Product Name

  • Name

    Acenaphthalene

  • EINECS 205-917-1
  • CAS No. 208-96-8
  • Article Data147
  • CAS DataBase
  • Density 1.187 g/cm3
  • Solubility
  • Melting Point 78-82 °C
  • Formula C12H8
  • Boiling Point 298.86 °C at 760 mmHg
  • Molecular Weight 152.196
  • Flash Point 137.161 °C
  • Transport Information UN 1145 3/PG 2
  • Appearance yellow crystalline powder
  • Safety 26-36/37/39-62-61-60-45-36/37-16-7-37/39
  • Risk Codes 22-36/37/38-67-65-50/53-38-11-39/23/24/25-23/24/25
  • Molecular Structure Molecular Structure of 208-96-8 (Acenaphthalene)
  • Hazard Symbols HarmfulXn; DangerousN; ToxicT; IrritantXi; FlammableF
  • Synonyms Cyclopenta[de]naphthalene;NSC 59821;Acenaphthalene;
  • PSA 0.00000
  • LogP 3.32360

Synthetic route

1-bromo-1H,3H-naphtho<1,8-cd>thiopyran 2,2-dioxide
51392-61-1

1-bromo-1H,3H-naphtho<1,8-cd>thiopyran 2,2-dioxide

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With sodium methylate In methanol for 16.5h; Ambient temperature;97%
With sodium methylate In methanol for 16.5h; Product distribution; Ambient temperature; var. of base;97%
acenaphthene
83-32-9

acenaphthene

7,7',8,8'-tetracyanoquinodimethane
1518-16-7

7,7',8,8'-tetracyanoquinodimethane

A

9-Acenaphthyl<4-(dicyanomethyl)phenyl>dicyanomethane
77074-97-6

9-Acenaphthyl<4-(dicyanomethyl)phenyl>dicyanomethane

B

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
for 0.0833333h; Heating;A 95.5%
B n/a
Carbonic acid acenaphthen-1-yl ester methyl ester
164665-41-2

Carbonic acid acenaphthen-1-yl ester methyl ester

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 60℃; for 48h;95%
Propynoic acid acenaphthen-1-yl ester
182313-38-8

Propynoic acid acenaphthen-1-yl ester

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
at 760℃; under 0.03 Torr;95%
Multi-step reaction with 2 steps
1: 32 percent / deuterium oxide, triethylamine / tetrahydrofuran / 1.25 h / 35 °C
2: 95 percent / 760 °C / 0.03 Torr
View Scheme
1,2-dihydroacenaphthylen-1-yl (3-(2)H)propyonate

1,2-dihydroacenaphthylen-1-yl (3-(2)H)propyonate

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
at 760℃; under 0.03 Torr;95%
trans-1,2-dibromo-1,2-dihydroacenaphthylene
25226-58-8

trans-1,2-dibromo-1,2-dihydroacenaphthylene

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With acetic acid; zinc94%
With ethanol; zinc
1,2-dibromoacenaphthene
14209-08-6

1,2-dibromoacenaphthene

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With sodium sulfide; Aliquat 336 In water; benzene for 1h; Ambient temperature;92%
1-acenaphthenol
6306-07-6

1-acenaphthenol

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
methyltrioxorhenium(VII) In benzene for 72h;89%
zirconium(IV) chloride In acetonitrile at 20℃; for 0.666667h;89%
With pyridine; thionyl chloride
C27H20N2O2

C27H20N2O2

A

(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

B

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
at 500℃; under 0.02 Torr; for 0.0833333h;A 88%
B 4%
2-[2-(1-chloro-vinyl)-phenyl]-thiophene

2-[2-(1-chloro-vinyl)-phenyl]-thiophene

A

naphtho[1,2-b]thiophene
234-41-3

naphtho[1,2-b]thiophene

B

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
at 800℃; under 0.1 Torr; Cyclization; Pyrolysis;A 81%
B 2%
acenaphthene
83-32-9

acenaphthene

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 24h; Reflux;80%
With oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite In toluene at 120℃; under 9750.98 Torr; for 8h;77%
With manganese(IV) oxide In benzene for 30h; Heating;41%
1-acenaphthenol
6306-07-6

