1,8-Diiodoanthracene

Base Information

• Chemical Name: 1,8-Diiodoanthracene
• CAS No.: 189105-78-0
• Molecular Formula: C14H8I2
• Molecular Weight: 430.027
• DSSTox Substance ID: DTXSID60445574
• Nikkaji Number: J1.627.684G
• Wikidata: Q82264039
• Mol file: 189105-78-0.mol

Synonyms:1,8-diiodoanthracene;189105-78-0;Anthracene, 1,8-diiodo-;SCHEMBL15768897;DTXSID60445574;MFCD22581439;AKOS028108827;AS-57357;D4151;T70483;A905632

Chemical Property of 1,8-Diiodoanthracene

Chemical Property:

• Melting Point: 199.0 to 203.0 °C
• Boiling Point: 478.2±18.0 °C(Predicted)
• PSA: 0.00000
• Density: 2.130±0.06 g/cm3(Predicted)
• LogP: 5.20220
• Storage Temp.: <0°C
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 429.87155
• Heavy Atom Count: 16
• Complexity: 229

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,8-Diiodoanthracene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC3=C(C=C2C(=C1)I)C(=CC=C3)I

Technology Process of 1,8-Diiodoanthracene

There total 6 articles about 1,8-Diiodoanthracene 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: 89.0%

4,5-diiodo-9-anthrone (189105-76-8) → 1,8-diiodoanthracene (189105-78-0)

Guidance literature:

4,5-diiodo-9-anthrone; With sodium tetrahydroborate; In propan-1-ol; at 20 ℃; for 1h;

With hydrogenchloride; In methanol; for 1h; Heating;

DOI:10.1055/s-2005-869999

Reference yield: 82.0%

methanol (67-56-1) + 1,8-diiodo-anthraquinone (30877-00-0) → 1,8-diiodoanthracene (189105-78-0) + 4,5-diiodo-9-anthrone (189105-76-8) + 1,8-diiodo-10-methoxyanthracene (189105-77-9)

Guidance literature:

methanol; 1,8-diiodo-anthraquinone; With sodium tetrahydroborate; at 20 ℃; for 1h;

With hydrogenchloride; In methanol; for 1h; Heating;

DOI:10.1055/s-2005-869999

Reference yield: 52.0%

1-bromo-octane (111-83-1) + 4,5-diiodo-9-anthrone (189105-76-8) → 1,8-diiodo-10-octylanthracene (887780-29-2) + 1,8-diiodoanthracene (189105-78-0)

Guidance literature:

1-bromo-octane; With magnesium; In diethyl ether;

4,5-diiodo-9-anthrone; In diethyl ether; at 20 ℃; for 20h; Further stages.;

DOI:10.1002/chem.200501111

upstream raw materials:

4,5-diiodo-9-anthrone

methanol

1,8-diiodo-anthraquinone

1-bromo-octane

Downstream raw materials:

C₄₁H₃₀

C₃₈H₂₄

1,8-Bis<4-(1,3-dioxan-2-yl)phenyl>anthracen

1,8-bis(phenylethynyl)anthracene

Refernces

• 1、 Gu, Xingwei,Lai, Yee-Hing. "Triptycene: No homoconjugation effect for extending optical properties of π-conjugated oligomers". . p. 5200 - 5203. Retrieved 2010.
• 2、 Goichi, Michio,Segawa, Kazushi,Suzuki, Shinya,Toyota, Shinji. "Improved synthesis of 1,8-diiodoanthracene and its application to the synthesis of multiple phenylethynyl-substituted anthracenes". . p. 2116 - 2118. Retrieved 2007/10/03.