Product Name

  • Name

    Fluoranthene

  • EINECS 205-912-4
  • CAS No. 206-44-0
  • Article Data113
  • CAS DataBase
  • Density 1.249 g/cm3
  • Solubility insoluble in water
  • Melting Point 109 °C
  • Formula C16H10
  • Boiling Point 374.998 °C at 760 mmHg
  • Molecular Weight 202.255
  • Flash Point 168.375 °C
  • Transport Information UN 1593 6.1/PG 3
  • Appearance Light yellow fine crystals
  • Safety 37/39-26-36/37-24/25-23-62-61-60-45-16-7
  • Risk Codes 22-36/37/38-40-67-65-50/53-38-11-39/23/24/25-23/24/25
  • Molecular Structure Molecular Structure of 206-44-0 (Fluoranthene)
  • Hazard Symbols HarmfulXn, DangerousN, FlammableF, ToxicT
  • Synonyms 1,2-(1,8-Naphthylene)benzene;Benzene, 1,2-(1,8-naphthalenediyl)-;Benzo[jk]fluorene;ClusterCarbon;Idryl;NSC 6803;
  • PSA 0.00000
  • LogP 4.48720

Synthetic route

8-phenylnaphthalen-1-yl nonafluorobutanesulfonate

8-phenylnaphthalen-1-yl nonafluorobutanesulfonate

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); 1-Adamantanecarboxylic acid In N,N-dimethyl acetamide at 110℃; for 24h; Inert atmosphere;98%
1-(2-fluorophenyl)naphthalene
1246661-49-3

1-(2-fluorophenyl)naphthalene

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With dimethyldimesitylsilane In chlorobenzene at 110℃; for 8h; Friedel Crafts reaction; Inert atmosphere;93%
With aluminum oxide at 150℃; for 60h; Inert atmosphere;79%
1-(2-trifluormethanesulfonyloxyphenyl)naphthalene
141362-13-2

1-(2-trifluormethanesulfonyloxyphenyl)naphthalene

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; lithium chloride; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 140℃; for 6h;90%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; lithium chloride; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 140℃; for 6h; other aryl bromides; other MOM phenyl ethers;90%
6b,7,10,10a-tetrahydrofluoranthene-6b,10a-diol
1598372-53-2

6b,7,10,10a-tetrahydrofluoranthene-6b,10a-diol

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 75℃; for 6.5h;90%
1-Bromonaphthalene
90-11-9

1-Bromonaphthalene

(2-bromophenyl)boronic acid
244205-40-1

(2-bromophenyl)boronic acid

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); 1,8-diazabicyclo[5.4.0]undec-7-ene; tricyclohexylphosphine In N,N-dimethyl-formamide at 155℃; for 48h; Suzuki coupling, Heck coupling;87%
1-Naphthylboronic acid
13922-41-3

1-Naphthylboronic acid

1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); 1,8-diazabicyclo[5.4.0]undec-7-ene; tricyclohexylphosphine In N,N-dimethyl-formamide at 155℃; for 48h; Suzuki coupling, Heck coupling;87%
3,9-Diethynyl-phenanthrene
198780-91-5

3,9-Diethynyl-phenanthrene

A

fluoranthene
206-44-0

fluoranthene

B

cyclopenta[c,d]pyrene
27208-37-3

cyclopenta[c,d]pyrene

C

acephenanthrylene
201-06-9

acephenanthrylene

D

8-ethynylfluoranthene

8-ethynylfluoranthene

E

9-ethynylacephenanthrylene

9-ethynylacephenanthrylene

Conditions
ConditionsYield
at 1000℃; under 0.01 Torr; Mechanism; var. of temp.; other polyclic aromatic hydrocarbon with ethynyl subst.;A 2%
B 1%
C 4%
D 8%
E 85%
3,9-Diethynyl-phenanthrene
198780-91-5

3,9-Diethynyl-phenanthrene

A

fluoranthene
206-44-0

fluoranthene

B

cyclopenta[c,d]pyrene
27208-37-3

cyclopenta[c,d]pyrene

C

8-ethynylfluoranthene

8-ethynylfluoranthene

D

9-ethynylacephenanthrylene

9-ethynylacephenanthrylene

Conditions
ConditionsYield
at 1000℃; under 0.01 Torr; Further byproducts given;A 2%
B 1%
C 8%
D 85%
1-phenyl-2-iodonaphthalene
607731-70-4

