3,4-Dithia-7H-cyclopenta[a]pentalene

Product Name: 3,4-Dithia-7H-cyclopenta[a]pentalene
CAS No.: 389-58-2
Chemical Name: 3,4-Dithia-7H-cyclopenta[a]pentalene
Synonyms: 4H-Cyclopenta[2,1-b:3,4-b']dithiophene;DTCPP;S1371;(389-58-2);3,4-b']dithiophene;4H-Cyclopenta[2,1-b;Cyclopentylthiophene;H-Cyclopenta[2,1-b:3,4-b;4H-Cyclopenta[2,1-b:3,4-b;Cyclopentadienyl thiophene
CBNumber: CB12288126
Molecular Formula: C9H6S2
Formula Weight: 178.27
MOL File: 389-58-2.mol

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3,4-Dithia-7H-cyclopenta[a]pentalene Property

Melting point:: 71.0 to 75.0 °C
Boiling point:: 307.8±22.0 °C(Predicted)
Density: 1.400
storage temp.: Keep in dark place,Inert atmosphere,2-8°C
solubility: soluble in Toluene
form: powder to crystal
color: White to Light yellow to Dark green
λmax: 305nm(EtOH)(lit.)
InChI: InChI=1S/C9H6S2/c1-3-10-8-6(1)5-7-2-4-11-9(7)8/h1-4H,5H2
InChIKey: UITASDKJJNYORO-UHFFFAOYSA-N
SMILES: C12C3SC=CC=3CC=1C=CS2
CAS DataBase Reference: 389-58-2

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Safety

HS Code: 2934.99.4400

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TCI Chemical

Product number: C3021
Product name: 4H-Cyclopenta[2,1-b:3,4-b']dithiophene
Purity: >97.0%(GC)
Packaging: 1g
Price: $290
Updated: 2025/07/31

TCI Chemical

Product number: C3021
Product name: 4H-Cyclopenta[2,1-b:3,4-b']dithiophene
Purity: >97.0%(GC)
Packaging: 200mg
Price: $84
Updated: 2025/07/31

TRC

Product number: C992293
Product name: 4H-Cyclopenta[2,1-b:3,4-b'']dithiophene
Packaging: 2.5mg
Price: $45
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FC13994
Product name: 4H-Cyclopenta[2,1-b:3,4-b']dithiophene
Packaging: 500mg
Price: $120
Updated: 2021/12/16

Matrix Scientific

Product number: 093779
Product name: 4H-Cyclopenta[1,2-b:5,4-b']dithiophene
Purity: 95+%
Packaging: 1g
Price: $125
Updated: 2021/12/16

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3,4-Dithia-7H-cyclopenta[a]pentalene Chemical Properties,Usage,Production

Description

4H-cyclopenta[2,1-b:3,4-b′]dithiophene, also known as CPDT, a rigid coplanar structure favouring π?π intermolecular interactions with good electron-donating properties, has been one of the most attractive building blocks for organic field effect transistors and organic electronics. The five-member ring in the middle also offer the function to have side-chain manipulation to enhance solubility in solutions for device fabrications, morphology and polymer processing. One of the intensively studied polymer for organic electrons, PCPDTBT, with the alternating CPDT and 2,1,3- benzothiadiazole (BT) units, has demonstrated device performance of PCE over 6% [5]

Uses

4H-Cyclopenta[2,1-b:3,4-b'']dithiophene is useful in the synthesis of donor-acceptor copolymers.

