2,5-Dibromo-3-octylthiophene

Base Information

• Chemical Name: 2,5-Dibromo-3-octylthiophene
• CAS No.: 149703-84-4
• Molecular Formula: C12H18Br2S
• Molecular Weight: 354.149
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID30402715
• Nikkaji Number: J627.985F
• Wikidata: Q72464736
• Mol file: 149703-84-4.mol

Synonyms:2,5-Dibromo-3-octylthiophene;149703-84-4;2,5-Dibromo-3-n-octylthiophene;Thiophene, 2,5-dibromo-3-octyl-;MFCD00672013;C12H18Br2S;starbld0004129;SCHEMBL1224883;DTXSID30402715;2,5-Dibromo-3-octylthiophene, 96%;AKOS015897379;AC-4940;CS-W009802;DS-18509;D4053;FT-0643450;A808943;J-507294

Chemical Property of 2,5-Dibromo-3-octylthiophene

Chemical Property:

• Vapor Pressure: 0.000101mmHg at 25°C
• Refractive Index: n20/D 1.548(lit.)
• Boiling Point: 348.4 °C at 760 mmHg
• Flash Point: 164.5 °C
• PSA: 28.24000
• Density: 1.456 g/cm³
• LogP: 6.17610
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 353.94755
• Heavy Atom Count: 15
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dibromo-3-octylthiophene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC1=C(SC(=C1)Br)Br
• Uses: It is a conducting polymer precursor.

Technology Process of 2,5-Dibromo-3-octylthiophene

There total 2 articles about 2,5-Dibromo-3-octylthiophene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

N-bromosuccinimide [NBS] + Sodium sulfite (Na2SO3) + 3-octylthiophene (65016-62-8,104934-51-2) → 2,5-dibromo-3-octadecylthiophene (149703-84-4)

Guidance literature:

In N-methyl-acetamide; Succinimide;

Reference yield: 86.0%

3-octylthiophene (65016-62-8,104934-51-2) → 2,5-dibromo-3-octadecylthiophene (149703-84-4)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 ℃; for 72h; Darkness;

DOI:10.1021/ma102101e

Reference yield: 50.0%

2,5-dibromo-3-octadecylthiophene (149703-84-4) + 5-[4-(4'-ethynyl-biphenyl-4-ylethynyl)-2,5-bis-heptyloxy-phenylethynyl]-[2,2']bipyridinyl → C108H112N4O4S

Guidance literature:

With copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 75 ℃;

DOI:10.1039/b403084b

upstream raw materials:

3-octylthiophene

Downstream raw materials:

C₅₄H₄₆N₆S

C₄₄H₆₀O₂S₃Si₂

3-octylthiophene

Refernces

• 1、 Liu, Shengxia,Schanze, Kirk S.. "Solvent tuned excited state configuration mixing in a π-conjugated metal-organic oligomer". . p. 1510 - 1511. Retrieved 2004.
• 2、 Dilien,Chambon,Cleij,Lutsen,Vanderzande,Adriaensens. "Identification and quantification of defect structures in poly(2,5-thienylene vinylene) derivatives prepared via the dithiocarbamate precursor route by means of NMR spectroscopy on 13C-labeled polymers". scheme or table. p. 4711 - 4720. Retrieved 2012/05/20.
• 3、 Dilien, Hanne,Palmaerts, Arne,Lenes, Martijn,De Boer, Bert,Blom, Paul,Cleij, Thomas J.,Lutsen, Laurence,Vanderzande, Dirk. "A deeper insight into the dithiocarbamate precursor route: Synthesis of soluble poly(thienylene vinylene) derivatives for photovoltaic applications". experimental part. p. 10231 - 10240. Retrieved 2011/08/03.