1-phenyl-2-iodonaphthalene

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With palladium diacetate; cesium pivalate; bis-diphenylphosphinomethane In N,N-dimethyl-formamide at 110℃; for 24h;81%
With palladium diacetate; potassium pivalate; DavePhos In N,N-dimethyl-formamide at 100℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;70%
With palladium diacetate; cesium pivalate; bis-diphenylphosphinomethane In N,N-dimethyl-formamide at 110℃; for 12h; Inert atmosphere;
2-(2-bromo-acenaphthylen-yl)-3,6-dihydro-2H-pyran
1071935-91-5

2-(2-bromo-acenaphthylen-yl)-3,6-dihydro-2H-pyran

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With tetrabutyl-ammonium chloride; palladium diacetate; caesium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 85 - 90℃; for 1.5h; Inert atmosphere;80%
2-(1-naphthalenyl)benzenediazonium tetrafluoroborate

2-(1-naphthalenyl)benzenediazonium tetrafluoroborate

acetonitrile
75-05-8

acetonitrile

A

6-methylbenzo[k]phenanthridine
22207-70-1

6-methylbenzo[k]phenanthridine

B

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
at 120℃; for 3h; Sealed tube;A 11%
B 71%
1-phenyl-2-bromonaphthalene
93989-32-3

1-phenyl-2-bromonaphthalene

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With palladium diacetate; cesium pivalate; bis-diphenylphosphinomethane In N,N-dimethyl-formamide at 110℃; for 72h;70%
7-(methylthio)fluoranthene

7-(methylthio)fluoranthene

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
Raney Ni (W2) In ethanol for 6h; Heating;70%
(E)-1-(1-buten-3-ynyl)-8-ethynylnaphthalene
205124-48-7

(E)-1-(1-buten-3-ynyl)-8-ethynylnaphthalene

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With hydroquinone In xylene at 150℃; for 6h; Cyclization;65%
2-(naphthalen-1-yl)benzenamine
92855-12-4

2-(naphthalen-1-yl)benzenamine

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With tert.-butylnitrite In acetonitrile at 80℃; for 10h;65%
3H-indazole-3-spiro-1'-naphthalen-4'(1'H)-one
75519-68-5

3H-indazole-3-spiro-1'-naphthalen-4'(1'H)-one

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With water; sodium chloride; zinc64%
Multi-step reaction with 3 steps
1: 94 percent / Heating
2: 66 percent / zinc dust, sodium chloride, water / 3 h / 150 °C / Heating
3: zinc dust, sodium chloride, water / 2 h / 240 °C
View Scheme
Multi-step reaction with 2 steps
1: 47 percent / 1,2-dichloro-benzene / Heating
2: zinc dust, sodium chloride, water / 2 h / 240 °C
View Scheme
4-phenylnaphtho[2,3-c]furan-1,3-dione
1985-37-1

4-phenylnaphtho[2,3-c]furan-1,3-dione

A

1-phenylnaphthalene
605-02-7

1-phenylnaphthalene

B

fluoranthene
206-44-0

fluoranthene

C

acephenanthrylene
201-06-9

acephenanthrylene

D

aceanthrylene
202-03-9

aceanthrylene

Conditions
ConditionsYield
1.) 960 deg C, 0.02 mm, 2.) 180-200 deg C, 1.25 h; Yields of byproduct given;A n/a
B 60%
C n/a
D n/a
at 960℃; under 0.02 Torr; Mechanism; Product distribution; var. temperature;
1-bromo-8-phenylnaphthalene
1121545-24-1