Synthesis

25796-77-4

389-58-2

General procedure for the synthesis of cyclopentylbithiophene from 4H-cyclopenta[2,1-B:3,4-B']dithiophen-4-one: Compound 77 (96 mg, 0.499 mmol), hydrazine monohydrate (268 mg, 5.35 mmol), potassium hydroxide (294 mg, 5.249 mmol), and ethylene glycol (5 mL) were added to a pre-dried and corked test tube in a pre-dried and corked test tube. The mixture was slowly heated from room temperature to 190 °C and refluxed at this temperature for 13 hours. Upon completion of the reaction, the mixture was cooled to room temperature, water was added and the organic phase was extracted with ether. The organic phase was washed sequentially with water and brine, dried with anhydrous magnesium sulfate and subsequently concentrated under reduced pressure. Purification by silica gel column chromatography (eluent: hexane/ethyl acetate = 10:1, v/v) afforded cyclopentylthiophene K (59 mg, 66% yield) as a white solid. Compound K was characterized as follows: oxidation potential of 0.68 V and reduction potential of -2.88 V measured by cyclic voltammetry (CV); maximum absorption wavelength of 310 nm in the UV-visible absorption spectrum; thin-layer chromatography (TLC) Rf=0.7 (unfolding agent: hexane/ dichloromethane=2:1, v/v); 1H NMR (270 MHz, CDCl3) δ: 7.17 (d, 2H, J=4.8 Hz), 7.09 (d, 2H, J=4.8 Hz), 3.54 (s, 2H); gas chromatography-mass spectrometry (GC-MS, EI) m/z: 178 (M+).

References

[1] Synlett, 2014, vol. 25, # 10, p. 1466 - 1472
[2] Inorganic Chemistry, 2016, vol. 55, # 13, p. 6653 - 6659
[3] Patent: EP1997821, 2008, A1. Location in patent: Page/Page column 32
[4] Macromolecules, 2003, vol. 36, # 8, p. 2705 - 2711
[5] Macromolecules, 2010, vol. 43, # 2, p. 697 - 708

3,4-Dithia-7H-cyclopenta[a]pentalene Preparation Products And Raw materials

Raw materials

Preparation Products

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3,4-Dithia-7H-cyclopenta[a]pentalene Suppliers

Americas 1 China 178 Europe 1 India 4 Japan 1 United Kingdom 4 United States 11 Global 200

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View Lastest Price from 3,4-Dithia-7H-cyclopenta[a]pentalene manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: 3,4-Dithia-7H-cyclopenta[a]pentalene 389-58-2
Price: US $0.00-0.00/KG
Min. Order: 5mg
Purity: 99%HPLC
Supply Ability: 2000tons
Release date: 2020-01-06

Shaanxi Dideu Medichem Co. Ltd

Product: 3,4-Dithia-7H-cyclopenta[a]pentalene 389-58-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20t
Release date: 2024-06-25

Career Henan Chemical Co

Product: 3,4-Dithia-7H-cyclopenta[a]pentalene 389-58-2
Price: US $500.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2018-08-04

389-58-2, 3,4-Dithia-7H-cyclopenta[a]pentaleneRelated Search:

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3,4-Dithia-7H-cyclopenta[a]pentalene

4H-Cyclopenta[2,1-b:3,4-b']dithiophene

3,4-b']dithiophene

4H-Cyclopenta[2,1-b

DTCPP

4H-cyclopenta[1,2-b:5,4-b']bisthiophene

4H-cyclopenta[1,2-b:5,4-b']dithiophene

4H-Cyclopenta[2,1-b:3,4-b

H-Cyclopenta[2,1-b:3,4-b

2,6-Dibromo-4,4-dibutyl-4H-cyclopenta[2,1-b

(389-58-2)

4H-Cyclopenta[2,1-b:3,4-b']dithiophene

2,6-Dibromo-4,4-bis-(6-bromo-hexyl)-4H-cyclopenta[2,1-b

2,6-DIBROMO-4,4-DIBUTYL-4H-CYCLOPENTA[2,1-B;3,4-B']DITHIOPHENE

4H-Cyclopenta[2,1-b:3,4-b']dithiophene &gt

S1371

4H-Cyclopenta[2,1-b:3,4-b']dithiophene (7CI, 8CI, 9CI, ACI)

4H cyclopentano [2,1-B: 3,4-B '] dithiophene

Cyclopentadienyl thiophene

4H-cyclopenta[1,2-b:5,4-b']bisthiophene,98%min

Cyclopentylthiophene

389-58-2

C9H6S2

DTC