Anthra[2,3-b:6,7-b']dithiophene

Base Information

Chemical Name:Anthra[2,3-b:6,7-b']dithiophene
CAS No.:144413-58-1
Molecular Formula:C₁₈H₁₀S₂
Molecular Weight:290.409
Hs Code.:
European Community (EC) Number:694-460-5
DSSTox Substance ID:DTXSID60571206
Nikkaji Number:J957.289I
Wikidata:Q82459229
Mol file:144413-58-1.mol

Synonyms:Anthra[2,3-b:6,7-b']dithiophene;144413-58-1;6,16-dithiapentacyclo[11.7.0.03,11.05,9.015,19]icosa-1,3(11),4,7,9,12,14,17,19-nonaene;ADT, sublimed, 97%;ADT, AldrichCPR, sublimed;SCHEMBL13572445;DTXSID60571206;MFCD20257134;Anthra[2,3-b:6,7-b']bisthiophene;AKOS027252098;AS-39326;CS-0433608;Anthra[2,3-b:6,7-b inverted exclamation mark ]dithiophene;6,16-dithiapentacyclo[11.7.0.0^{3,11.0^{5,9.0^{15,19]icosa-1,3(11),4,7,9,12,14,17,19-nonaene

Suppliers and Price of Anthra[2,3-b:6,7-b']dithiophene

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

Sigma-Aldrich
ADT Aldrich
250mg
$ 315.00

Sigma-Aldrich
ADT AldrichCPR, sublimed
250mg
$ 238.00

Crysdot
Anthra[2,3-b:6,7-b']dithiophene 95+%
250mg
$ 538.00

American Custom Chemicals Corporation
ANTHRA[2,3-BETA,6,7-BETA]DITHIOPHENE 95.00%
5MG
$ 496.13

Total 11 raw suppliers

Chemical Property of Anthra[2,3-b:6,7-b']dithiophene

Chemical Property:

Boiling Point:534.8±23.0 °C(Predicted)
PSA：56.48000
Density:1.417±0.06 g/cm3(Predicted)
LogP:6.42240
XLogP3:6.1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:0
Exact Mass:290.02239267
Heavy Atom Count:20
Complexity:346

Purity/Quality:

99% ^*data from raw suppliers

ADT Aldrich ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xn
Statements: 22

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CSC2=CC3=CC4=C(C=C3C=C21)C=C5C(=C4)C=CS5
Uses ADT can be used as a conducting polymer in the fabrication of organic field effect transistors (OFETs) and organic photovoltaics (OPVs).

Technology Process of Anthra[2,3-b:6,7-b']dithiophene

There total 8 articles about Anthra[2,3-b:6,7-b']dithiophene 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:

: 932-41-2
2,3-diformylthiophene

: 637-88-7
1,4-Cyclohexanedione

: anthraceno[2,3-b:7,6-b']dithiophene

: 144413-58-1
anthraceno[2,3-b:6,7-b']dithiophene

Guidance literature:: With hydroxide; aluminium; mercury dichloride; cyclohexanol; Multistep reaction. Title compound not separated from byproducts; 2.) CCl₄, reflux, 48 h;
DOI:10.1021/ja9728381

Reference yield:

: C₁₈H₁₀O₂S₂

: 144413-58-1
anthraceno[2,3-b:6,7-b']dithiophene

Guidance literature:: With hydrogenchloride; In water;
DOI:10.1039/b715746k

Reference yield:

: 1397972-18-7
2,6-dimethoxy-3,7-bis(methylthio)anthracene

: 144413-58-1
anthraceno[2,3-b:6,7-b']dithiophene

Guidance literature:: Multi-step reaction with 5 steps

1: boron tribromide / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

3: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 12 h / 60 °C / Inert atmosphere

4: iodine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

5: sodium tetrahydroborate / ethanol / 24 h / Inert atmosphere; Reflux

With bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; iodine; boron tribromide; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide; 3: |Sonogashira Cross-Coupling;
DOI:10.1021/jo301438t