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205-99-2

Basic Information
CAS No.: 205-99-2
Name: BENZO(B)FLUORANTHENE
Article Data: 56
Molecular Structure:
Molecular Structure of 205-99-2 (BENZO(B)FLUORANTHENE)
Formula: C20H12
Molecular Weight: 252.315
Synonyms: 2,3-Benzfluoranthene;3,4-Benz[e]acephenanthrylene; 3,4-Benzfluoranthene; 3,4-Benzofluoranthene;Benzo[b]fluoranthene; Benzo[e]fluoranthene; NSC 89265
Density: 1.286g/cm3
Melting Point: 163-165 °C(lit.)
Boiling Point: 357
Flash Point: -18°C
Solubility: 0.00000012g/100mL
Appearance: off-white to tan powder
Hazard Symbols: Confirmed carcinogen.
Risk Codes: 45-50/53-67-65-38-11-36-39/23/24/25-23/24/25
Safety: Confirmed carcinogen with experimental carcinogenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Analytical Methods:

   

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

PSA: 0.00000
LogP: 5.64040
Synthetic route

(4aα,8bα,9β,13bβ)-8b,9-dihydro-9,13b-epoxy-13bH-benzo<3,4>cyclobuta<1,2-k>phenanthrene

205-99-2

benzo[e]acephenanthrylene

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane for 0.0833333h; Heating;97%

7b,8-dihydro benzo[b]fluoranthene

205-99-2

benzo[e]acephenanthrylene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; for 0.5h; Inert atmosphere;92%
146746-36-3

2-(phenanthren-9-yl)phenyl trifluoromethanesulfonate

205-99-2

benzo[e]acephenanthrylene

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; bis(triphenylphosphine)palladium(II)-chloride In N,N-dimethyl-formamide at 140℃; for 10h;85%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 135 - 140℃; for 6h;85%
187754-47-8

9-((2-bromophenyl)methyl)-9H-fluorene

205-99-2

benzo[e]acephenanthrylene

Conditions
ConditionsYield
Stage #1: 9-((2-bromophenyl)methyl)-9H-fluorene With potassium carbonate; 1,2-bis-(diphenylphosphino)ethane; palladium diacetate In N,N-dimethyl acetamide at 80℃; for 25h;
Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 16h; Heating; Further stages.;
85%
With palladium diacetate; tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 48h;52%

Z-1-(9'-phenanthyl)hexa-3-ene-1,5-diyne

205-99-2

benzo[e]acephenanthrylene

Conditions
ConditionsYield
With 2,6-lutidine N-oxide; [BrettPhosAu]NTf2 In 1,2-dichloro-ethane at 20 - 80℃; for 24h; Molecular sieve;80%

2-(phenanthrene-9-yl)aniline

A

205-99-2

benzo[e]acephenanthrylene

B

844-20-2

9-phenylphenanthrene

Conditions
ConditionsYield
With tert.-butylnitrite In acetonitrile at 20℃; for 10h; Concentration; Solvent; Reagent/catalyst;A 80%
B 6%
88746-54-7

3,3a-dihydrobenzofluoranthene

205-99-2

benzo[e]acephenanthrylene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene for 0.166667h; Heating;79%
312612-61-6

9-iodo-10-phenylphenanthrene

205-99-2

benzo[e]acephenanthrylene

Conditions
ConditionsYield
With palladium diacetate; cesium pivalate; bis-diphenylphosphinomethane In N,N-dimethyl-formamide at 110℃; for 48h;78%
312612-61-6

9-iodo-10-phenylphenanthrene

A

205-99-2

benzo[e]acephenanthrylene

B

844-20-2

9-phenylphenanthrene

Conditions
ConditionsYield
With palladium diacetate; cesium pivalate; bis-diphenylphosphinomethane In N,N-dimethyl-formamide at 110℃; for 48h;A 78%
B 18 % Chromat.

