3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione

Product Name: 3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione
CAS No.: 1000623-95-9
Chemical Name: 3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione
Synonyms: DPP‐iC8;DPP26-2Br;DPP-EH-2ThBr;Pyrrolo[3,4-c]py;3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydro;1,4-bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-3,6-dione;3,6-Bis(5-broMothiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4-dione;3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione;3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione;Pyrrolo[3,4-c]pyrrole-1,4-dione, 3,6-bis(5-broMo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydro-
CBNumber: CB22485054
Molecular Formula: C30H38Br2N2O2S2
Formula Weight: 682.57
MOL File: 1000623-95-9.mol

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3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione Property

Boiling point:: 742.2±60.0 °C(Predicted)
Density: 1.45
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
form: solid
pka: -5.35±0.60(Predicted)
color: Dark red/purple
InChIKey: JVVGLKKTAZYUQU-UHFFFAOYSA-N
SMILES: N1(CC(CC)CCCC)C(C2SC(Br)=CC=2)=C2C(=O)N(CC(CC)CCCC)C(C3SC(Br)=CC=3)=C2C1=O

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

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

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N-Bromosuccinimide Price

AK Scientific

Product number: 0080AA
Product name: 3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
Packaging: 1g
Price: $282
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0364259
Product name: 3,6-BIS-(5-BROMOTHIOPHEN-2-YL)-2,5-BIS(2-ETHYLHEXYL)PYRROLO[3,4-C]PYRROLE-1,4(2H,5H)-DIONE
Purity: 95.00%
Packaging: 5MG
Price: $502.11
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0364259
Product name: 3,6-BIS-(5-BROMOTHIOPHEN-2-YL)-2,5-BIS(2-ETHYLHEXYL)PYRROLO[3,4-C]PYRROLE-1,4(2H,5H)-DIONE
Purity: 95.00%
Packaging: 1G
Price: $1575
Updated: 2021/12/16

Alichem

Product number: 1000623959
Product name: 3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
Packaging: 5g
Price: $960.4
Updated: 2021/12/16

Crysdot

Product number: CD43000909
Product name: 3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
Purity: 95+%
Packaging: 5g
Price: $970
Updated: 2021/12/16

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3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione Chemical Properties,Usage,Production

Description

3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP-EH-2ThBr) is a building block containing a?DPP backbone as a strong acceptor unit. It has a planar conjugated bi-cyclic structure engaging stronger π–π interactions. Due to its electron-deficient nature,?DPP-EH-2ThBr and its derivatives are used for the synthesis of small molecules and low band-gap polymer semiconductors?with OPV, OLED and perovskite solar cells.

Uses

suzuki reaction

Synthesis

1185885-86-2

1000623-95-9

The general procedure for the synthesis of 3,6-bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-C]pyrrole-1,4-diones was carried out using 2,5-bis(2-ethylhexyl)-3,6-bis(thiophen-2-yl)pyrrolo[3,4-C]pyrrole-1,4-diones as starting material as follows: in a 100 mL single-necked round-bottomed flask was charged with compound 3 (1.01 g, 2.05 mmol) and 50 mL of CHCl3. The reaction mixture was cooled to 273 K and N-bromosuccinimide (NBS) was added in batches under stirring. After NBS was completely added, the mixture was slowly warmed to room temperature and stirring was continued for 2 hours. Upon completion of the reaction, the mixture was poured into water and extracted with CHCl3. The organic phases were combined and evaporated to remove CHCl3. The resulting red solid was purified by column chromatography using CHCl3/petroleum ether as eluent. The final isolation afforded 0.95 g of the target product 4 in 71% yield. The structure of the product was confirmed by 1H NMR, 13C NMR and FTIR.1H NMR (500 MHz, CDCl3) δ (ppm): 8.30 (d, J = 3.7 Hz, 2H), 6.62 (d, J = 3.7 Hz, 2H), 3.99 (m, 4H), 1.78-1.68 (m, 2H), 1.39-1.24 ( m, 16H), 0.92 (t, J = 7.5 Hz, 6H), 0.88 (t, J = 7.0 Hz, 6H).13C NMR (75 MHz, CDCl3) δ (ppm): 161.1, 146.4, 132.9, 126.4, 122.4, 115.7, 106.4, 46.4, 40.2, 30.7 28.9, 23.9, 23.3, 14.2, 10.8. FTIR (KBr) νmax: 3422, 3084, 2957, 2926, 2859, 1657, 1556, 1504.9, 1450, 1406, 1308, 1261, 1233, 1165, 1100, 1072, 1027, 967, 833, 810, 731. 833, 810, 731, 709, 635, 466, 430 cm-1.

References

[1] Journal of the American Chemical Society, 2010, vol. 132, # 44, p. 15547 - 15549
[2] Australian Journal of Chemistry, 2014, vol. 67, # 8-9, p. 1330 - 1337
[3] RSC Advances, 2015, vol. 5, # 25, p. 19520 - 19527
[4] Journal of Materials Chemistry A, 2013, vol. 1, # 8, p. 2795 - 2805
[5] Journal of Fluorescence, 2016, vol. 26, # 6, p. 1939 - 1949

3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione Preparation Products And Raw materials

Raw materials

Preparation Products

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3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione Suppliers

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View Lastest Price from 3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: 3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 1000623-95-9
Price: US $3.00-9.00/kg
Min. Order: 1kg
Purity: 99%min
Supply Ability: 50kg
Release date: 2025-08-01

Career Henan Chemical Co

Product: 3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 1000623-95-9
Price: US $2.00/KG
Min. Order: 1KG
Purity: ≥98%
Supply Ability: 100kg
Release date: 2019-12-20

1000623-95-9, 3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dioneRelated Search:

Pyrrolo[3,4-c]pyrrole-1,4-dione, 3,6-bis(5-bromo-2-thienyl)-2,5-dihydro- 3,6-Di(2-thienyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 3,4-Dimethoxythiophene 2,5-Di(HD)-3,6-di(5-broMothiophen)diketopyrrolopyrrole 3,6-Bis(5-broMothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 3,6-DIBROMOTHIENO[3,2-B]THIOPHENE 3,6-Di(thieno[3,2-b]thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 3,6-bis(5-broMo-4-(2-ethylhexyl)thiophen-2-yl)-1,2,4,5-tetrazine 3,6-Bis(5-bromo-2-thienyl)-2,5-dihydro-2,5-dioctylpyrrolo[3,4-c]pyrrole-1,4-dione 4,4'-Dibutoxy-2,2'-bis(trimethylstannyl)-5,5'-bithiazole DPP‐iC12 3,4-Dibromothiophene

3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione

DPP‐iC8

3,6-Bis(5-broMothiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4-dione

Pyrrolo[3,4-c]pyrrole-1,4-dione, 3,6-bis(5-broMo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydro-

3,6-bis(5-broMo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione DPP-iC8

DPP26-2Br

Pyrrolo[3,4-c]py

1,4-bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-3,6-dione

3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-ethylhexyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione

DPP-EH-2ThBr

3,6-Bis(5-bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydro

1000623-95-9