Benzo[1,2-b:4,5-b']dithiophene-4,8-dione structure

3D Mol Similar

Benzo[1,2-b:4,5-b']dithiophene-4,8-dione

: Iupac Name：thieno[2,3-f][1]benzothiole-4,8-dione; CAS No.: 32281-36-0; Molecular Weight：220.26; Modify Date.: 2022-11-23 14:00; Introduction:
Benzo[1,2-b:4,5-b']dithiophene-4,8-dione, with the chemical formula C12H6O2S2 and CAS registry number 32281-36-0, is a compound known for its applications in organic electronics. This yellow crystalline solid is characterized by its fused dithiophene and dione rings. It is commonly used as a building block in the synthesis of organic semiconductors, which are used in the fabrication of electronic devices such as solar cells and transistors. Benzo[1,2-b:4,5-b']dithiophene-4,8-dione exhibits good electron-accepting properties and high charge carrier mobility, making it a promising candidate for use in optoelectronic devices. Its unique molecular structure allows for efficient charge transport and enables the tuning of its electronic properties through chemical modifications. Overall, Benzo[1,2-b:4,5-b']dithiophene-4,8-dione plays a crucial role in the development of advanced materials for next-generation electronics.
View more+

Request For Quotation

1. Names and Identifiers

: 1.1 Name; Benzo[1,2-b:4,5-b']dithiophene-4,8-dione; 1.2 Synonyms; 2-b:4 4,8‐Dihydrobenzo[1,2‐b:4,5‐b']dithiophen‐4,8‐dion 4,8-Dihydrobenzo[1,2-b:4,5-b']dithiophen-4,8-dione 8-Dihydrobenzo[1,2-b:4,5-b']dithiophen-4,8-dione benzo[1,2-b:4,5-b']bisthiophene-4,8-dione NSC 149690 Thieno[2,3-f][1]benzothiophene-4,8-dione Thieno[2,3-f]benzothiophene-4,8-dione; View all

1.3 CAS No.: 32281-36-0

1.4 CID: 288478

1.5 Molecular Formula: C10H4O2S2 (isomer)

1.6 Inchi: InChI=1S/C10H4O2S2/c11-7-5-1-3-13-9(5)8(12)6-2-4-14-10(6)7/h1-4H

1.7 InChIkey: SIUXRPJYVQQBAF-UHFFFAOYSA-N

1.8 Canonical Smiles: C1=CSC2=C1C(=O)C3=C(C2=O)C=CS3

1.9 Isomers Smiles: C1=CSC2=C1C(=O)C3=C(C2=O)C=CS3

2. Properties

2.1 Density: 1.595

2.1 Melting point: 260°C(lit.)

2.1 Boiling point: 408°Cat760mmHg

2.1 Refractive index: 1.736

2.1 Flash Point: 200.6°C

2.1 Precise Quality: 219.96500

2.1 PSA: 90.62000

2.1 logP: 2.58500

2.1 Appearance: White to Amber to Dark green powder to crystal

3. Use and Manufacturing

3.1 Methods of Manufacturing: 100ml three bottles, 6.82 g (37.25 mmol, 1.0 eq) of thiophene-3- (N, N-diethyl) formamide was added, Nitrogen was substituted 3 times, Then add freshly distilled tetrahydrofuran 30ml;Ice salt bath cooling to an internal temperature to 0 degrees, 15.0 ml (37.25 mmol, 1.0 eq) of 2.5 M n-butyllithium was dropped, Dropping time 20 minutes. After the addition was completed, the mixture was stirred at room temperature for 30 minutes, Pour 40g crushed ice, stir overnight, suction filtration the next day, Washed with water, methanol, petroleum ether, Vacuum drying yellowThe powder is benzo [1, 2-B: 4, 5-B] dithiol-4, 8-dione;3.50g, yield 86.1percent;In a well-dried flask, N, N-Diethylthiophene-3-carboxamide, 1(18.3 g, 100 mmol) was dissolved in dry THF (200 mL) under inertatmosphere. The solution was cooled down to 0 C by an ice-waterbath followed by the drop wise addition of n-BuLi (2.5 M in hexanes, 40 mL, 100 mmol). The resultant mixture was heated to roomtemperature and stirred for 30 min. After the completion of reaction, reaction mixture was poured into ice water (300 mL) andstirred for 2 h. The mixture was filtered and the yellow precipitateobtained was subjected to serial washings with water (100 mL), methanol (30 mL) and hexane (30 mL) to obtain the title compoundas yellow powder (yield 78percent).1H NMR (500 MHz, CDCl3, d ppm): 7.65 (d, J 5.0 Hz, 2H), 7.69(d, J 5.0 Hz, 2H).2 (2.00 g, 10.9 mmol) was dissolved in 30 mL THF under argon atmosphere. The solution was cooled to 0 °C, and n-butyllithium (5.2 mL, 2.5 mol/L) was added dropwise within 30 min. Then, the reactant was stirred at room temperature for 30 min. The reactant was poured into 100 mL ice water and stirred for another 2 h. The mixture was filtrated, and the precipitate was washed by 10 mL water, 5 mL of methanol. 3 was obtained as yellow powder in 71percent yield. Mp >200 °C 250mL round bottom flask and then placed in a N, N- diethyl-3-thiophene carboxamide amide (compound g-2) 7g, it makes the vacuum. Then, n-BuLi (2.0M in hexane) at 0°C and then slowly inject 28.6 mL, then stirred at room temperature for 30 minutes. After 2 hours, when complete the reaction through a distilled water, there is no solid raksaek is generated if the filter through which the distilled water, methanol, hexane 4, 8-dihydro-benzo [1, 2-b: 4, 5-b0] The ET 4, 8-thiophene is obtained the ion (compound g-3). (Yield: 48percent); View all

