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CAS No.: | 5821-51-2 |
---|---|
Name: | Corannulene |
Article Data: | 29 |
Molecular Structure: | |
Formula: | C20H10 |
Molecular Weight: | 250.299 |
Synonyms: | corranulene;Dibenzo[ghi,mno]fluoranthene;[5]circulene;Coarannulen; |
Density: | 1.467g/cm3 |
Melting Point: | 269°C(lit.) |
Boiling Point: | 437.997°C at 760 mmHg |
Flash Point: | 210.065°C |
PSA: | 0.00000 |
LogP: | 5.76600 |
1,2,5,6-tetrabromocorannulene
Coarannulen
Conditions | Yield |
---|---|
With hydrogenchloride; potassium iodide; zinc In ethanol for 6h; Heating; | 91% |
With potassium iodide; zinc In ethanol for 6h; Heating; | 90% |
With potassium iodide; zinc In N,N-dimethyl-formamide at 160℃; for 24 - 36h; | 70% |
1,6,7,10-tetrakis(bromomethyl)fluoranthene
Coarannulen
Conditions | Yield |
---|---|
With titanium tetrachloride; copper; zinc In 1,2-dimethoxyethane for 48h; | 80% |
at 1000℃; | 18% |
Multi-step reaction with 3 steps 1: 75 percent / Na2S / acetone 2: 70 percent / H2O2, acetic acid 3: 400 °C View Scheme |
1,6,7,10-tetrakis(dibromomethyl)fluoranthene
Coarannulen
Conditions | Yield |
---|---|
With titanium tetrachloride; copper; zinc In 1,2-dimethoxyethane for 120h; Cyclization; Heating; | 80% |
With lithium aluminium tetrahydride; vanadium(III) chloride In 1,2-dimethoxyethane for 8h; Cyclization; Heating; | 73% |
Stage #1: 1,6,7,10-tetrakis(dibromomethyl)fluoranthene With sodium hydroxide In water; acetone for 1h; Reflux; Stage #2: With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; | 55% |
1,3,5,7,9-pentachlorocorannulene
Coarannulen
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; tert-butyl alcohol In N,N-dimethyl-formamide at 220℃; for 2h; Microwave irradiation; | 71% |
7,10-Bis-(2,2-dibromo-vinyl)-fluoranthene
Coarannulen
Conditions | Yield |
---|---|
at 1000℃; | 40% |
at 1000℃; under 0.6 Torr; | 21% |
Multi-step reaction with 2 steps 1: 80 percent / LDA / tetrahydrofuran / 5 h / -78 °C 2: 10 percent / 18 h / 1000 °C / 0.6 Torr View Scheme | |
Multi-step reaction with 2 steps 1: 80 percent / lithium diisopropylamide / tetrahydrofuran / 5 h / -78 °C 2: 10 percent / 1000 °C View Scheme |
Coarannulen
Conditions | Yield |
---|---|
at 1100℃; under 1 Torr; for 24h; | 39% |
at 1100℃; | 11.4% |
7,10-bis(trimethylsilylethynyl)fluoroanthrene
Coarannulen
Conditions | Yield |
---|---|
at 1000℃; under 0.900072 Torr; Cyclization; flash vacuum pyrolysis; | 36% |
7,10-Bis-(2,2-dibromo-vinyl)-fluoranthene
A
Coarannulen
B
monobromocorannulene
C
1,6-dibromocorannulene
Conditions | Yield |
---|---|
at 900℃; | A 23% B 29% C 2.4% |
at 900℃; under 0.6 Torr; for 24h; | A 23% B 29% C 2.4% |
3-(4H-cyclopentaphenanthrylidene)-1,5-bis(trimethylsilyl)-1,4-pentadiyne
A
pyrene
B
benzo[e]pyrene
C
4H-Cyclopenta[def]phenanthrene
D
cyclopenta[c,d]pyrene
E
benzo[ghi]fluoranthene
F
Coarannulen
Conditions | Yield |
---|---|
With hydrogen In gas at 900℃; Product distribution; electrically heated vertical laboratory tubular furnace; | A n/a B n/a C n/a D n/a E n/a F 15% |
3-(4H-cyclopentaphenanthrylidene)-1,5-bis(trimethylsilyl)-1,4-pentadiyne
A
pyrene
B
benzo[e]pyrene
C
cyclopenta[c,d]pyrene
D
Coarannulen
Conditions | Yield |
---|---|
With hydrogen In gas at 900℃; electrically heated vertical laboratory tubular furnace; Further byproducts given; | A n/a B n/a C n/a D 15% |