3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene

Base Information

Chemical Name:3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene
CAS No.:132814-91-6
Molecular Formula:C28H34S4
Molecular Weight:498.842
Hs Code.:2934999090
European Community (EC) Number:693-290-9
DSSTox Substance ID:DTXSID30478430
Nikkaji Number:J1.085.798H
Wikidata:Q82311809
Mol file:132814-91-6.mol

Synonyms:3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene;132814-91-6;2,2':5',2'':5'',2'''-Quaterthiophene, 3,3'''-dihexyl-;2-(3-hexylthiophen-2-yl)-5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophene;3-HEXYL-5'-{3'-HEXYL-[2,2'-BITHIOPHEN]-5-YL}-2,2'-BITHIOPHENE;dihexyl-quarterthiophene;SCHEMBL987458;DTXSID30478430;MLDVGCCQHBDHDR-UHFFFAOYSA-N;MFCD10567045;AKOS016845176;AS-39319;D5492;3,3'''-dihexyl-[2,2';5',2'';5'',2''']quaterthiophene;3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene, 95%

Suppliers and Price of 3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TCI Chemical
3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene (contains 3% Dichloromethane at maximum)
200MG
$ 186.00

Sigma-Aldrich
3,3′′′-Dihexyl-2,2′:5′,2′′:5′′,2′′′-quaterthiophene 95%
1g
$ 223.00

Crysdot
3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene 95+%
5g
$ 662.00

Arctom
3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene ≥95%
1g
$ 282.00

Arctom
3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene ≥95%
250mg
$ 113.00

Arctom
3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene ≥95%
100mg
$ 76.00

American Custom Chemicals Corporation
3,3'''-DIHEXYL-2,2':5',2'':5'',2'''-QUATERTHIOPHENE 95.00%
1G
$ 763.35

Alichem
3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene
250mg
$ 180.79

Alichem
3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene
1g
$ 448.00

AK Scientific
3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene
200mg
$ 303.00

Total 15 raw suppliers

Chemical Property of 3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene

Chemical Property:

Melting Point:25-29 °C
Boiling Point:592.0±50.0 °C(Predicted)
Flash Point:110 °C
PSA：112.96000
Density:1.131±0.06 g/cm3(Predicted)
LogP:11.17920
Storage Temp.:2-8°C(protect from light)
XLogP3:11.7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:13
Exact Mass:498.15433578
Heavy Atom Count:32
Complexity:480

Purity/Quality:

97% ^*data from raw suppliers

3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene (contains 3% Dichloromethane at maximum) ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xi
Statements: 36
Safety Statements: 26

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCCC1=C(SC=C1)C2=CC=C(S2)C3=CC=C(S3)C4=C(C=CS4)CCCCCC
Uses D4HT can be used a conjugating polymer in the fabrication of devices such as organic field effect transistor (OFET), organic thin film transistor (OTFT) and organic photovoltaics (OPV).

Technology Process of 3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene

There total 2 articles about 3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene 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: 90.0%

: 4805-22-5
5,5'-dibromo-2,2'-bisthiophene

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

: 132814-91-6
3,3'-dihexyl-2,2':5',2:5,2'-quarterthiophene

Guidance literature:: 3-hexyl-2-bromothiophene; With magnesium; In diethyl ether; for 3h; Heating;

5,5'-dibromo-2,2'-bisthiophene; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In diethyl ether; benzene; Heating;
DOI:10.1021/jo049137o

Reference yield:

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

: 239075-02-6
5,5'-di(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-2,2'-bithiophene

: 132814-91-6
3,3'-dihexyl-2,2':5',2:5,2'-quarterthiophene

Guidance literature:: With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; potassium carbonate; In methanol; toluene; Inert atmosphere; Schlenk technique;
DOI:10.1039/c5dt04133c

Reference yield:

: 132814-91-6
3,3'-dihexyl-2,2':5',2:5,2'-quarterthiophene

: C₅₈H₅₈N₂O₄S₄

Guidance literature:: Multi-step reaction with 4 steps

1: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 0 - 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; copper(l) iodide / tetrahydrofuran / 70 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 40 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; copper(l) iodide / tetrahydrofuran / 20 °C / Inert atmosphere

With N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jacs.0c03678