specifications; flash p
15 ppm; not classifiable as a human carcinogen.
100F (37.7C).
Use: Intermediate (phthalic anhydride, naphthol,
(2) Coal tar.
“Tertralin,” “Decalin,” chlorinated naphthalenes,
(a) heavy (high-flash naphtha).
naphthyl and naphthol derivatives, dyes), moth re-
Properties: Deep-amber to dark-red liquid. A mix-
pellent, fungicide, smokeless powder, cutting fluid,
ture of xylene and higher homologs. D 0.885–0.970,
lubricant, synthetic resins, synthetic tanning, preser-
bp 160–220C (approximately 90% at 200C), flash p
vative, textile chemicals, emulsion breakers, scintil-
100F (37.7C), evaporation 303 min.
lation counters, antiseptic.
Derivation: From coal tar by fractional distillation.
Hazard: Moderate fire risk. Toxic by ingestion, inha-
lation, and skin absorption.
␣-naphthaleneacetic acid. (1-naphthylacetic
Use: Coumarone resins; solvent for asphalts, road
acid).
tars, pitches, etc.; cleansing compositions; process
CAS: 86-87-3. C
10
H
7
CH
2
COOH. A plant growth
engraving and lithography; rubber cements (sol-
regulator.
vent); naphtha soaps; manufacture of ethylene and
Properties: White crystals; odorless. Mp 132–135C.
acetic acid.
Soluble in acetone, ether, and chloroform; slightly
(b) solvent (160-degree benzol).
soluble in water and alcohol.
Properties: A mixture of a small percentage of ben-
Grade: Usually supplied in dilute form, either as a
zene, toluene, xylene, and higher homologs from
powder or liquid solution ready for use.
coal tar. (1) Crude: dark straw-colored liquid, (2)
Hazard: Skin irritant.
refined: water-white liquid; d (1) 0.862–0.892, (2)
Use: Inducing rooting of plant cuttings, spraying ap-
0.862–0.872; bp (1) approximately 160C (80%), (2)
ple trees to prevent early drop, fruit thinner.
approximately 160C (90%); flash p (1) and (2) ap-
proximately 78F (25.5C).
Derivation: From coal tar by fractional distillation.
␣-naphthaleneactic acid, methyl ester.
Grade: Dark-straw, water-white.
(MENA). C
10
H
7
CH
2
COOCH
3
. A plant growth
Hazard: Flammable, dangerous fire risk.
regulator.
Use: Solvent; xylene; cumene; nitrated, for incorpo-
Use: Delaying sprouting of potatoes, weed control,
ration in dynamite. thinning of peaches, etc.