189105-78-0

Basic information

• Product Name: 1,8-Diiodoanthracene
• Synonyms: 1,8-Diiodoanthracene
• CAS NO: 189105-78-0
• Molecular Formula: C₁₄H₈I₂
• Molecular Weight: 430.02226
• Mol File: 189105-78-0.mol

Chemical Properties

• Melting Point: 199.0 to 203.0 °C
• Boiling Point: 478.2±18.0 °C(Predicted)
• Appearance: /
• Density: 2.130±0.06 g/cm3(Predicted)
• Storage Temp.: <0°C
• CAS DataBase Reference: 1,8-Diiodoanthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Diiodoanthracene(189105-78-0)
• EPA Substance Registry System: 1,8-Diiodoanthracene(189105-78-0)

Safety Data

• Hazardous Substances Data: 189105-78-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1,8-Diiodoanthracene is used as a versatile building block for the preparation of various organic compounds. Its unique structure allows for the synthesis of a wide range of organic molecules, making it valuable in the field of organic chemistry.
Used in Organic Electronics:
1,8-Diiodoanthracene is used as a component in various organic semiconductor materials due to its good charge transport properties. This makes it a promising candidate for applications in the field of organic electronics, such as in the development of organic solar cells, organic light-emitting diodes (OLEDs), and other electronic devices.
Used in Research and Development:
1,8-Diiodoanthracene is also used in research and development for studying the properties of organic compounds and their potential applications in various industries. Its unique structure and properties make it an interesting subject for scientific investigation.
It is important to handle 1,8-Diiodoanthracene with care, as it is toxic and may cause irritation to the skin, eyes, and respiratory system. Proper safety measures should be taken during its use to minimize potential health risks.

Upstream product

• 82-43-9 1,8-dichloroanthraquinone 
• 30877-00-0 1,8-diiodo-anthraquinone 
• 111-83-1 1-bromo-octane 
• 189105-76-8 4,5-diiodo-9-anthrone 
• 67-56-1 methanol 

Downstream Products

• 1642885-90-2 C₄₁H₃₀ 
• 1642885-89-9 C₃₈H₂₄ 
• 140834-22-6 1,8-Bis<4-(1,3-dioxan-2-yl)phenyl>anthracen 
• 78053-62-0 1,8-bis(phenylethynyl)anthracene 

Relevant articles and documents

Convenient synthesis of 1,8-diiodoanthracene and its coupling with thianthrene boronic acids

1,8-Diiodoanthracene has been prepared from commercially available 1,8-dichloroanthraquinone; it was shown to couple twice under Pd(0)-catalysis, with thianthrene 1- and 2-boronic acids giving 1,8-bis(thianthrenyl)anthracenes.

Triptycene: No homoconjugation effect for extending optical properties of π-conjugated oligomers

1,5- and 1,8-bis(bifluorenyl)anthracene were synthesized and converted to their corresponding bis(bifluorenyl)triptycenes and bis(bifluorenyl)-9,10- dihydroanthracenes. Analysis of their optical properties shows no feature of extended conjugation in the triptycene pair. The electronic spectra of the triptycene and dihydroanthracene pairs are in fact superimposable. There is definite evidence that triptycene displays zero homoconjugation effect.

Chemistry of anthracene-acetylene oligomers: Synthesis and enantiomeric resolution of a chiral 1,8-anthrylene-ethynylene cyclic tetramer

To construct a new type of chiral π-conjugated system, the title anthracene-acetylene oligomer containing two octyl groups at position 10 of 1,2-alternating anthracene groups was synthesized. Each anthracene unit was connected by Sonogashira coupling, and the tetrameric precursor was cyclized by a cross-coupling reaction to form the desired C2-symmetric compound. Its enantiomers were resolved by chiral HPLC with a Chiralcel OD column, and the chiroptical properties were investigated by optical rotation ([α] D23 = -95 and +91) and circular dichroism (CD) measurements. The structural and spectroscopic features of this oligomer were discussed in terms of the molecular symmetry and the dynamic behavior of the macrocyclic framework.

Improved synthesis of 1,8-diiodoanthracene and its application to the synthesis of multiple phenylethynyl-substituted anthracenes

1,8-Diiodoanthracene was synthesized from 1,8-dichloroanthraquinone in three steps by improved procedures in 41% overall yield. Some anthracene derivatives carrying multiple phenylethynyl groups were synthesized from 1,8-diiodoanthracene and 4,5-diiodo-9-