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30796-92-0

Basic Information
CAS No.: 30796-92-0
Name: Phenanthro[4,5-bcd]thiophene
Article Data: 10
Molecular Structure:
Molecular Structure of 30796-92-0 (Phenanthro[4,5-bcd]thiophene)
Formula: C14H8 S
Molecular Weight: 208.284
Synonyms: 4,5-Epithiophenanthrene;Benzo[def]dibenzothiophene; Tribenzothiophene
Density: 1.375g/cm3
Boiling Point: 369°Cat760mmHg
Flash Point: 132.1°C
PSA: 28.24000
LogP: 4.64550
Synthetic route
30796-93-1

phenanthro[4,5-bcd]thiophene S-oxide

30796-92-0

phenanthro<4,5-bcd>thiophene

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Ambient temperature;43%
88114-03-8

Dibenzothiophen-1-yl-acetaldehyde

30796-92-0

phenanthro<4,5-bcd>thiophene

Conditions
ConditionsYield
With polyphoshoric acid at 130 - 140℃; for 2h;33%
85-01-8

phenanthrene

30796-92-0

phenanthro<4,5-bcd>thiophene

Conditions
ConditionsYield
With hydrogen sulfide; Harshaw Cr-0101T catalyst at 530℃;32%
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfur dichloride Yield given. Multistep reaction;
Multi-step reaction with 2 steps
1: 1) H2S, 2) iodobenzene dichloride / 1) Cr-0101 T / 1) benzene, 630 deg C, 2) THF-water-pyridine, r.t., 2 h
2: 43 percent / LiALH4 / tetrahydrofuran / 2 h / Ambient temperature
View Scheme
Stage #1: phenanthrene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane Reflux;
Stage #2: With disulfur dichloride In hexane at 0℃;
832-71-3

3-methylphenathrene

A

132-65-0

dibenzothiophene

B

30796-92-0

phenanthro<4,5-bcd>thiophene

C

85-01-8

phenanthrene

Conditions
ConditionsYield
With hydrogen sulfide; Harshaw Cr-0101 catalyst In benzene at 550℃; Product distribution;
573-17-1

9-bromophenanthrene

A

30796-92-0

phenanthro<4,5-bcd>thiophene

B

85-01-8

phenanthrene

Conditions
ConditionsYield
With methanol; hydrogen sulfide at 550℃; for 2h; Mechanism; Product distribution; object of study: sulfur bridging reaction vs. hydrodehalogenation;
94650-46-1

9-Formylphenanthrene diethyl acetal

A

30796-92-0

phenanthro<4,5-bcd>thiophene

B

883-20-5

9-methylphenanthrene

C

85-01-8

phenanthrene

Conditions
ConditionsYield
With hydrogen sulfide; Harshaw Cr-0101 T catalyst In benzene at 550℃; Product distribution;
30796-92-0

phenanthro<4,5-bcd>thiophene

C14H7BrS

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 60℃; for 3h; Inert atmosphere;32%
30796-92-0

phenanthro<4,5-bcd>thiophene

A

113124-01-9

3-nitrophenanthro<4,5-bcd>thiophene

B

113124-00-8

1-nitrophenanthro<4,5-bcd>thiophene

Conditions
ConditionsYield
With nitric acid; acetic anhydride Ambient temperature; overnight; Yield given. Yields of byproduct given;
30796-92-0

phenanthro<4,5-bcd>thiophene

75-36-5

acetyl chloride

A

133087-95-3

1-acetylphenanthro<4,5-bcd>thiophene

B

133109-88-3

3-acetylphenanthro<4,5-bcd>thiophene

Conditions
ConditionsYield
With aluminium trichloride In nitrobenzene at 5℃; stirring continued for 24 h with warming to room temperature; Yield given. Yields of byproduct given;
With aluminium trichloride In nitrobenzene at 5℃; stirring continued for 24 h with warming to room temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
30796-92-0

phenanthro<4,5-bcd>thiophene

75-36-5

acetyl chloride

A

133087-96-4

1,5-diacetylphenanthro<4,5-bcd>thiophene

B

133087-98-6

3,5-diacetylphenanthro<4,5-bcd>thiophene

C

133087-97-5

1,7-diacetylphenanthro<4,5-bcd>thiophene

Conditions
ConditionsYield
With aluminium trichloride In nitrobenzene at 6℃; for 0.833333h; stirring continued at room temperature for 3 d; Yield given. Yields of byproduct given;
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