1-bromo-8-phenylnaphthalene

diphenyl acetylene
501-65-5

diphenyl acetylene

A

fluoranthene
206-44-0

fluoranthene

B

7,8-diphenylbenzo[4,5]cyclohepta[1,2,3-de]naphthalene

7,8-diphenylbenzo[4,5]cyclohepta[1,2,3-de]naphthalene

Conditions
ConditionsYield
With silver (II) carbonate; triphenyl-arsane; palladium diacetate In 1,2-dichloro-ethane at 80℃; for 18h; Schlenk technique; Inert atmosphere; Sealed tube;A 20%
B 59%
1,2-bis(4,4,5,5-tetramethyl-[1,3,2]dioxabororan-2-yl)benzene
269410-07-3

1,2-bis(4,4,5,5-tetramethyl-[1,3,2]dioxabororan-2-yl)benzene

1,8-diiodonaphthalene
1730-04-7

1,8-diiodonaphthalene

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0); water; caesium carbonate In 1,2-dimethoxyethane at 80℃; for 24h; Suzuki-Miyaura cross-coupling reaction; Inert atmosphere;56%
8-(1-chloroethenyl)fluoranthene
198780-94-8

8-(1-chloroethenyl)fluoranthene

A

fluoranthene
206-44-0

fluoranthene

B

benzo[ghi]fluoranthene
203-12-3

benzo[ghi]fluoranthene

C

8-ethynylfluoranthene

8-ethynylfluoranthene

Conditions
ConditionsYield
at 1200℃; under 0.01 Torr;A 31%
B 17%
C 52%
1,4-dibromonaphthalene
83-53-4

1,4-dibromonaphthalene

(2-bromophenyl)boronic acid
244205-40-1

(2-bromophenyl)boronic acid

A

fluoranthene
206-44-0

fluoranthene

B

indeno[123-cd]fluoranthene
193-43-1

indeno[123-cd]fluoranthene

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); 1,8-diazabicyclo[5.4.0]undec-7-ene; tricyclohexylphosphine In N,N-dimethyl-formamide at 155℃; for 48h; Suzuki coupling, Heck coupling;A 35%
B 51%
aceanthrylene
202-03-9

aceanthrylene

A

fluoranthene
206-44-0

fluoranthene

B

acephenanthrylene
201-06-9

acephenanthrylene

Conditions
ConditionsYield
at 1100℃; for 0.000555556h; Product distribution; Mechanism;A 47%
B 14%
1,2-bis(trimethylsilylethynyl)acenaphthylene

1,2-bis(trimethylsilylethynyl)acenaphthylene

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With sodium hydroxide; tellurium; hydrazine; sodium tetrahydroborate; Aliquat 464 In benzene at 40℃; for 8h; sonication;30%
2-(naphthalen-1-yl)benzenamine
92855-12-4

2-(naphthalen-1-yl)benzenamine

phenylacetylene
536-74-3

phenylacetylene

A

1-phenylnaphthalene
605-02-7

1-phenylnaphthalene

B

fluoranthene
206-44-0

fluoranthene

C

6-phenylbenzo[c]phenanthrene
64954-44-5

6-phenylbenzo[c]phenanthrene

Conditions
ConditionsYield
With fac-tris(2-phenylpyridinato-N,C2')iridium(III); tert.-butylnitrite In acetonitrile at 20℃; for 15h; Sealed tube; Irradiation;A 30%
B 20%
C 24%
3,9-Diethynyl-phenanthrene
198780-91-5

3,9-Diethynyl-phenanthrene

A

fluoranthene
206-44-0

fluoranthene

B

cyclopenta[c,d]pyrene
27208-37-3

cyclopenta[c,d]pyrene

C

acephenanthrylene
201-06-9

acephenanthrylene

D

8-ethynylfluoranthene

8-ethynylfluoranthene

Conditions
ConditionsYield
at 1025℃; under 0.01 Torr; Further byproducts given;A 7%
B 8%
C 16%
D 12%
3,9-diacetylfluoranthene
28440-64-4

3,9-diacetylfluoranthene

A

fluoranthene
206-44-0

fluoranthene

B

3-acetylfluoranthene
63278-00-2

3-acetylfluoranthene

C

1-(fluoranthen-8-yl)ethanone
114829-31-1

1-(fluoranthen-8-yl)ethanone

D

3-methyl-1Hbenzo[cd]fluoranthen-1-one

3-methyl-1Hbenzo[cd]fluoranthen-1-one

Conditions
ConditionsYield
With polyphosphoric acid (PPA) at 120℃; Temperature; Inert atmosphere; regioselective reaction;A n/a
B n/a
C n/a
D 11%
Triangular [4]phenylene
65513-20-4

