Product Name

  • Name

    1,2-BENZOFLUORENE

  • EINECS
  • CAS No. 238-84-6
  • Article Data52
  • CAS DataBase
  • Density 1.185g/cm3
  • Solubility 45ug/L(25 oC)
  • Melting Point 185-190 °C
  • Formula C17H12
  • Boiling Point 398.3°Cat760mmHg
  • Molecular Weight 216.282
  • Flash Point 185.4°C
  • Transport Information
  • Appearance
  • Safety Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
  • Risk Codes 11-23/24/25-39/23/24/25
  • Molecular Structure Molecular Structure of 238-84-6 (1,2-BENZOFLUORENE)
  • Hazard Symbols
  • Synonyms 1,2-Benzofluorene;Benzo[a]fluorene; Chrysofluorene; NSC 89262
  • PSA 0.00000
  • LogP 4.41100

Synthetic route

11H-benzo[a]fluorene-11-carboxylic acid methyl ester

11H-benzo[a]fluorene-11-carboxylic acid methyl ester

benzo[a]fluorene
238-84-6

benzo[a]fluorene

Conditions
ConditionsYield
With potassium hydroxide In methanol for 4h; Heating;89%
1-Bromonaphthalene
90-11-9

1-Bromonaphthalene

diphenyl acetylene
501-65-5

diphenyl acetylene

benzo[a]fluorene
238-84-6

benzo[a]fluorene

Conditions
ConditionsYield
Stage #1: 1-Bromonaphthalene; diphenyl acetylene With 1,8-diazabicyclo[5.4.0]undec-7-ene; cesium pivalate; 1,2-bis-(diphenylphosphino)ethane; palladium dichloride In 1,4-dioxane at 130℃; for 24h; Sealed tube; Inert atmosphere;
Stage #2: With 18-crown-6 ether; potassium tert-butylate; hydrazine hydrate; potassium hydroxide In 1,4-dioxane at 110℃; for 12h; Temperature; Inert atmosphere; Sealed tube;
88%
C17H14O
114325-52-9

C17H14O

benzo[a]fluorene
238-84-6

benzo[a]fluorene

Conditions
ConditionsYield
With hydrogen cation85%
With hydrogenchloride In ethanol for 24h; Heating;20 mg
bromobenzene
108-86-1

bromobenzene

bis(1-naphthyl)acetylene
20199-29-5

bis(1-naphthyl)acetylene

benzo[a]fluorene
238-84-6

benzo[a]fluorene

Conditions
ConditionsYield
Stage #1: bromobenzene; bis(1-naphthyl)acetylene With 1,8-diazabicyclo[5.4.0]undec-7-ene; cesium pivalate; 1,2-bis-(diphenylphosphino)ethane; palladium dichloride In 1,4-dioxane at 130℃; for 24h; Sealed tube; Inert atmosphere;
Stage #2: With 18-crown-6 ether; potassium tert-butylate; hydrazine hydrate; potassium hydroxide In 1,4-dioxane at 110℃; for 12h; Inert atmosphere; Sealed tube;
80%
trimethyl[2-(naphthalen-1-ylmethyl)phenyl]silane

trimethyl[2-(naphthalen-1-ylmethyl)phenyl]silane

benzo[a]fluorene
238-84-6

benzo[a]fluorene

Conditions
ConditionsYield
With (R)-10-camphorsulfonic acid; tetrahydrothiophene gold(III) bromide; bis-[(trifluoroacetoxy)iodo]benzene In methanol; chloroform at 27℃; for 1h; Schlenk technique; Inert atmosphere;80%
2',3'-Dihydro-1,1'-spirobiinden
78649-20-4

2',3'-Dihydro-1,1'-spirobiinden

A

benzo[a]fluorene
238-84-6

benzo[a]fluorene

B

6,11-dihydro-5H-benzofluorene
78649-21-5

6,11-dihydro-5H-benzofluorene

Conditions
ConditionsYield
In diphenylether at 200℃;A 7%
B 79%
In cyclohexane at 10℃; Irradiation;A 13%
B 74%
(+/-)-11-hydroxy-11H-benzo[a]fluorene
1086-09-5

(+/-)-11-hydroxy-11H-benzo[a]fluorene

benzo[a]fluorene
238-84-6

benzo[a]fluorene

Conditions
ConditionsYield
With hydrogen iodide; acetic acid
5-hydroxy-benzo[a]fluoren-11-one
60599-30-6

5-hydroxy-benzo[a]fluoren-11-one

benzo[a]fluorene
238-84-6

benzo[a]fluorene

Conditions
ConditionsYield
With zinc
With zinc bei der Destillation;
11a-methyl-6,6a,11,11a-tetrahydro-5H-benzo[a]fluorene
137675-27-5

