69249-61-2

  • Product Name:2-Bromo-3-hexylthiophene
  • Molecular Formula:C10H15BrS
  • Purity:99%
  • Molecular Weight:247.199
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Product Details;

CasNo: 69249-61-2

Molecular Formula: C10H15BrS

factory and supplier 69249-61-2 2-Bromo-3-hexylthiophene in stock

  • Molecular Formula:C10H15BrS
  • Molecular Weight:247.199
  • Vapor Pressure:0.01mmHg at 25°C 
  • Refractive Index:n20/D 1.529 
  • Boiling Point:272.653 °C at 760 mmHg 
  • Flash Point:118.697 °C 
  • PSA:28.24000 
  • Density:1.275 g/cm3 
  • LogP:4.63340 

2-bromo-3-hexylthiophene(Cas 69249-61-2) Usage

General Description

2-Bromo-3-hexylthiophene is a monomeric precursor that forms bromo terminate polymers. It is synthesized by the bromination of hexylthiophene.

InChI:InChI=1/C10H15BrS/c1-2-3-4-5-6-9-7-8-12-10(9)11/h7-8H,2-6H2,1H3

69249-61-2 Relevant articles

Push-pull thiophene-based small molecules with donor and acceptor units of varying strength for photovoltaic application: Beyond P3HT and PCBM

Boschi, Alex,Candini, Andrea,Di Maria, Francesca,Gazzano, Massimo,Lanzi, Massimiliano,Marinelli, Martina,Monti, Filippo,Pierini, Filippo,Salatelli, Elisabetta,Zanelli, Alberto,Zangoli, Mattia

supporting information, p. 11216 - 11228 (2021/09/15)

Here is reported an expedient synthesis ...

Redox-Divergent Construction of (Dihydro)thiophenes with DMSO

Chen, Qing-An,He, Gu-Cheng,Hu, Yan-Cheng,Ji, Ding-Wei,Liu, Heng,Zhang, Xiang-Xin,Zhao, Chao-Yang

supporting information, p. 24284 - 24291 (2021/10/08)

Thiophene-based rings are one of the mos...

Planar and twisted molecular structure leads to the high brightness of semiconducting polymer nanoparticles for NIR-IIa fluorescence imaging

Liu, Shunjie,Ou, Hanlin,Li, Yuanyuan,Zhang, Haoke,Liu, Junkai,Lu, Xuefeng,Kwok, Ryan T.K.,Lam, Jacky W.Y.,Ding, Dan,Tang, Ben Zhong

supporting information, p. 15146 - 15156 (2020/10/13)

Semiconducting polymer nanoparticles (SP...

Aggregation induced emission-emissive stannoles in the solid state

Lork, Enno,Ramirez Y Medina, Isabel-Maria,Rohdenburg, Markus,Staubitz, Anne

supporting information, p. 9775 - 9778 (2020/09/07)

The optoelectronic and structural proper...