Triangular [4]phenylene

A

fluoranthene
206-44-0

fluoranthene

B

chrysene
218-01-9

chrysene

C

benzo[ghi]fluoranthene
203-12-3

benzo[ghi]fluoranthene

Conditions
ConditionsYield
at 1000℃; flash vacuum pyrolysis;A 1%
B 2.5%
C 10%
thiophene
188290-36-0

thiophene

acenaphthylene
208-96-8

acenaphthylene

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With ethyl azidocarbonate In dichloromethane Heating;3%
1-cyclohex-1-enyl-naphthalene
40358-51-8

1-cyclohex-1-enyl-naphthalene

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With chromium corundum at 475 - 530℃;
With palladium on activated charcoal at 420 - 455℃;
1-phenylnaphthalene
605-02-7

1-phenylnaphthalene

fluoranthene
206-44-0

fluoranthene

Conditions
ConditionsYield
With chromium corundum at 475 - 530℃;
With palladium on activated charcoal at 420 - 455℃;
fluoranthene
206-44-0

fluoranthene

acetyl chloride
75-36-5

acetyl chloride

3,9-diacetylfluoranthene
28440-64-4

3,9-diacetylfluoranthene

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Friedel-Crafts Acylation; Inert atmosphere;100%
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 5h; Friedel-Crafts Acylation; regioselective reaction;42%
With carbon disulfide; aluminium trichloride
fluoranthene
206-44-0

fluoranthene

2,3-Dihydrofluoranthene
30339-87-8

2,3-Dihydrofluoranthene

Conditions
ConditionsYield
With ammonia; sodium In tetrahydrofuran at -50℃; for 0.416667h;100%
(i) Li, liq. NH3, (ii) NaOMe, MeOH; Multistep reaction;
fluoranthene
206-44-0

fluoranthene

9-oxo-9H-fluorene-1-carboxylic acid
1573-92-8

9-oxo-9H-fluorene-1-carboxylic acid

Conditions
ConditionsYield
With potassium dichromate99%
With potassium dichromate99%
With chromium(VI) oxide; acetic acid for 2h; Heating;98%
fluoranthene
206-44-0

fluoranthene

1,2,3,10b-tetrahydrofluoranthene
20279-21-4

1,2,3,10b-tetrahydrofluoranthene

Conditions
ConditionsYield
With tetraethylammonium bromide In ethanol at 60℃; electrolysis, lead cathode;98%
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; methylamine hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; Irradiation;96%
With hydrogenchloride; lithium perchlorate In N,N,N,N,N,N-hexamethylphosphoric triamide Mechanism; electrolysis; presence and absence of ethanol;
fluoranthene
206-44-0

fluoranthene

3-bromofluoranthene
13438-50-1

3-bromofluoranthene

Conditions
ConditionsYield
With bromine In nitrobenzene at 20℃; for 20h;94%
With N-Bromosuccinimide In acetonitrile at 20℃; for 24h;80%
With N-Bromosuccinimide In acetonitrile at 20℃; for 18h;75%
fluoranthene
206-44-0

fluoranthene

fluoranthene-1,2,3,4,5,6,7,8,9,10-d10

fluoranthene-1,2,3,4,5,6,7,8,9,10-d10

Conditions
ConditionsYield
With [mesitylenium]B(C6F5)4; benzene-d6 at 20℃; for 24h; Inert atmosphere;93%
With d7-N,N-dimethylformamide; potassium tert-butylate at 170℃; for 1h; Microwave irradiation;75%
fluoranthene
206-44-0

fluoranthene

chromium(0) hexacarbonyl
199620-14-9, 13007-92-6

chromium(0) hexacarbonyl

(1-5,15-η(6)-fluoranthene)(tricarbonyl)chromium
766538-69-6, 407630-34-6, 12303-67-2

