Product Name

  • Name

    Acenaphthene

  • EINECS 201-469-6
  • CAS No. 83-32-9
  • Article Data129
  • CAS DataBase
  • Density 1.043 g/cm3
  • Solubility 0.000347 g/100 mL in water
  • Melting Point 90-94 °C(lit.)
  • Formula C12H10
  • Boiling Point 278.999 °C at 760 mmHg
  • Molecular Weight 154.211
  • Flash Point 135.257 °C
  • Transport Information UN 3077 9/PG 3
  • Appearance white or pale yellow crystalline powder
  • Safety 26-36/37/39-60-61-37/39-45-36/37-16-7-62-36
  • Risk Codes 36/37/38-50/53-39/23/24/25-23/24/25-11-52/53-67-65-38
  • Molecular Structure Molecular Structure of 83-32-9 (Acenaphthene)
  • Hazard Symbols IrritantXi, DangerousN, ToxicT, FlammableF, HarmfulXn
  • Synonyms 1,8-Ethylenenaphthalene;1,2-Dihydroacenaphthene;
  • PSA 0.00000
  • LogP 2.93840

Synthetic route

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

acenaphthylene

1,4,4a,9a-tetrahydro-fluorene
52652-40-1

1,4,4a,9a-tetrahydro-fluorene

A

9H-fluorene
86-73-7

9H-fluorene

B

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
palladium on activated carbon at 250℃; for 2h;A 93%
B 90%
1,8-bis(bromomethyl)naphthalene
2025-95-8

1,8-bis(bromomethyl)naphthalene

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With hexamethyldistannane; palladium In toluene at 110℃; for 18h;90%
With norborn-2-ene; benzophenone In acetonitrile Irradiation;8.1%
With phenyllithium; benzene
1,2,3,4-tetrahydro-9H-fluorene
17057-95-3

1,2,3,4-tetrahydro-9H-fluorene

acenaphthylene
208-96-8

acenaphthylene

A

9H-fluorene
86-73-7

9H-fluorene

B

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
A n/a
B 90%
5-bromoacenaphthene
2051-98-1

5-bromoacenaphthene

A

1,1',2,2'-tetrahydro-5,5'-biacenaphthylene
41908-42-3

1,1',2,2'-tetrahydro-5,5'-biacenaphthylene

B

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With [2,2]bipyridinyl; nickel dichloride; zinc In N,N-dimethyl-formamide at 70℃; for 3h; Dimerization; dehalogenation;A 85%
B 5%
With 9,10-phenanthroline; nickel dichloride; zinc In N,N-dimethyl-formamide at 70℃; for 3h; Dehalogenation; dimerization;A 71%
B 15%
Stage #1: 5-bromoacenaphthene With [2,2]bipyridinyl; nickel dichloride; zinc In N,N-dimethyl-formamide at 70℃; for 6h;
Stage #2: With hydrogenchloride In N,N-dimethyl-formamide at 30 - 40℃; for 0.5h; Title compound not separated from byproducts;
A 95 % Chromat.
B 5 % Chromat.
5-bromoacenaphthene
2051-98-1

5-bromoacenaphthene

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon In 1,2-dichloro-ethane at 50℃; for 2h;81%
acetic anhydride
108-24-7

acetic anhydride

acenaphthylene
208-96-8

acenaphthylene

A

5-ethylacenaphthene
13936-05-5

5-ethylacenaphthene

B

1-acenaphthen-3-yl-ethanone
7434-96-0

1-acenaphthen-3-yl-ethanone

C

5-acetylacenaphthene
10047-18-4

5-acetylacenaphthene

D

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With iodine; hypophosphorous acid In acetic acid for 24h; Heating;A 5%
B 40%
C 3%
D 52%
5-bromoacenaphthene
2051-98-1

5-bromoacenaphthene

carbon monoxide
201230-82-2

carbon monoxide

A

acenaphthene-5-carboxylic acid
55720-22-4

acenaphthene-5-carboxylic acid

B

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With dicobalt octacarbonyl; potassium carbonate; methyloxirane In methanol at 60℃; under 760 Torr; for 6h;A 50%
B n/a
4-chloro-n-butyric anhydride
20496-01-9