1-acenaphthenol

A

acenaphthene-1-thiol

acenaphthene-1-thiol

B

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With Lawessons reagent In toluene for 0.5h; Heating;A 72%
B 13%
With Lawessons reagent In toluene for 0.5h; Heating;A 72%
B 13%
acenaphthene
83-32-9

acenaphthene

chloranil
118-75-2

chloranil

A

2,3,5,6-tetrachlorobenzene-1,4-diol
87-87-6

2,3,5,6-tetrachlorobenzene-1,4-diol

B

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
In benzene for 18h; Irradiation;A 68%
B 19%
(acenaphthylene)chromium tricarbonyl
99414-44-5

(acenaphthylene)chromium tricarbonyl

ethyl α-lithioisobutyrate

ethyl α-lithioisobutyrate

A

C36H34O4

C36H34O4

B

C18H18O2
106017-42-9

C18H18O2

C

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; iodine In tetrahydrofuran Kinetics; to a soln. of nucleophile in THF was added soln. of complex in THF at -60°C; after 45 min at -60°C I2 in THF was added and soln. allowed to stir overnight while being warmed to room temp.;; soln. was filtered through Celite, evapd., extd. with ether, extract was washed with other solvents, then chromd. on silica column, eluent CHCl3-hexane;;A 19%
B 20%
C 68%
C27H37BSi2

C27H37BSi2

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 24h; Schlenk technique; Inert atmosphere; Reflux;57%
(acenaphthylene)chromium tricarbonyl
99414-44-5

(acenaphthylene)chromium tricarbonyl

ethyl α-lithioisobutyrate

ethyl α-lithioisobutyrate

A

C18H18O2
106017-42-9

C18H18O2

B

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; iodine; trifluoroacetic acid In tetrahydrofuran to a soln. of nucleophile in THF at -60°C soln. of complex was added, after 45 min at -60°C CF3COOH was added followed by I2, and soln. was allowed to stir overnight while being warmed to room temp.;; soln. was filtered through Celite, evapd.; residue was extd. was ether and washed with other solvents; then chromd. on silica column, eluent CH2Cl2-hexane;;A 47%
B 8%
C27H20N2O2

C27H20N2O2

A

(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

B

acenaphthene
83-32-9

acenaphthene

C

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
at 780℃; under 1 Torr; for 0.0833333h;A 43%
B 19%
C 37%
dichloromethane
75-09-2

dichloromethane

(naphthalene-1,8-diyl)dilithium
61767-59-7

(naphthalene-1,8-diyl)dilithium

A

naphthalene
91-20-3

naphthalene

C

(E)-1,2-bis(1-naphthyl)ethene
1233-36-9

(E)-1,2-bis(1-naphthyl)ethene

D

1H-Cyclobutanaphthalene
24973-91-9

1H-Cyclobutanaphthalene

E

1-Chloromethylnaphthalene
86-52-2

1-Chloromethylnaphthalene

F

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine In diethyl ether at -100 - -60℃; Product distribution; Mechanism; var. of temp., further with CD2Cl2;A 42%
B n/a
C n/a
D 21%
E n/a
F n/a
dichloromethane
75-09-2

dichloromethane

(naphthalene-1,8-diyl)dilithium
61767-59-7

(naphthalene-1,8-diyl)dilithium

A

naphthalene
91-20-3

naphthalene

C

1H-Cyclobutanaphthalene
24973-91-9

1H-Cyclobutanaphthalene

D

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine In diethyl ether at -100 - -60℃; Further byproducts given;A 42%
B n/a
C 21%
D n/a
(acenaphthylene)chromium tricarbonyl
99414-44-5