3.2 Usage: suzuki reaction Benzo[1,2-b:4,5-b']dithiophene-4,8-dioneSupplier

4. Safety and Handling

4.1 Safety Statements: 24/25

4.1 RIDADR: NONH for all modes of transport

4.1 WGK Germany: 3

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

no data available

2.2 GHS label elements, including precautionary statements

Pictogram(s)	no data available
Signal word	no data available
Hazard statement(s)	no data available
Precautionary statement(s)
Prevention	no data available
Response	no data available
Storage	no data available
Disposal	no data available

2.3 Other hazards which do not result in classification

no data available

View all

6. Synthesis Route

32281-36-0Total: 10 Synthesis Route

267-65-2 24 Suppliers

32281-36-0 54 Suppliers

Literatures:
Chemistry of Materials, , vol. 24, # 7 p. 1346 - 1356
Yield: null

6007-83-6 9 Suppliers

32281-36-0 54 Suppliers

Literatures:
Journal of the American Chemical Society, , vol. 103, # 10 p. 2760 - 2769
Yield: ~24%

6007-85-8 18 Suppliers

32281-36-0 54 Suppliers

33527-22-9

Literatures:
Journal of the American Chemical Society, , vol. 103, # 10 p. 2760 - 2769
Yield: null

View all

7. Precursor and Product

precursor:

6007-83-6

431-71-0

6007-85-8

109-72-8

267-65-2

73540-75-7

59906-37-5

498-62-4

product :

1160823-78-8

1160823-77-7

1098102-94-3

359017-55-3

8. Computational chemical data

Molecular Weight: 220.26g/mol
Molecular Formula: C₁₀H₄O₂S₂
Compound Is Canonicalized: True
XLogP3-AA: 2.9
Exact Mass: 219.96527171
Monoisotopic Mass: 219.96527171
Complexity: 273
Rotatable Bond Count: 0
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 4
Topological Polar Surface Area: 90.6
Heavy Atom Count: 14
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADcYBwMABgAAAAAAAAAAAAAAAAASJAAAAwAAAAAAAAAEgB4AAAGgQAAAAADASE2ACwAYAAAAiMAqBSAAADAIAkCBBIiBkAAMgIIDKgFBCAIQAggAAoiYcJiMCOAAAAAAAAAACAEAEAAAgAAAAAAAAAAA==

9. Recommended Suppliers

Global52SuppliersView all >>

Jinlan Pharm-Drugs Technology Co., Limited Diamond member

12YRS

Products:Veterinary products,Nutrition products,Agrochemicals,Active pharmaceutical Ingredients,Custom systhesis,Contract manufacturing
Tel:86-571-85829052
Email:market@royalpharms.com

4,8-Dihydrobenzo[1,2-b:4,5-b']dithiophen-4,8-dione

Purity:99%Packing: 200kg/bag FOB
Price: 10 USD/kilogram
Time: 2024/08/08

Inquire

Dayang Chem (Hangzhou) Co., Ltd. Diamond member

13YRS

Products:Chemical products
Tel:86-571-88938639
Email:sales-gc@dycnchem.com

4,8-Dihydrobenzo[1,2-b:4,5-b']dithiophen-4,8-dione

Purity:99%Packing: 200kg/bag FOB
Price: 1 USD/kilogram
Time: 2024/06/17

Inquire

Alfa Chemistry Diamond member

2YRS

Products:Nanomaterials, Catalysts, Active Pharmaceutical Ingredients, Protection Reagents, Boronic Compounds, Fluorophores, Dyes, reagents, Insect Pheromone, Ionic Liquids, Lipids, Material &, Chemicals
Tel:1516-734-6573
Email:support@alfa-chemistry.com

Benzo[1,2-b:4,5-b']dithiophene-4,8-dione

Purity:99%Packing: 200kg/bag FOB
Price:
Time: 2024/09/23

Inquire

Hangzhou KieRay Chem Co., Ltd. Diamond member

1YR

Products:finechemicals, pharmaceutical materials and intermediates, pesticides, dyes andbiochemical reagents.
Tel:86-571-56123425
Email:purchase@kieraychem.com

Benzo[1,2-b:4,5-b']dithiophene-4,8-dione