4-chloro-n-butyric anhydride

acenaphthylene
208-96-8

acenaphthylene

A

acenaphthene
83-32-9

acenaphthene

B

1-Acenaphthen-1-yl-4-chloro-butan-1-one
88970-55-2

1-Acenaphthen-1-yl-4-chloro-butan-1-one

C

4-Chloro-butyric acid 1-[2H-acenaphthylen-(1Z)-ylidene]-4-chloro-butyl ester

4-Chloro-butyric acid 1-[2H-acenaphthylen-(1Z)-ylidene]-4-chloro-butyl ester

D

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

1(2H)-acenaphthylenone

Conditions
ConditionsYield
In N,N-dimethyl-formamide electrolysis at -1.7 V (0.1 M TBAI); Further byproducts given;A 6%
B 46%
C n/a
D 8.5%
In N,N-dimethyl-formamide electrolysis at -1.7 V (0.1 M TBAI); Further byproducts given;A 6%
B 46%
C 8.5%
D 8.5%
4-chloro-n-butyric anhydride
20496-01-9

4-chloro-n-butyric anhydride

acenaphthylene
208-96-8

acenaphthylene

A

acenaphthene
83-32-9

acenaphthene

B

1-Acenaphthen-1-yl-4-chloro-butan-1-one
88970-55-2

1-Acenaphthen-1-yl-4-chloro-butan-1-one

C

4-Chloro-butyric acid 1-[2H-acenaphthylen-(1E)-ylidene]-4-chloro-butyl ester

4-Chloro-butyric acid 1-[2H-acenaphthylen-(1E)-ylidene]-4-chloro-butyl ester

D

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

1(2H)-acenaphthylenone

Conditions
ConditionsYield
In N,N-dimethyl-formamide electrolysis at -1.7 V (0.1 M TBAI); Further byproducts given;A 6%
B 46%
C 3.5%
D 8.5%
acetic anhydride
108-24-7

acetic anhydride

acenaphthylene
208-96-8

acenaphthylene

A

acenaphthene
83-32-9

acenaphthene

B

Acetic acid 1-[2H-acenaphthylen-(1Z)-ylidene]-ethyl ester

Acetic acid 1-[2H-acenaphthylen-(1Z)-ylidene]-ethyl ester

C

Acetic acid 1-[2H-acenaphthylen-(1E)-ylidene]-ethyl ester

Acetic acid 1-[2H-acenaphthylen-(1E)-ylidene]-ethyl ester

D

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

1(2H)-acenaphthylenone

Conditions
ConditionsYield
In N,N-dimethyl-formamide electrolysis at -1.7 V (0.1 M TBAI); Further byproducts given;A 9%
B 43%
C 18%
D n/a
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%
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%
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%
carbon dioxide
124-38-9

carbon dioxide

acenaphthylene
208-96-8

acenaphthylene

methyl iodide
74-88-4

methyl iodide

A

acenaphthene
83-32-9

acenaphthene

trans-1,2-dicarbomethoxy-1,2-dihydroacenaphthylene
5673-04-1, 5673-22-3, 51869-93-3, 56137-60-1, 93012-10-3

trans-1,2-dicarbomethoxy-1,2-dihydroacenaphthylene

C

Acetic acid 1-[2H-acenaphthylen-(1E)-ylidene]-ethyl ester

Acetic acid 1-[2H-acenaphthylen-(1E)-ylidene]-ethyl ester

D

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

1(2H)-acenaphthylenone

Conditions
ConditionsYield
1.) electrolysis at -1.7 V (0.1 M TBAI), DMF, -35 deg C; 2) overnight; Yield given. Multistep reaction. Further byproducts given;A 9%
B n/a
C 18%
D n/a
1,8-bis(phenylselenomethyl)-naphthalene

1,8-bis(phenylselenomethyl)-naphthalene

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With benzophenone In acetonitrile Irradiation;12.3%
In cyclohexane Irradiation; with a KrF (248 nm) excimer laser;
In cyclohexane Irradiation;
4-chloro-n-butyric anhydride
20496-01-9

4-chloro-n-butyric anhydride

acenaphthylene
208-96-8

acenaphthylene

A

acenaphthene
83-32-9

acenaphthene

B

Cyclopropanecarboxylic acid 1-[2H-acenaphthylen-(1Z)-ylidene]-4-chloro-butyl ester

Cyclopropanecarboxylic acid 1-[2H-acenaphthylen-(1Z)-ylidene]-4-chloro-butyl ester