(acenaphthylene)chromium tricarbonyl

lithium N,N-diethylisobutyramide

lithium N,N-diethylisobutyramide

A

C40H44N2O2
106017-45-2

C40H44N2O2

B

C20H23NO
106017-44-1

C20H23NO

C

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; iodine In tetrahydrofuran to a soln. of nucleophile in THF at -60°C soln. of complex was added, after 45 min at -60°C soln. of I2 in THF was added, and soln. was allowed to stir overnight while being warmed to room temp.;; soln. was filtered through Celite, evapd.; residue was extd. was ether and washed with other solvents; then chromd. on silica column, eluent CH2Cl2-hexane;;A 16%
B 42%
C 41%
2-(2-ethynyl-phenyl)-thiophene
221230-46-2

2-(2-ethynyl-phenyl)-thiophene

A

naphtho[1,2-b]thiophene
234-41-3

naphtho[1,2-b]thiophene

B

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
at 1000℃; under 0.1 Torr; Cyclization; rearrangement; Pyrolysis;A 18%
B 41%
acenaphthene quinone
82-86-0

acenaphthene quinone

A

1-acenaphthenol
6306-07-6

1-acenaphthenol

B

acenaphthene
83-32-9

acenaphthene

C

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With samarium diiodide; water In tetrahydrofuran at 20℃; for 0.00277778h;A 41%
B 26%
C 23%
C20H15N2O4S(1-)*Li(1+)

C20H15N2O4S(1-)*Li(1+)

A

acenaphthene
83-32-9

acenaphthene

B

9-Hydroxymethyl-1H-naphtho[1,2-c]furan-3-one
182313-44-6

9-Hydroxymethyl-1H-naphtho[1,2-c]furan-3-one

C

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
at 730℃; under 0.03 Torr; for 0.05h;A 9%
B 38%
C 12%
1,3-dibromo-1H,3H-naphtho<1,8-cd>thiopyran 2,2-dioxide
83831-93-0, 83831-94-1

1,3-dibromo-1H,3H-naphtho<1,8-cd>thiopyran 2,2-dioxide

A

decacyclene
191-48-0

decacyclene

B

1-bromoacenaphthylene
54736-49-1

1-bromoacenaphthylene

C

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With potassium tert-butylate In tert-butyl alcohol at 27℃; for 18h; Product distribution; other reagents;A 5%
B 33%
C 23%
With potassium tert-butylate In tert-butyl alcohol for 1.5h; Heating;A 5%
B n/a
C n/a
acenaphthene quinone
82-86-0

acenaphthene quinone

A

decacyclene
191-48-0

decacyclene

B

1-acenaphthenol
6306-07-6

1-acenaphthenol

C

acenaphthene
83-32-9

acenaphthene

D

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
bis(η6-biphenyl)titanium(0) In toluene at 110℃; for 2h; Further byproducts given;A 21%
B 10%
C 11%
D 31%
acenaphthene quinone
82-86-0

acenaphthene quinone

A

decacyclene
191-48-0

decacyclene

B

trans-biacenaphthylidene
24290-66-2

trans-biacenaphthylidene

C

cis-biacenaphthylidene
24290-65-1

cis-biacenaphthylidene

D

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
bis(η6-biphenyl)titanium(0) In toluene at 110℃; for 2h; Yield given. Further byproducts given;A 21%
B n/a
C n/a
D 31%
1,2-dihydroacenaphthylen-1-yl diazoacetate
182313-50-4

1,2-dihydroacenaphthylen-1-yl diazoacetate

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
at 340℃; under 0.02 Torr;22%
C24H31BSi2

C24H31BSi2

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 24h; Schlenk technique; Inert atmosphere; Reflux;21%
(acenaphthylene)chromium tricarbonyl
99414-44-5