2-(phenanthrene-9-yl)aniline

536-74-3

phenylacetylene

A

205-99-2

benzo[e]acephenanthrylene

B

844-20-2

9-phenylphenanthrene

Conditions
ConditionsYield
With fac-tris(2-phenylpyridinato-N,C2')iridium(III); tert.-butylnitrite In acetonitrile at 20℃; for 15h; Sealed tube; Irradiation;A 72%
B 8%
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  • Casno:

    205-99-2

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Chemistry

Molecular Formula: C20H12
Molar mass: 252.31 g/mol
EINECS: 205-911-9
Density: 1.286 g/cm3
Flash Point: 228.6 °C
Index of Refraction: 1.887
Boiling Point: 467.5 °C at 760 mmHg
Vapour Pressure: 1.81E-08 mmHg at 25°C
Melting point: 163-165 °C(lit.)
Storage temp: Approx 4°C
Water solubility: Insoluble
Appearance: off-white to tan powder
Stable: Stable. Incompatible with strong oxidizing agents
Product categories of Benz[e]acephenanthrylene (205-99-2): Benzo(a)pyrene and other PAH;A-BAlphabetic;BA - BHEnvironmental Standards;BA - BHHeterocyclic Building Blocks;Pyridines;Volatiles/ Semivolatiles;Chemical Class;PAHs Environmental Standards;Chemical Class;Hydrocarbons
Structure of Benz[e]acephenanthrylene (205-99-2):

XLogP3-AA: 6.4
H-Bond Donor: 0
H-Bond Acceptor: 0
SMILES: c15ccccc1c2c4c(ccc2)c3ccccc3c4c5 
InChI: InChI=1/C20H12/c1-2-7-14-13(6-1)12-19-16-9-4-3-8-15(16)18-11-5-10-17(14)20(18)19/h1-12H 
InChIKey: FTOVXSOBNPWTSH-UHFFFAOYAM 
Std. InChI: InChI=1S/C20H12/c1-2-7-14-13(6-1)12-19-16-9-4-3-8-15(16)18-11-5-10-17(14)20(18)19/h1-12H 
Std. InChIKey: FTOVXSOBNPWTSH-UHFFFAOYSA-N

Toxicity Data With Reference

1.    

mma-sat 31 nmol/plate

    CRNGDP    Carcinogenesis, 6 (1985),1023.
2.    

otr-ham:lng 100 µg/L

    TXCYAC    Toxicology, 17 (1980),149.
3.    

sce-ham-ipr 900 mg/kg/24H

    MUREAV    Mutation Research, 66 (1979),65.
4.    

skn-mus TDLo:88 ng/kg/120W-I:CAR

    ARGEAR    Archiv fuer Geschwulstforschung, 50 (1980),266.

Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B 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 Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man , 32 (1983),p. 147.(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) ; IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man , 3 (1973),p. 69.(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) . EPA Genetic Toxicology Program.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
 

Hazard Codes: T,N,Xn,F,Xi
Risk Statements:
11:  Highly Flammable
23:  Toxic by inhalation
24:  Toxic in contact with skin
25:  Toxic if swallowed
36:  Irritating to the eyes
38:  Irritating to the skin
39:  Danger of very serious irreversible effects
45:  May cause cancer
50:  Very Toxic to aquatic organisms
53:  May cause long-term adverse effects in the aquatic environment
65:  Harmful: May cause lung damage if swallowed
67:  Vapors may cause drowsiness and dizziness
Safety Statements:
7:  Keep container tightly closed
9:  Keep container in a well-ventilated place
16:  Keep away from sources of ignition - No smoking
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
50:  Do not mix with ... (to be specified by the manufacturer)
60:  This material and/or its container must be disposed of as hazardous waste
61:  Avoid release to the environment. Refer to special instructions safety data sheet
62:  If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label

Standards and Recommendations

ACGIH TLV: Suspected Carcinogen

Analytical Methods

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

Specification

 Benz[e]acephenanthrylene (205-99-2) also can be called 3,4-Benzofluoranthene ; 2,3-Benzofluoranthene ; Benzo(e)fluoranthene ;and Benzo[b]fluoranthene .