C

4-Chloro-butyric acid [2H-acenaphthylen-(1E)-ylidene]-cyclopropyl-methyl ester

4-Chloro-butyric acid [2H-acenaphthylen-(1E)-ylidene]-cyclopropyl-methyl ester

D

4-Chloro-butyric acid 1-[2H-acenaphthylen-(1Z)-ylidene]-4-chloro-butyl ester

4-Chloro-butyric acid 1-[2H-acenaphthylen-(1Z)-ylidene]-4-chloro-butyl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide electrolysis at -1.7 V (0.1 M TBAI); Further byproducts given;A 9%
B 3%
C 4%
D 11%
1,8-bis(phenylthiomethyl)-naphthalene
97840-91-0

1,8-bis(phenylthiomethyl)-naphthalene

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With benzophenone In acetonitrile Irradiation;5.5%
In cyclohexane Irradiation; with a KrF (248 nm) excimer laser;72 % Spectr.
In cyclohexane Irradiation;
n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

phosgene
75-44-5

phosgene

diethyl ether
60-29-7

diethyl ether

3-bromoacenaphthene
5209-31-4

3-bromoacenaphthene

acenaphthene
83-32-9

acenaphthene

naphthalene
91-20-3

naphthalene

ethene
74-85-1

ethene

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
bei Rotglut;
naphthalene
91-20-3

naphthalene

ethene
74-85-1

ethene

A

2,2'-binaphthalene
612-78-2

2,2'-binaphthalene

B

phenanthrene
85-01-8

phenanthrene

C

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
beim Leiten durch ein gluehendes Rohr;
1,2,2a,3,4,5-hexahydro-acenaphthylene
480-72-8

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

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With sulfur at 180℃;
cis-acenaphthene-1,2-diol
2963-86-2

cis-acenaphthene-1,2-diol

(+/-)-(2aξH)-2a.3.4.5-tetrahydro-acenaphthenediol-(1r.2c)
16897-64-6

(+/-)-(2aξH)-2a.3.4.5-tetrahydro-acenaphthenediol-(1r.2c)

B

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With hydrogenchloride; ethanol; iron(III) chloride at 50℃; Hydrogenation.weiteres Reagens: Platin;
1(2H)-acenaphthylenone oxime
5088-53-9

1(2H)-acenaphthylenone oxime

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With acetic acid; zinc
(+/-)-cis-1,2,2a,3,4,5-hexahydro-acenaphthylene-3-carboxylic acid

(+/-)-cis-1,2,2a,3,4,5-hexahydro-acenaphthylene-3-carboxylic acid

A

1,2-dihydroacenaphthylene-3-carboxylic acid
7424-63-7

1,2-dihydroacenaphthylene-3-carboxylic acid

B

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With palladium on activated charcoal
(+/-)-trans-1,2,2a,3,4,5-hexahydro-acenaphthylene-3-carboxylic acid

(+/-)-trans-1,2,2a,3,4,5-hexahydro-acenaphthylene-3-carboxylic acid

A

1,2-dihydroacenaphthylene-3-carboxylic acid
7424-63-7

1,2-dihydroacenaphthylene-3-carboxylic acid

B

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With palladium on activated charcoal
(8-carboxy-[1]naphthyl)-glyoxylic acid
861597-33-3

(8-carboxy-[1]naphthyl)-glyoxylic acid

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
With phosphorus; hydrogen iodide
acenaphthene-1,5-dicarboxylic acid
51869-97-7, 51869-99-9

acenaphthene-1,5-dicarboxylic acid

A

acenaphthene-5-carboxylic acid
55720-22-4

acenaphthene-5-carboxylic acid

B

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
at 280℃;
acenaphthene-1,2-dione disemicarbazone

acenaphthene-1,2-dione disemicarbazone

sodium ethanolate
141-52-6

sodium ethanolate

acenaphthene
83-32-9

acenaphthene

Conditions
ConditionsYield
at 200℃; im Rohr;
acenaphthene
83-32-9

acenaphthene

decahydroacenaphthene
2146-36-3

decahydroacenaphthene

Conditions
ConditionsYield
100%
aluminum nickel100%
Rh/C100%
acenaphthene
83-32-9