(acenaphthylene)chromium tricarbonyl

lithium isobutyronitrile
55440-70-5

lithium isobutyronitrile

A

C16H13N
106017-41-8

C16H13N

B

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; iodine; trifluoroacetic acid In tetrahydrofuran to a soln. of nucleophile in THF at -60°C soln. of complex was added, after 45 min at -60°C CF3COOH was added followed by I2, and soln. was allowed to stir overnight while being warmed to room temp.;; soln. was filtered through Celite, evapd.; residue was extd. was ether and washed with other solvents; then chromd. on silica column, eluent CH2Cl2-hexane;;A 20%
B 3%
acenaphthylene
208-96-8

acenaphthylene

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With tetraethylammonium bromide In ethanol at 60℃; electrolysis, lead cathode;100%
With benzenetellurol In ethanol; ethyl acetate for 4h; Product distribution; Heating; other reagent, reaction time;98%
With iodine; hypophosphorous acid In acetic acid for 24h; Heating;98%
acenaphthylene
208-96-8

acenaphthylene

benzenesulfenyl chloride
931-59-9

benzenesulfenyl chloride

trans-2-phenylthio-1-chloroacenaphthene

trans-2-phenylthio-1-chloroacenaphthene

Conditions
ConditionsYield
In acetic acid100%
acenaphthylene
208-96-8

acenaphthylene

acenaphthylene
14620-98-5

acenaphthylene

Conditions
ConditionsYield
With 6-per-deoxy-6-per-(2-sulfoethyl)thio-γ-cyclodextrin, sodium salt for 12h; UV-irradiation; stereoselective reaction;100%
With Rosebengal In methanol Irradiation;65%
In hexane at 25℃; Irradiation;
With racemic palladium-ruthenium heterometallic cage with 3-{1H-imidazo[4,5-f]1,10-phenanthrolin-2-yl}pyridine In water; dimethyl sulfoxide at 20℃; Kinetics; Catalytic behavior; Reagent/catalyst; Solvent; Irradiation;
acenaphthylene
208-96-8

acenaphthylene

tetrachlorothiophenium-NR

tetrachlorothiophenium-NR

7,8,9,10-Tetrachloro-6b,10a-dihydro-fluoranthene
72541-91-4

7,8,9,10-Tetrachloro-6b,10a-dihydro-fluoranthene

Conditions
ConditionsYield
at 20℃; for 1h;100%
acenaphthylene
208-96-8

acenaphthylene

trans-1,2-dibromo-1,2-dihydroacenaphthylene
25226-58-8

trans-1,2-dibromo-1,2-dihydroacenaphthylene

Conditions
ConditionsYield
With tri(decyl)(methyl)phosphonium tribromide In Hexadecane for 240h;100%
With hydrogen bromide; oxygen; sodium nitrite In water; acetonitrile at 22℃; for 8h; diastereoselective reaction;96%
With pyridinium hydrobromide perbromide In tetrahydrofuran at -78 - 20℃;93%
methanol
67-56-1

methanol

4-allylguaiacol
97-53-0

4-allylguaiacol

acenaphthylene
208-96-8

acenaphthylene

8-allyl-11,11-dimethoxy-6b,7,10,10a-tetrahydro-7,10-ethanofluoranthen-12-one

8-allyl-11,11-dimethoxy-6b,7,10,10a-tetrahydro-7,10-ethanofluoranthen-12-one

Conditions
ConditionsYield
Stage #1: methanol; 4-allylguaiacol With [bis(acetoxy)iodo]benzene; sodium hydrogencarbonate In benzene at 0℃; for 0.166667h;
Stage #2: acenaphthylene In benzene at 20℃; for 22h; Diels-Alder reaction; stereoselective reaction;
100%
1,3-diphenyl-2H-cyclopenta<1>phenanthren-2-one
5660-91-3