(1-5,15-η(6)-fluoranthene)(tricarbonyl)chromium

Conditions
ConditionsYield
boiling;;91%
boiling;;91%
fluoranthene
206-44-0

fluoranthene

tetrahydro-furan; compound with GENERIC INORGANIC NEUTRAL COMPONENT

tetrahydro-furan; compound with GENERIC INORGANIC NEUTRAL COMPONENT

C32H20Ca*2C16H10*6C4H8O

C32H20Ca*2C16H10*6C4H8O

Conditions
ConditionsYield
In tetrahydrofuran for 2h;87%
fluoranthene
206-44-0

fluoranthene

dibenzenesulfonamide
2618-96-4

dibenzenesulfonamide

N-(fluoranthen-3-yl)-N-(phenylsulfonyl)benzenesulfonamide

N-(fluoranthen-3-yl)-N-(phenylsulfonyl)benzenesulfonamide

Conditions
ConditionsYield
With tris(bipyridine)ruthenium(II) dichloride hexahydrate; 1-λ3-benzo[d][1,2]iodaoxol-3(1H)-one In 1,2-dichloro-ethane at 40℃; for 12h; Irradiation; Inert atmosphere;87%
fluoranthene
206-44-0

fluoranthene

C80H34

C80H34

Conditions
ConditionsYield
With iron(III) chloride; nitromethane at 50℃; for 15h;84%
2,4,6-tri(4-pyridyl)-1,3,5-triazine
42333-78-8

2,4,6-tri(4-pyridyl)-1,3,5-triazine

[Ru2(η6-p-cymene)2(C6H2O4)Cl2]
1039768-31-4

[Ru2(η6-p-cymene)2(C6H2O4)Cl2]

fluoranthene
206-44-0

fluoranthene

silver trifluoromethanesulfonate
2923-28-6

silver trifluoromethanesulfonate

fluoranthene*[Ru6(p-cymene)6(2,4,6-tris(4-pyridyl)-1,3,5-triazine)2(2,5-dioxy-1,4-benzoquinonato)3](O3SCF3)6

fluoranthene*[Ru6(p-cymene)6(2,4,6-tris(4-pyridyl)-1,3,5-triazine)2(2,5-dioxy-1,4-benzoquinonato)3](O3SCF3)6

Conditions
ConditionsYield
In methanol byproducts: AgCl; a mixt. of complex and Ag-salt in methanol was stirred at room temp. for2 h, filtered, triazine-compound and aromatic molecule were added, the mixt. was stirred at room temp. for 24 h; the solvent was removed under vac., the residue was taken up in CH2Cl2, filtered, concd., diethyl ether was added; elem. anal.;81%
2,4,6-tri(4-pyridyl)-1,3,5-triazine
42333-78-8

2,4,6-tri(4-pyridyl)-1,3,5-triazine

[((hexamethylbenzene)RuCl)2(3,6-dichloro-2,5-dihydroxy-1,4-benzoquinonato(2-))]
1052687-71-4

[((hexamethylbenzene)RuCl)2(3,6-dichloro-2,5-dihydroxy-1,4-benzoquinonato(2-))]

fluoranthene
206-44-0

fluoranthene

silver trifluoromethanesulfonate
2923-28-6

silver trifluoromethanesulfonate

fluoranthene*[Ru6(C6Me6)6(2,4,6-tris(4-pyridyl)-1,3,5-triazine)2(2,5-dichloro-3,6-dihydroxy-1,4-benzoquinonato)3](O3SCF3)6

fluoranthene*[Ru6(C6Me6)6(2,4,6-tris(4-pyridyl)-1,3,5-triazine)2(2,5-dichloro-3,6-dihydroxy-1,4-benzoquinonato)3](O3SCF3)6