acenaphthene

9,9,10,10-tetradeuteroacenaphthene tetradeuteroacenaphthene
16333-90-7

9,9,10,10-tetradeuteroacenaphthene tetradeuteroacenaphthene

Conditions
ConditionsYield
With dimethylsulfoxide-d6; sodium hydride at 78℃; for 22h;100%
With sodium dimsylate-d5; dimethylsulfoxide-d6 at 75℃; for 20h;
With water-d2; sodium hydride In dimethylsulfoxide-d699.8 %Spectr.
With dimethylsulfoxide-d6; sodium hydride
acenaphthene
83-32-9

acenaphthene

phthalic anhydride
85-44-9

phthalic anhydride

Conditions
ConditionsYield
With oxygen at 300 - 330℃;100%
With oxygen at 300 - 330℃;100%
With oxygen at 300 - 330℃;100%
acenaphthene
83-32-9

acenaphthene

(2aR,5aα,8aR,8bα)-dodecahydro-acenaphthylene

(2aR,5aα,8aR,8bα)-dodecahydro-acenaphthylene

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon at 130℃; under 3000.3 - 7500.75 Torr; for 4 - 10h; Product distribution / selectivity;99.5%
acenaphthene
83-32-9

acenaphthene

5-bromoacenaphthene
2051-98-1

5-bromoacenaphthene

Conditions
ConditionsYield
With cerium(III) chloride heptahydrate; dihydrogen peroxide; acetic acid; sodium bromide In water at 20℃; for 3h; Reagent/catalyst; Temperature;97.5%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 3h;97%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃;96%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

acenaphthene
83-32-9

acenaphthene

4,5,7,8-tetrakis(trimethylsilyl)-4,5,7,8-tetrahydroacenaphthene
80262-78-8

4,5,7,8-tetrakis(trimethylsilyl)-4,5,7,8-tetrahydroacenaphthene

Conditions
ConditionsYield
With lithium In tetrahydrofuran at 0 - 5℃;97%
acenaphthene
83-32-9

acenaphthene

4-nitroacenaphthene
602-87-9

4-nitroacenaphthene

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate; acetic acid at 35℃; for 5h; Reagent/catalyst; Temperature;96%
With bismuth(III) nitrate; acetic anhydride; acetic acid at 20℃; for 6h; Reagent/catalyst; Temperature;96.5%
With nitric acid In dichloromethane at 10℃; for 1.33333h;90%
acenaphthene
83-32-9

acenaphthene

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

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

Conditions
ConditionsYield
With hydrogen In n-heptane at 150 - 200℃; under 15001.5 Torr; for 1h; Autoclave;96.2%
With Raney Ni-Al In potassium hydroxide; water at 90℃; for 6.5h; Reduction;93%
With cobalt(II) chloride hexahydrate; lithium In tetrahydrofuran at 25℃; for 2h; Birch reaction; Inert atmosphere; regioselective reaction;88%
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
chloral hydrate
302-17-0

chloral hydrate

acenaphthene
83-32-9

acenaphthene

1,1,1-trichloro-2,2-di(acenaphth-4-yl)ethane
22010-44-2

1,1,1-trichloro-2,2-di(acenaphth-4-yl)ethane

Conditions
ConditionsYield
With sulfuric acid In chloroform 1.) 20 deg C, 1 h, 2.) 25 deg C, 3 h;94%
N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

acenaphthene
83-32-9

acenaphthene

5-bromoacenaphthene
2051-98-1

5-bromoacenaphthene

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 3h;93.6%
acenaphthene
83-32-9

acenaphthene

1,8-Naphthalic anhydride
81-84-5

1,8-Naphthalic anhydride

Conditions
ConditionsYield
With sodium dichromate92%
With copper(II) acetate dihydrate; manganese(II) acetate dihydrate; oxygen; acetic acid; potassium bromide at 105℃;90%
With sodium dichromate In acetic acid at 75℃; for 8h;80%
2,2-bis(4-chlorocarbonylphenyl)-hexafluoropropane
1102-92-7

2,2-bis(4-chlorocarbonylphenyl)-hexafluoropropane

acenaphthene
83-32-9

acenaphthene

(4-{1-[4-(Acenaphthene-5-carbonyl)-phenyl]-2,2,2-trifluoro-1-trifluoromethyl-ethyl}-phenyl)-acenaphthen-5-yl-methanone
107508-65-6

(4-{1-[4-(Acenaphthene-5-carbonyl)-phenyl]-2,2,2-trifluoro-1-trifluoromethyl-ethyl}-phenyl)-acenaphthen-5-yl-methanone