11a-methyl-6,6a,11,11a-tetrahydro-5H-benzo[a]fluorene

benzo[a]fluorene
238-84-6

benzo[a]fluorene

Conditions
ConditionsYield
With selenium at 310 - 320℃;
11H-benzo[a]fluorene-11-carboxylic acid
109695-76-3

11H-benzo[a]fluorene-11-carboxylic acid

benzo[a]fluorene
238-84-6

benzo[a]fluorene

Conditions
ConditionsYield
With N,N-dimethyl-formamide
5,6-chrysenedione
2051-10-7

5,6-chrysenedione

benzo[a]fluorene
238-84-6

benzo[a]fluorene

Conditions
ConditionsYield
With soda lime
Multi-step reaction with 3 steps
1: alkali
2: chromic acid mixture
3: concentrated hydriodic acid; red phosphorus
View Scheme
1,2;4,5-Bis-tetramethylen-inden-(1)
98470-83-8

1,2;4,5-Bis-tetramethylen-inden-(1)

benzo[a]fluorene
238-84-6

benzo[a]fluorene

Conditions
ConditionsYield
With palladium on activated charcoal
1,2-Benzo-fluorenon-azin
1182-03-2

1,2-Benzo-fluorenon-azin

benzo[a]fluorene
238-84-6

benzo[a]fluorene

Conditions
ConditionsYield
With hydrazine
10,11-dihydro-5,10-ethano-5H-dibenzocyclohepten-12-ol
36736-96-6

10,11-dihydro-5,10-ethano-5H-dibenzocyclohepten-12-ol

A

benzo[a]fluorene
238-84-6

benzo[a]fluorene

B

9,10-Dihydro-9,10-propenoanthracene
23416-98-0

9,10-Dihydro-9,10-propenoanthracene

C

1,1a,6,10b-Tetrahydro-1,6-methano-dibenzocyclopropacycloheptene
19978-15-5

1,1a,6,10b-Tetrahydro-1,6-methano-dibenzocyclopropacycloheptene

D

6,11-dihydro-5H-benzofluorene
78649-21-5

6,11-dihydro-5H-benzofluorene

Conditions
ConditionsYield
With boric acid at 250℃; under 1 Torr; for 0.5h; Yield given. Yields of byproduct given;
10,11-dihydro-5,10-ethano-5H-dibenzocyclohepten-12-ol
36736-96-6

10,11-dihydro-5,10-ethano-5H-dibenzocyclohepten-12-ol

A

benzo[a]fluorene
238-84-6

benzo[a]fluorene

B

1,1a,6,10b-Tetrahydro-1,6-methano-dibenzocyclopropacycloheptene
19978-15-5

1,1a,6,10b-Tetrahydro-1,6-methano-dibenzocyclopropacycloheptene

C

6,11-dihydro-5H-benzofluorene
78649-21-5

6,11-dihydro-5H-benzofluorene

D

11,11a-dihydro-6aH-benzofluorene
140710-60-7

11,11a-dihydro-6aH-benzofluorene

Conditions
ConditionsYield
With boric acid at 250℃; under 1 Torr; for 0.5h; Yield given. Yields of byproduct given;
2:3,6:7-Dibenzobicyclo[6.1.0]nona-2,4,6-trien
52703-44-3

2:3,6:7-Dibenzobicyclo[6.1.0]nona-2,4,6-trien

A

benzo[a]fluorene
238-84-6

benzo[a]fluorene

B

6,11-dihydro-5H-benzofluorene
78649-21-5

6,11-dihydro-5H-benzofluorene

11,11a-dihydro-6aH-benzofluorene

11,11a-dihydro-6aH-benzofluorene

Conditions
ConditionsYield
at 600℃; under 1 Torr; Product distribution; Mechanism; var. temperature;
9,10-Dihydro-9,10-propenoanthracene
23416-98-0

9,10-Dihydro-9,10-propenoanthracene

A

anthracene
120-12-7

anthracene

B

benzo[a]fluorene
238-84-6

benzo[a]fluorene

C

1,1a,6,10b-Tetrahydro-1,6-methano-dibenzocyclopropacycloheptene
19978-15-5

1,1a,6,10b-Tetrahydro-1,6-methano-dibenzocyclopropacycloheptene

D

6,11-dihydro-5H-benzofluorene
78649-21-5

6,11-dihydro-5H-benzofluorene

Conditions
ConditionsYield
at 550℃; Yield given. Further byproducts given. Yields of byproduct given;
9,10-Dihydro-9,10-propenoanthracene
23416-98-0