Conditions
ConditionsYield
In methanol byproducts: AgCl; a mixt. of complex and Ag-salt in methanol was stirred at room temp. for2 h, filtered, triazine-compound and aromatic molecule were added, the mixt. was stirred at room temp. for 24 h; the solvent was removed under vac., the residue was taken up in CH2Cl2, filtered, concd., diethyl ether was added; elem. anal.;77%
fluoranthene
206-44-0

fluoranthene

N-fluorobis(benzenesulfon)imide
133745-75-2

N-fluorobis(benzenesulfon)imide

N-(fluoranthen-3-yl)-N-(phenylsulfonyl)benzenesulfonamide

N-(fluoranthen-3-yl)-N-(phenylsulfonyl)benzenesulfonamide

Conditions
ConditionsYield
With 6,6'-dimethyl-2,2'-bipyridine; copper(I) bromide In 1,2-dichloro-ethane at 70℃; for 12h; Reagent/catalyst; Schlenk technique; Inert atmosphere; regioselective reaction;77%
fluoranthene
206-44-0

fluoranthene

A

3-nitrofluoranthene
892-21-7

3-nitrofluoranthene

B

8-Nitrofluoranthene
13177-32-7

8-Nitrofluoranthene

Conditions
ConditionsYield
With sulfuric acid; nitric acid; silica gel In dichloromethane at 25℃; for 24h; Nitration;A 76%
B n/a
With nitric acid; acetic acid
2,4,6-tri(4-pyridyl)-1,3,5-triazine
42333-78-8

2,4,6-tri(4-pyridyl)-1,3,5-triazine

Ru2(p-cymene)2(μ4-2,5-dichloro-1,4-benzoquinonato)Cl2
1052687-67-8

Ru2(p-cymene)2(μ4-2,5-dichloro-1,4-benzoquinonato)Cl2

fluoranthene
206-44-0

fluoranthene

silver trifluoromethanesulfonate
2923-28-6

silver trifluoromethanesulfonate

fluoranthene*[Ru6(p-cymene)6(2,4,6-tris(4-pyridyl)-1,3,5-triazine)2(2,5-dichloro-3,6-dihydroxy-1,4-benzoquinonato)3](O3SCF3)6

fluoranthene*[Ru6(p-cymene)6(2,4,6-tris(4-pyridyl)-1,3,5-triazine)2(2,5-dichloro-3,6-dihydroxy-1,4-benzoquinonato)3](O3SCF3)6

Conditions
ConditionsYield
In methanol byproducts: AgCl; a mixt. of complex and Ag-salt in methanol was stirred at room temp. for2 h, filtered, triazine-compound and aromatic molecule were added, the mixt. was stirred at room temp. for 24 h; the solvent was removed under vac., the residue was taken up in CH2Cl2, filtered, concd., diethyl ether was added; elem. anal.;75%
fluoranthene
206-44-0

fluoranthene

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

3-mesityl fluoranthene

3-mesityl fluoranthene

Conditions
ConditionsYield
With o-tetrachloroquinone; silver trifluoromethanesulfonate; palladium diacetate at 50℃; for 14h; Inert atmosphere; regioselective reaction;74%
fluoranthene
206-44-0

fluoranthene

A

3-nitrofluoranthene
892-21-7

3-nitrofluoranthene

B

1,2-dinitrofluoranthene
33611-88-0

1,2-dinitrofluoranthene

C

1-Nitrofluoranthene
13177-28-1

1-Nitrofluoranthene

D

2-nitrofluoranthene
13177-29-2

2-nitrofluoranthene

E

1,3-dinitrofluoranthene
110419-21-1

1,3-dinitrofluoranthene

Conditions
ConditionsYield
With dinitrogen tetraoxide; Nitrogen dioxide In tetrachloromethane at 24.5 - 25.5℃; Product distribution; Mechanism; other temperatures, other solvents, other additives;A 14%
B 3%
C 1%
D 73%
E 9%
fluoranthene
206-44-0

fluoranthene

A

3-nitrofluoranthene
892-21-7

3-nitrofluoranthene

B

1,2-dinitrofluoranthene
33611-88-0

1,2-dinitrofluoranthene

C

2-nitrofluoranthene
13177-29-2

2-nitrofluoranthene

D

1,3-dinitrofluoranthene
110419-21-1

1,3-dinitrofluoranthene

Conditions
ConditionsYield
With Nitrogen dioxide In tetrachloromethane at 24.5 - 25.5℃; Further byproducts given;A 14%
B 3%
C 73%
D 9%
With dinitrogen tetroxide; Nitrogen dioxide; tetrabutylammonium nitrate In tetrachloromethane at 24.5 - 25.5℃; Further byproducts given;A 14%
B 13%
C 58%
D 14%
With dinitrogen tetroxide; Nitrogen dioxide; tetrabutylammonium nitrate In tetrachloromethane at 24.5 - 25.5℃; Further byproducts given;A 12%
B 13%
C 58%
D 17%
With dinitrogen tetraoxide; Nitrogen dioxide In tetrachloromethane at 25℃; Further byproducts given;A 23.7 % Chromat.
B 12.3 % Chromat.
C 53.7 % Chromat.
D 7.4 % Chromat.
fluoranthene
206-44-0