69249-61-2 Process route

3-hexylthiophene
1693-86-3

3-hexylthiophene

3-hexyl-2-bromothiophene
69249-61-2,125321-66-6

3-hexyl-2-bromothiophene

Conditions
Conditions Yield
With N-Bromosuccinimide; In acetic acid; at 20 ℃; for 24h;
99%
With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; Darkness;
99%
With N-Bromosuccinimide; acetic acid; In chloroform; at 20 ℃; for 3h; Cooling with ice;
99%
With N-Bromosuccinimide; acetic acid; In chloroform; at 20 ℃;
98%
With N-Bromosuccinimide;
98%
With N-Bromosuccinimide; In dichloromethane; acetic acid;
98%
With N-Bromosuccinimide; In chloroform; acetic acid;
97%
With N-Bromosuccinimide; In N,N-dimethyl-formamide; at -20 - 20 ℃; for 1h;
97%
With N-Bromosuccinimide; In acetic acid;
96%
With N-Bromosuccinimide; In acetic acid; Inert atmosphere;
96%
With N-Bromosuccinimide; In chloroform; acetic acid; at 20 ℃;
96%
With N-Bromosuccinimide; In tetrahydrofuran; at 0 ℃; for 1h;
95%
With N-Bromosuccinimide; In tetrahydrofuran; for 1h; cooling;
95%
With N-Bromosuccinimide; In N,N-dimethyl-formamide; for 3h;
95%
With N-Bromosuccinimide; acetic acid; In chloroform; at 0 - 20 ℃; for 0.5h;
95%
With N-Bromosuccinimide; acetic acid; at 20 ℃; for 24h; Inert atmosphere;
95%
With N-Bromosuccinimide; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;
92%
With N-Bromosuccinimide; In N,N-dimethyl-formamide; at -10 - 20 ℃; for 13h; Inert atmosphere; Schlenk technique; Large scale;
91%
With N-Bromosuccinimide; acetic acid;
91%
With N-Bromosuccinimide; In acetic acid; at 0 ℃; for 2h;
89%
With N-Bromosuccinimide; In chloroform; acetic acid; for 0.5h;
88%
With N-Bromosuccinimide; In acetic acid; for 0.5h;
86%
With N-Bromosuccinimide; In tetrahydrofuran; at 0 ℃; for 2h;
86%
With N-Bromosuccinimide; In tetrahydrofuran; at 0 ℃; for 12h;
86%
With N-Bromosuccinimide; acetic acid; In chloroform; at 0 - 22 ℃; for 3.16667h;
84%
With trimethylsilyl bromide; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; at 20 ℃;
81%
With N-Bromosuccinimide; In chloroform; acetic acid; at 20 - 50 ℃; for 0.5h;
79%
With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 ℃;
78%
With N-Bromosuccinimide; In acetic acid; at 15 ℃; for 2.5h;
78%
With N-Bromosuccinimide; In acetic acid; at 22 ℃; for 2.5h;
77%
With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 25h; Darkness;
77%
With N-Bromosuccinimide; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;
70%
With N-Bromosuccinimide; acetic acid; In chloroform; at 0 ℃; for 1h;
67%
With N-Bromosuccinimide; In N,N-dimethyl-formamide; at -20 - 20 ℃; for 5.5h;
52%
With bromine; In acetic acid; at 0 ℃; for 0.5h;
49%
With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
47%
With N-Bromosuccinimide; In chloroform; acetic acid;
With N-Bromosuccinimide; In N,N-dimethyl-formamide;
Multi-step reaction with 2 steps
1.1: 95 percent / tetrabutylammonium bromide; methanol; Br2 / CH2Cl2 / 20 °C
2.1: ZnBr2; tetrabutylammonium tetrafluoroborate / NiBr2 2,2'-bipyridine / dimethylformamide / -10.16 °C / Electrolysis
2.2: dimethylformamide / Acid hydrolysis
With methanol; tetrabutylammomium bromide; tetrabutylammonium tetrafluoroborate; bromine; zinc dibromide; (2,2'-bipyridine)nickel(II) dibromide; In dichloromethane; N,N-dimethyl-formamide;
With N-Bromosuccinimide; In tetrahydrofuran; at 20 ℃; for 15h;
With N-Bromosuccinimide; In dichloromethane;
With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 4h; Inert atmosphere;
With N-Bromosuccinimide; acetic acid; In dichloromethane; at -20 ℃; Inert atmosphere;
With N-Bromosuccinimide; In tetrahydrofuran;
With N-Bromosuccinimide; In tetrahydrofuran; at 25 ℃; for 15h;
With N-Bromosuccinimide; acetic acid; at 20 ℃; for 0.5h; Inert atmosphere; Darkness;
With N-Bromosuccinimide; In tetrahydrofuran; at 0 ℃; for 1h; Cooling with ice;
With N-Bromosuccinimide; In dichloromethane; Darkness; Inert atmosphere;
With N-Bromosuccinimide; In dichloromethane; acetic acid; for 6h;
With N-Bromosuccinimide; In tetrahydrofuran; at 0 ℃; for 1h;
With N-Bromosuccinimide; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;
With N-Bromosuccinimide; In chloroform; at -90 - 20 ℃; for 15h;
With N-Bromosuccinimide; at 0 ℃;
With N-Bromosuccinimide;
With hydrogen bromide; acetic acid; dimethyl sulfoxide; at 60 ℃; for 6h; Sealed tube;
5.1 mg
2,5-dibromo-3-hexylthiophene
116971-11-0

2,5-dibromo-3-hexylthiophene

3-hexyl-2-bromothiophene
69249-61-2,125321-66-6

3-hexyl-2-bromothiophene

Conditions
Conditions Yield
2,5-dibromo-3-hexylthiophene; With tetrabutylammonium tetrafluoroborate; zinc dibromide; (2,2'-bipyridine)nickel(II) dibromide; In N,N-dimethyl-formamide; at -10.16 ℃; Electrolysis;
In N,N-dimethyl-formamide; Further stages.; Acid hydrolysis;

69249-61-2 Upstream products

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  • 116971-11-0
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    2,5-dibromo-3-hexylthiophene

  • 68-12-2
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    N,N-dimethyl-formamide

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    n-hexylmagnesium bromide

69249-61-2 Downstream products

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