1,3-diphenyl-2H-cyclopenta<1>phenanthren-2-one

acenaphthylene
208-96-8

acenaphthylene

Conditions
ConditionsYield
In xylene Reflux;100%
C18H14OS2
1352187-65-5

C18H14OS2

acenaphthylene
208-96-8

acenaphthylene

C30H22OS2
1352187-66-6

C30H22OS2

Conditions
ConditionsYield
In diethyl ether; dichloromethane; o-xylene at 100 - 140℃; for 2h;100%
acenaphthylene
208-96-8

acenaphthylene

6b,7a-dihydroacenaphtho [1,2-b]oxirene
22058-69-1

6b,7a-dihydroacenaphtho [1,2-b]oxirene

Conditions
ConditionsYield
Stage #1: acenaphthylene With N-Bromosuccinimide In water; dimethyl sulfoxide at 20℃; for 2h;
Stage #2: With sodium hydroxide In diethyl ether at 20℃;
99%
With 3,3-dimethyldioxirane In acetone at 20℃; for 1h;97%
With 2-Nitrobenzenesulfonyl chloride In acetonitrile at -30℃; for 10h; Product distribution; various arenes, solvents + times;95%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

acenaphthylene
208-96-8

acenaphthylene

C19H16

C19H16

Conditions
ConditionsYield
With 5,5’-bis(diphenylphosphino)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; [Rh(OH)(cod)]2 In 1,4-dioxane at 60℃; for 6h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Schlenk technique; enantioselective reaction;99%
acenaphthylene
208-96-8

acenaphthylene

1(2H)-acenaphthylenone
2235-15-6

1(2H)-acenaphthylenone

Conditions
ConditionsYield
With oxygen; isobutyraldehyde In acetonitrile at 60℃; for 3h;98%
With dinitrogen monoxide; dioxo(tetramesitylporphyrinato)ruthenium(VI) In fluorobenzene at 100℃; under 7500.6 Torr;87%
With iodosylbenzene; iron(III) tetraphenylporphyrin In dichloromethane for 1h;58%
With iodosylbenzene; μ-oxo dimer of iron(III)porphyrinate In methanol at 21.9℃; for 3h; Product distribution; Mechanism; catalysts also Fe(III)porphyrinate, Fe(III)tetraphenylporphyrinate; protic and aprotic solvents; inhibition effect by phenanthrene; by-products;28%
With dinitrogen monoxide at 300℃; under 367754 Torr;
phenylselenium trichloride
42572-42-9

phenylselenium trichloride

acenaphthylene
208-96-8

acenaphthylene

C18H13Cl3Se
109391-84-6

C18H13Cl3Se

Conditions
ConditionsYield
In diethyl ether at 0℃;98%
N-ethoxycarbonyl-(2,3,4,5-tetrachloro-1-thiophenio)amide
90454-50-5

N-ethoxycarbonyl-(2,3,4,5-tetrachloro-1-thiophenio)amide

acenaphthylene
208-96-8

acenaphthylene

(6bS,10aR)-7,8,9,10-Tetrachloro-6b,10a-dihydro-fluoranthene
72541-91-4

(6bS,10aR)-7,8,9,10-Tetrachloro-6b,10a-dihydro-fluoranthene

Conditions
ConditionsYield
at 20℃; for 0.166667h;98%
4-trifluoromethylphenylboronic acid
128796-39-4

4-trifluoromethylphenylboronic acid

acenaphthylene
208-96-8

acenaphthylene

C19H13F3

C19H13F3

Conditions
ConditionsYield
With 5,5’-bis(diphenylphosphino)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; [Rh(OH)(cod)]2 In 1,4-dioxane at 60℃; for 6h; Inert atmosphere; Schlenk technique; enantioselective reaction;98%
p-methylbenzenesulfenyl chloride
933-00-6

p-methylbenzenesulfenyl chloride

acenaphthylene
208-96-8

acenaphthylene

trans-2-p-tolylthio-1-chloroacenaphthene

trans-2-p-tolylthio-1-chloroacenaphthene

Conditions
ConditionsYield
In acetic acid97%
tris(3-chlorophenyl)boroxine
7519-92-8

tris(3-chlorophenyl)boroxine

acenaphthylene
208-96-8

acenaphthylene

C18H13Cl

C18H13Cl

Conditions
ConditionsYield
With 5,5’-bis(diphenylphosphino)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; tert-Amyl alcohol; [Rh(OH)(cod)]2 In 1,4-dioxane at 60℃; for 6h; Inert atmosphere; Schlenk technique; enantioselective reaction;97%
N-(ethoxycarbonyl)-(2,3,4,5-tetrachloro-1-thiophenio)amide S-oxide
106550-69-0