fluoranthene

tris(mesityl)boroxin
36600-83-6

tris(mesityl)boroxin

3-mesityl fluoranthene

3-mesityl fluoranthene

Conditions
ConditionsYield
With o-tetrachloroquinone; silver trifluoromethanesulfonate; palladium diacetate In 1,2-dichloro-ethane at 80℃; for 2h; Inert atmosphere; regioselective reaction;71%

Fluoranthene Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal No Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 32 (1983),p. 355.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Fluoranthene Analytical Methods

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

Fluoranthene Specification

1. Introduction of Fluoranthene

Fluoranthene, with the CAS No. 206-44-0, has the IUPAC Name of Pentyl nitrite, and it is one kind of light yellow fine crystals. This chemical is insoluble in water, and it belongs to the Product Categories which include Color Former & Related Compounds ; Functional Materials; Sensitizer ; E-LAlphabetic; FA - FLEnvironmental Standards; Alpha Sort; F; PAHs; Volatiles/ Semivolatiles. Vigorous reactions, sometimes amounting to explosions, can result from the contact between aromatic hydrocarbons, such as Fluoranthene, and strong oxidizing agents. They can react exothermically with bases and with diazo compounds.

2. Properties of Fluoranthene

Fluoranthene has the following properties: (1)Melting Point: 109 °C; (2)Flash Point: 8.9 °C; (3)Boiling Point: 105.1 °C at 760 mmHg; (4)Vapour Pressure: 34.9 mmHg at 25°C; (5)Enthalpy of Vaporization: 32.98 kJ/mol; (6)Refractive Index: 1.0996.

3. Structure Descriptors of Fluoranthene

(1). InChI: InChI=1S/C16H10/c1-2-8-13-12(7-1)14-9-3-5-11-6-4-10-15(13)16(11)14/h1-10H
(2). InChIKey: InChIKey=GVEPBJHOBDJJJI-UHFFFAOYSA-N
(3). Smiles: c12c3c4ccccc4c1cccc2ccc3

4. Toxicity of Fluoranthene

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 100mg/kg (100mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00205,
rabbit LD50 skin 3180mg/kg (3180mg/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
 
rat LD50 oral 2gm/kg (2000mg/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
 

5. Safety Information of Fluoranthene

Poison by intravenous route. Moderately toxic by ingestion and skin contact. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. Combustible when exposed to heat or flame. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:HarmfulXn;DangerousN;FlammableF;ToxicT
Risk Statements:
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R40:Limited evidence of a carcinogenic effect. 
R67:Vapours may cause drowsiness and dizziness. 
R65:Harmful: may cause lung damage if swallowed. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R38:Irritating to skin. 
R11:Highly flammable. 
R39/23/24/25:Danger of very serious irreversible effects and toxic by inhalation, in contact with skin and if swallowed. 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
Safety Statements:
S37/39:Wear suitable gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37:Wear suitable protective clothing and gloves. 
S24/25:Avoid contact with skin and eyes. 
S23:Do not breathe vapour. 
S62:If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S60:This material and its container must be disposed of as hazardous waste. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S16:Keep away from sources of ignition. 
S7:Keep container tightly closed.
RIDADR: UN 1593 6.1/PG 3
WGK Germany: 2
RTECS: LL4025000

6. Use of Fluoranthene

Fluoranthene can be used as constituent of coal tar & petroleum derived asphalt used as lining material to protect interior of steel & ductile-iron potable water pipes and storage tanks.

7. Production of Fluoranthene

Raw Materials are Coal Tar-->Asphaltum-->Anthracene Oil-->Light Solvent Naphtha.

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