Conditions
ConditionsYield
With aluminium trichloride In 1,2-dichloro-ethane 1.) 0 -> 60 deg C, 2 h, 2.) 60 deg C, 1 h;92%
1,2,4,5-tetracyanobenzene
712-74-3

1,2,4,5-tetracyanobenzene

acenaphthene
83-32-9

acenaphthene

A

5-(acenapthen-1-yl)benzene-1,2,4-tricarbonitrile
138905-02-9

5-(acenapthen-1-yl)benzene-1,2,4-tricarbonitrile

B

4,6-di(acenaphthen-1-yl)benzene-1,3-dicarbonitrile
138905-03-0

4,6-di(acenaphthen-1-yl)benzene-1,3-dicarbonitrile

C

acenaphthene quinone
82-86-0

acenaphthene quinone

Conditions
ConditionsYield
In acetonitrile for 12h; Product distribution; Mechanism; Irradiation; other solvents, irradiation at different wave-length;A 90%
B 1.5%
C n/a
In acetonitrile for 12h; Irradiation;A 90%
B 1.5%
C 2 mg
acenaphthene
83-32-9

acenaphthene

trifluoromethanesulphonyloxy-methylene-N,N-dimethyliminium trifluoromethanesulphonate
132407-64-8

trifluoromethanesulphonyloxy-methylene-N,N-dimethyliminium trifluoromethanesulphonate

acenaphthene-5-carbaldehyde
5345-46-0

acenaphthene-5-carbaldehyde

Conditions
ConditionsYield
In chloroform at 130℃; for 72h;90%
1,8-bis(2,6-dichlorophenylethynyl)naphthalene
1336881-66-3

1,8-bis(2,6-dichlorophenylethynyl)naphthalene

acenaphthene
83-32-9

acenaphthene

7,14-bis(2,6-dichlorophenyl)acenaphtho[1,2-k]fluoranthene
1422960-20-0

7,14-bis(2,6-dichlorophenyl)acenaphtho[1,2-k]fluoranthene

Conditions
ConditionsYield
Stage #1: 1,8-bis(2,6-dichlorophenylethynyl)naphthalene; acenaphthene With tris(triphenylphosphine)rhodium(l) chloride In 5,5-dimethyl-1,3-cyclohexadiene at 110℃; for 60h; Inert atmosphere; Sealed tube;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 5,5-dimethyl-1,3-cyclohexadiene at 20 - 110℃; Inert atmosphere; Sealed tube;
90%
acenaphthene
83-32-9

acenaphthene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

1,2-dihydroacenaphthylene-3-carbaldehyde
92378-92-2

1,2-dihydroacenaphthylene-3-carbaldehyde

Conditions
ConditionsYield
With silica gel; trichlorophosphate for 0.025h; Formylation; Microwave irradiation (300 W);89%
acenaphthene
83-32-9

acenaphthene

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

5-(p-methoxybenzoyl)acenaphthene

5-(p-methoxybenzoyl)acenaphthene

Conditions
ConditionsYield
With aluminum (III) chloride In 1,1,2,2-tetrachloroethane at 20℃;87%
With carbon disulfide; aluminium trichloride
acenaphthene
83-32-9

acenaphthene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

acenaphthene-5-carbaldehyde
5345-46-0

acenaphthene-5-carbaldehyde

Conditions
ConditionsYield
With trichlorophosphate at 90 - 95℃; for 3h; Vilsmeier Reaction;85%
With trichlorophosphate at 70℃; for 3h;57%
With trichlorophosphate at 90 - 95℃; for 3.33h;46.74%
acenaphthene
83-32-9

acenaphthene

1,2-dibromoacenaphthylene
13019-33-5

1,2-dibromoacenaphthylene

Conditions
ConditionsYield
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 4h; Inert atmosphere; Reflux;84%
With N-Bromosuccinimide; benzoic acid anhydride
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 2h; Reflux;
With N-Bromosuccinimide
acenaphthene
83-32-9

acenaphthene

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

1(2H)-acenaphthylenone

Conditions
ConditionsYield
With tert.-butylhydroperoxide; V2O5/TiO2 In water at 80℃; for 8h; Sealed tube; Green chemistry;82%
With potassium permanganate; sulfuric acid; triethylamine In chloroform Ambient temperature;76%
With tetrakis(pyridine)silver(II) peroxodisulfate In acetonitrile for 1h; Heating;60%
acenaphthene
83-32-9