N-(ethoxycarbonyl)-(2,3,4,5-tetrachloro-1-thiophenio)amide S-oxide

acenaphthylene
208-96-8

acenaphthylene

A

sulfinylcarbamic acid ethyl ester
5659-92-7

sulfinylcarbamic acid ethyl ester

B

(6bS,10aR)-7,8,9,10-Tetrachloro-6b,10a-dihydro-fluoranthene
72541-91-4

(6bS,10aR)-7,8,9,10-Tetrachloro-6b,10a-dihydro-fluoranthene

Conditions
ConditionsYield
In dichloromethane for 1h;A 89%
B 96%
acenaphthylene
208-96-8

acenaphthylene

4-chloro-benzenesulfenyl chloride
933-01-7

4-chloro-benzenesulfenyl chloride

trans-2-(4-chlorophenyl)thio-1-chloroacenaphthene

trans-2-(4-chlorophenyl)thio-1-chloroacenaphthene

Conditions
ConditionsYield
In acetic acid96%
acenaphthylene
208-96-8

acenaphthylene

N-(2-hydroxy-5-isopropylphenylsulfanyl)phthalimide

N-(2-hydroxy-5-isopropylphenylsulfanyl)phthalimide

6-(1-methylethyl)-2,3-dihydroacenaphthene[1,4]benzoxathiin

6-(1-methylethyl)-2,3-dihydroacenaphthene[1,4]benzoxathiin

Conditions
ConditionsYield
With pyridine In chloroform at 70℃; for 24h;96%
diphenyl acetylene
501-65-5

diphenyl acetylene

acenaphthylene
208-96-8

acenaphthylene

7,8-diphenyl-6b,8a-dihydrobuta[a]acenaphtylene

7,8-diphenyl-6b,8a-dihydrobuta[a]acenaphtylene

Conditions
ConditionsYield
With Br2Co*C27H26P2; zinc(II) iodide; zinc In dichloromethane at 25℃; for 48h;95%
bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

acenaphthylene
208-96-8

acenaphthylene

2-(1,2-dihydroacenaphthylen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1449296-11-0

2-(1,2-dihydroacenaphthylen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With methanol; (2-mesityl-5-methyl-2,3-dihydroimidazo[1,5-a]pyridin-3-yl)copper(I) chloride; sodium t-butanolate In diethyl ether at 20℃; for 0.5h; Inert atmosphere; Schlenk technique;95%
1,3-diphenylisobenzofuran
5471-63-6

1,3-diphenylisobenzofuran

acenaphthylene
208-96-8

acenaphthylene

10.13-Diphenyl-10.13-endoxy-11:12-benzo-9.10.13.14-tetrahydrofluoranthen
13093-44-2, 36213-63-5, 36213-64-6

10.13-Diphenyl-10.13-endoxy-11:12-benzo-9.10.13.14-tetrahydrofluoranthen

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene Reflux;94.85%
In benzonitrile at 140℃; for 7h;60%
acenaphthylene
208-96-8

acenaphthylene

1,2,2a,3,4,5-hexahydro-acenaphthylene
480-72-8

1,2,2a,3,4,5-hexahydro-acenaphthylene

Conditions
ConditionsYield
With Raney Ni-Al In potassium hydroxide; water at 90℃; for 6.5h; Reduction;94%
With hydrogen; nickel at 250℃;
acenaphthylene
208-96-8

acenaphthylene

acenaphthene quinone
82-86-0

acenaphthene quinone

Conditions
ConditionsYield
With benzeneseleninic anhydride In chlorobenzene at 120℃; for 2h;94%
With N-Bromosuccinimide; water; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 60 - 70℃; for 3h;79%
With sodium dichromate; cerous nitrate In acetic acid for 19h; Ambient temperature;36%

Acenaphthalene Consensus Reports

Reported in EPA TSCA Inventory.

