Chemistry Heterocyclic Building Blocks Thiophenes 5,6-Dihydro-4H-Cyclopenta[B]Thiophene

5,6-Dihydro-4H-Cyclopenta[B]Thiophene

Aromatic Reactions: The compound contains a thiophene ring, which is aromatic. It can undergo typical reactions of aromatic compounds such as electrophilic aromatic substitution reactions (e.g., Friedel-Crafts reactions), nucleophilic aromatic substitution reactions, and metal-catalyzed cross-coupling reactions. Oxidation: The sulfur atom in the thiophene ring can be oxidized under certain conditions. For example, it can be converted to a sulfoxide or a sulfone when treated with strong oxidizing agents. Reduction: The compound can undergo reduction reactions, typically by using reducing agents like lithium aluminum hydride (LiAlH4) or hydrogen gas (H2) with a suitable catalyst. This can lead to the formation of saturated or partially saturated derivatives. Halogenation: 5,6-dihydro-4H-cyclopenta[b]thiophene can undergo halogenation reactions when treated with halogens (e.g., chlorine or bromine) or halogenating agents, leading to the introduction of halogen atoms onto the ring. Acylation and Alkylation: The compound can be acylated or alkylated at various positions on the ring when treated with acylating agents (e.g., acyl chlorides) or alkylating agents (e.g., alkyl halides) in the presence of a suitable catalyst or base. Ring Opening: Under specific conditions, the ring of 5,6-dihydro-4H-cyclopenta[b]thiophene may undergo ring-opening reactions, leading to the formation of linear or branched compounds. Photochemical Reactions: The compound may undergo photochemical reactions when exposed to ultraviolet (UV) light, leading to the formation of photoproducts. Polymerization: In the presence of suitable initiators or catalysts, 5,6-dihydro-4H-cyclopenta[b]thiophene can undergo polymerization reactions to form polythiophene or related polymers, which have applications in organic electronics.

Further Reading:

Framework+−

(9H-Fluoren-9-Yl)Methyl (2-(Thiophen-2-Yl)Ethyl)Carbamate 1-(Thiophen-2-Yl)Ethan-1-One 2,2'-Bithiophene 2,2':5',2''-Terthiophene 2,3-Dihydrothieno[3,4-B][1,4]Dioxine 2,5-Dibromothiophene 2,5-Diphenylthiophene 2-(Thiophen-2-Yl)Pyridine 2-(Trifluoromethyl)Thiophene 2-Chlorothiophene 2-Ethynylthiophene 2-Iodothiophene 2-Methoxythiophene 2-Nitrothiophene 3-Bromothiophene 3-Chlorothiophene 3-Fluorothiophene 3-Methoxythiophene 3-Methylthiophene 3-Nitrothiophene 3-Phenylthiophene 4,4,5,5-Tetramethyl-2-(Thiophen-2-Yl)-1,3,2-Dioxaborolane 4,4,5,5-Tetramethyl-2-(Thiophen-3-Yl)-1,3,2-Dioxaborolane 4,5,6,7-Tetrahydrothieno[2,3-C]Pyridine 4,5,6,7-Tetrahydrothieno[3,2-C]Pyridine 4,7-Di(Thiophen-2-Yl)Benzo[C][1,2,5]Thiadiazole 4,8-Di(Thiophen-2-Yl)Benzo[1,2-B:4,5-B']Dithiophene 4-Phenyl-6H-Thieno[3,2-F][1,2,4]Triazolo[4,3-A][1,4]Diazepine 4H-Cyclopenta[2,1-B:3,4-B']Dithiophene 4H-Thieno[3,2-B]Pyrrole 4H-Thieno[3,4-C]Pyrrole-4,6(5H)-Dione 5,6-Dihydro-4H-Cyclopenta[B]Thiophene 5-(Thiophen-2-Yl)Isoxazole 5-Benzyl-4,5,6,7-Tetrahydrothieno[3,2-C]Pyridine 5-Phenylthiophen-2-Amine Benzo[1,2-B:4,5-B']Dithiophene Dibenzo[B,D]Thiophene Dihydrothiophen-3(2H)-One Dithieno[3,2-B:2',3'-D]Thiophene Ethyl Thiophene-2-Carboxylate Ethyl Thiophene-3-Carboxylate Methyl Thiophene-3-Carboxylate N,N-Diphenyl-4-(Thiophen-2-Yl)Aniline Phenyl(Thiophen-2-Yl)Methanone Thieno[2,3-B]Pyridine Thieno[2,3-C]Pyridine Thieno[2,3-D]Pyrimidine Thieno[3,2-B]Pyridine Thieno[3,2-B]Thiophene Thieno[3,2-C]Pyridine Thieno[3,2-D]Pyrimidine Thieno[3,4-B]Thiophene Thiophen-2-Ylboronic Acid Thiophen-2-Ylmethanol Thiophen-3-Amine Thiophen-3-Ol Thiophene-2-Carbaldehyde Thiophene-2-Carbonitrile Thiophene-3-Carbaldehyde Thiophene-3-Carbonitrile Thiophene-3-Carboxamide Thiophene-3-Carboxylic Acid

By Key Group+−

Acetylthiophene Aminothiophene Bromothieno Chlorothieno Chlorothiophene Cyanothiophene Dibromothieno Dibromothiophene Dichlorothieno Dichlorothiophene Dihydrothieno Dihydrothiophene Dihydroxythiophene Dimethylthieno Dimethylthiophene Dithiophene Fluorothiophene Formylthiophene Hydroxythiophene Iodothieno Iodothiophene Methylthieno Nitrothiophene Oxotetrahydrothiophene Terthiophene Tetrahydrothieno Thiophen-Amine-Hydrochloride Thiophenecarboxaldehyde Thiphen-Amine-Hydrochloride Trithiophene

By Route Intermediates+−

cLogP+−

H-Acceptors+−

H-Donors+−

Polar Surface Area+−

Druglikeness+−

NNCH/NNH+−

sp3-Atoms+−

Non-Aromatic Rings+−

Aromatic Rings+−

Rotatable Bonds+−

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