acenaphthene

acenaphthene quinone
82-86-0

acenaphthene quinone

Conditions
ConditionsYield
With benzeneseleninic anhydride In chlorobenzene at 120℃; for 24h;81%
With sodium dichromate; acetic acid ; cerium (IV)-acetate; acetic acid at 40℃; Reagens 4: CeCl3;
With ammonium dichromate; acetic acid at 100℃;
acenaphthene
83-32-9

acenaphthene

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

acenaphthen-5-yl-p-tolyl sulfone
80464-89-7

acenaphthen-5-yl-p-tolyl sulfone

Conditions
ConditionsYield
With tin(IV) chloride at 140℃;80%
With tin(IV) chloride
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%

Acenaphthene Chemical Properties

Product Name: Acenaphthene (CAS NO.83-32-9)
IUPAC Name: 1,2-dihydroacenaphthylene

Molecular formula: C12H10 
Formula weight: 154.21
Index of Refraction:  1.691 
Molar Refractivity:  51.65 cm3 
Molar Volume:  134.9 cm
Surface Tension:  49.2 dyne/cm 
Density:  1.143 g/cm3 
Flash Point:  135.3 °C 
Enthalpy of Vaporization:  49.68 kJ/mol 
Boiling Point:  279 °C at 760 mmHg 
Vapour Pressure:  0.00698 mmHg at 25°C 
Product Categories: Aromatic Compounds; Aromatic Hydrocarbons (substituted) & Derivatives; Highly Purified Reagents; Other Categories; Zone Refined Products; A; AA to ALAnalytical Standards; A-BAlphabetic; Alpha Sort; Chemical Class; Naphthalenes; Volatiles/ Semivolatiles; AromaticsChemical Class; Hydrocarbons; NeatsAnalytical Standards; PAHs

Acenaphthene Uses

 Acenaphthene (CAS NO.83-32-9) is used in preparation of dyes, pesticides and pharmaceuticals. It does not appear to be carcinogenic.

Acenaphthene Toxicity Data With Reference

1.    

mmo-omi 3 mg

    MIKBA5    Mikrobiologiya. 54 (1985),360.
2.    

ipr-rat LD50:600 mg/kg

    GTPZAB    Gigiena Truda i Professional’nye Zabolevaniia. Labor Hygiene and Occupational Diseases. 14 (6)(1970),46.

Acenaphthene Consensus Reports

Reported in EPA TSCA Inventory.

Acenaphthene Safety Profile

Moderately toxic by intraperitoneal route. Mutation data reported.Incompatible with strong oxidizing agents, ozone, chlorinating agents. When heated to decomposition it emits acrid smoke and irritating vapors.
For occupational chemical analysis use NIOSH: Polynuclear Aromatic Hydrocarbons (HPLC), 5506; (GC), 5515.
Hazard Codes  XiIrritant,NDangerous,TToxic,FFlammable,XnHarmful
Risk Statements  36/37/38-50/53-39/23/24/25-23/24/25-11-52/53-67-65-38 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R39:Danger of very serious irreversible effects. 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R11:Highly flammable. 
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R67:Vapours may cause drowsiness and dizziness. R65:Harmful: may cause lung damage if swallowed. 
R38:Irritating to skin.
Safety Statements  26-36/37/39-60-61-37/39-45-36/37-16-7-62-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S37/39:Wear suitable gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37:Wear suitable protective clothing and gloves. 
S17:Keep away from combustible material. 
S62:If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. 
S36:Wear suitable protective clothing.
RIDADR  UN 3077 9/PG 3
WGK Germany  3
RTECS  AB1000000
HazardClass  9
PackingGroup  III
HS Code  29029080

Acenaphthene Analytical Methods

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

Acenaphthene Specification

 Acenaphthene (CAS NO.83-32-9) is a polycyclic aromatic hydrocarbon (PAH) consisting of naphthalene with an ethylene bridge connecting positions 1 and 8. An alternative name, 1,2-dihydroacenaphthylene, emphasizes that it is a hydrogenated form of acenaphthylene. It is a constituent of coal tar. It was prepared the first time from coal tar by Marcellin Berthelot and after that with Bardy he synthesized it from α-ethyl naphthalene.

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