Acenaphthalene Analytical Methods

For occupational chemical analysis use NIOSH: Polynuclear Aromatic Hydrocarbons (HPLC), 5506; (GC), 5515.

Acenaphthalene Specification

1. Introduction of Acenaphthalene

The IUPAC name of this chemical is Acenaphthylene. With the CAS registry number 208-96-8 and EINECS 205-917-1, it is also named as Cyclopenta(de)naphthalene. In addition, the molecular formula is C12H8 and the molecular weight is 152.20. It is a kind of yellow crystalline powder and insoluble in water. What's more, it belongs to the class of Industrial/Fine Chemicals; AA to ALAnalytical Standards; A; A-BAlphabetic; Alpha Sort; AromaticsChemical Class; Chemical Class; Hydrocarbons; NeatsAnalytical Standards; PAHs; Volatiles/ Semivolatiles; Arenes; Building Blocks; Organic Building Blocks; Naphthalenes; AA to AL; Alphabetic.

2. Physical properties about this chemical

(1)ACD/LogP: 3.27; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.266; (4)ACD/LogD (pH 7.4): 3.266; (5)ACD/BCF (pH 5.5): 178.758; (6)ACD/BCF (pH 7.4): 178.758; (7)ACD/KOC (pH 5.5): 1424.886; (8)ACD/KOC (pH 7.4): 1424.886; (9)Index of Refraction: 1.732; (10)Molar Refractivity: 51.262 cm3; (11)Molar Volume: 128.196 cm3; (12)Polarizability: 20.322 ×10-24cm3; (13)Surface Tension: 54.72 dyne/cm; (14)Density: 1.187 g/cm3; (15)Flash Point: 137.161 °C; (16)Enthalpy of Vaporization: 51.726 kJ/mol; (17)Boiling Point: 298.86 °C at 760 mmHg; (18)Vapour Pressure: 0.002 mmHg at 25°C.

3.Structure descriptors of Acenaphthalene

(1)SMILES: c1cc2cccc3c2c(c1)C=C3
(2)InChI: InChI=1/C12H8/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h1-8H
(3)InChIKey: HXGDTGSAIMULJN-UHFFFAOYAQ

4. Preparation of Acenaphthylene

Acenaphthalene can be prepared by acenaphthene through vapor-phase catalytic dehydrogenation. Put industrial acenaphthene into molten kettle, use an indirect steam heat it to melt, then use compressed air press acenaphthene liquid into the spiral mixer gasification. After heating the mixture to about 450 °C, let the mixture into dehydrogenation reactor for catalytic dehydrogenation, condense and dry the product.

5.Uses of Acenaphthylene

Acenaphthalene can be used for determinating aryl aldehyde. And it can be used to get 1,2-dichloro-acenaphthene. This reaction will need reagents iodosobenzene and HCl-silica gel and solvent solid. The reaction time is 5 minutes at ambient temperature. The yield is about 31%.

Acenaphthylene can be used to get 1,2-dichloro-acenaphthene

6.Safety information of Acenaphthalene

This chemical is highly flammable, harmful if swallowed and irritating to eyes, respiratory system and skin. It may cause lung damage if swallowed and may cause drowsiness and dizziness. In addition, it is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. And it has danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed. During using it,  avoid release to the environment and wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.). This material and its container must be disposed of as hazardous waste. And you should refer to special instructions/safety data sheets. If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. Keep away from sources of ignition and keep container tightly closed at last.

7.The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 1760mg/kg (1760mg/kg) AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BLOOD: HEMORRHAGE
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 9(9), Pg. 53, 1965.
rat LD50 intraperitoneal 1700mg/kg (1700mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 14(6), Pg. 46, 1970.

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