9,10-Dihydro-9,10-propenoanthracene

A

anthracene
120-12-7

anthracene

B

benzo[a]fluorene
238-84-6

benzo[a]fluorene

C

1,1a,6,10b-Tetrahydro-1,6-methano-dibenzocyclopropacycloheptene
19978-15-5

1,1a,6,10b-Tetrahydro-1,6-methano-dibenzocyclopropacycloheptene

D

6,11-dihydro-5H-benzofluorene
78649-21-5

6,11-dihydro-5H-benzofluorene

E

11,11a-dihydro-6aH-benzofluorene
140710-60-7

11,11a-dihydro-6aH-benzofluorene

Conditions
ConditionsYield
at 550℃; under 1 Torr; Product distribution; Mechanism; other dibenzohydrocarbons, other temperatures;
9,10-Dihydro-9,10-propenoanthracene
23416-98-0

9,10-Dihydro-9,10-propenoanthracene

A

benzo[a]fluorene
238-84-6

benzo[a]fluorene

B

1,1a,6,10b-Tetrahydro-1,6-methano-dibenzocyclopropacycloheptene
19978-15-5

1,1a,6,10b-Tetrahydro-1,6-methano-dibenzocyclopropacycloheptene

C

6,11-dihydro-5H-benzofluorene
78649-21-5

6,11-dihydro-5H-benzofluorene

D

11,11a-dihydro-6aH-benzofluorene
140710-60-7

11,11a-dihydro-6aH-benzofluorene

Conditions
ConditionsYield
at 550℃; Yield given. Yields of byproduct given;
11-Acetoxy-9,10-propano-9,10-dihydroanthracene
24330-16-3

11-Acetoxy-9,10-propano-9,10-dihydroanthracene

A

anthracene
120-12-7

anthracene

B

benzo[a]fluorene
238-84-6

benzo[a]fluorene

C

9,10-Dihydro-9,10-propenoanthracene
23416-98-0

9,10-Dihydro-9,10-propenoanthracene

D

1,1a,6,10b-Tetrahydro-1,6-methano-dibenzocyclopropacycloheptene
19978-15-5

1,1a,6,10b-Tetrahydro-1,6-methano-dibenzocyclopropacycloheptene

Conditions
ConditionsYield
at 650℃; under 1 Torr; Yield given. Further byproducts given. Yields of byproduct given;
(E,E,E)-1,7-diphenyl-1,3,5-heptatriene
130727-57-0

(E,E,E)-1,7-diphenyl-1,3,5-heptatriene

benzofluorene cesium salt

benzofluorene cesium salt

A

benzo[a]fluorene
238-84-6

benzo[a]fluorene

B

C19H17Cs
153788-45-5

C19H17Cs

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; Thermodynamic data; ΔH0, ΔS0;

alpha-Naphthofluorene Chemical Properties

IUPAC Name:11H-Benzo[a]fluorene
Synonyms: 11H-benzo[a]fluorene ; a-Naphthofluorene ; Benzo(a)fluorene ; 1,2-Benzofluorene ; 11H-Benzo(a)fluorene ; 11H-Benzo[a]fluorene solution
CAS NO: 238-84-6
Molecular Formula of alpha-Naphthofluorene (CAS NO.238-84-6) : C17H12
Molecular Weight of alpha-Naphthofluorene (CAS NO.238-84-6) : 216.28
Molecular Structure of alpha-Naphthofluorene (CAS NO.238-84-6) :
EINECS: 205-944-9
Mol File: 238-84-6.mol
Index of Refraction: 1.714
Surface Tension: 52.2 dyne/cm
Density: 1.185 g/cm3
Flash Point: 185.4 °C
Enthalpy of Vaporization: 62.35 kJ/mol
Boiling Point: 398.3 °C at 760 mmHg
Vapour Pressure: 3.43E-06 mmHg at 25°C
Melting point: 185-190 °C

alpha-Naphthofluorene Toxicity Data With Reference

1.    

mma-sat 50 µg/plate

    MUREAV    Mutation Research. 174 (1986),247.

alpha-Naphthofluorene 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 Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 32 ,1983,p. 177.(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) ; Human No Adequate Data IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 32 ,1983,p. 177.(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)

alpha-Naphthofluorene Safety Profile

Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes FlammableF,ToxicT
Risk Statements 11-39-23/24/25
R11:Highly flammable. 
R39:Danger of very serious irreversible effects. 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
Safety Statements 36/37-45
S36/37:Wear suitable protective clothing and gloves. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)  
RIDADR 2811
WGK Germany 3
RTECS DF6382000
HazardClass 6.1(b)
PackingGroup III

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