102153-44-6

Basic information

• Product Name: 2-BROMO-3-IODONAPHTHALENE
• Synonyms: 2-BROMO-3-IODONAPHTHALENE
• CAS NO: 102153-44-6
• Molecular Formula: C₁₀H₆BrI
• Molecular Weight: 332.96
• Mol File: 102153-44-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 95 °C
• Boiling Point: 361.8 ºC at 760 mmHg
• Flash Point: 172.6 ºC
• Appearance: /
• Density: 2.057 g/cm³
• Vapor Pressure: 4.21E-05mmHg at 25°C
• Refractive Index: 1.731
• CAS DataBase Reference: 2-BROMO-3-IODONAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-3-IODONAPHTHALENE(102153-44-6)
• EPA Substance Registry System: 2-BROMO-3-IODONAPHTHALENE(102153-44-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 102153-44-6(Hazardous Substances Data)

Usage

Uses

2-Bromo-3-iodonaphthalene can be used as an organic LED for novel electroluminescent hosts.

Synthesis Reference(s)

Synthetic Communications, 33, p. 2751, 2003 DOI: 10.1081/SCC-120021997

InChI:InChI=1/C10H6BrI/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6H

Upstream product

• 80789-65-7 10-bromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4;5,8-dimethanotriphenylene 
• 110-00-9 furan 
• 636-28-2 1,2,4,5-tetrabromobenzene 
• 623924-91-4 2-bromo-3-iodo-bis(hexachlorocyclopentadiene)naphthalene 
• 690244-08-7 1,3-dibromo-2-nitro-naphthalene 
• 106750-88-3 6,7-dibromo-1,4-epoxy-1,4-dihydronaphthalene 
• 13214-70-5 2,3-dibromonaphthalene 
• 54245-33-9 3-bromonaphthalen-2-amine 

Downstream Products

• 258-47-9 Dibenzo[b,h]biphenylene 

Relevant articles and documents

The metalation of 1- and 2-(trifluoromethyl)naphthalenes: Noteworthy site selectivities

This article provides insight into the various factors by which electronegative substituents affect the kinetic acidity of arenes and, more specifically, naphthalenes. Both 1- and 2-(trifluoromethyl)naphthalenes were consecutively treated with an organometallic or lithium dialkylamide-type base and carbon dioxide. Due to single electron-transfer triggered side reactions, the yields of (trifluoromethyl)naphthoic acids were moderate to poor. 1-(Trifluoromethyl)naphthalene was exclusively attacked at the 2-position as expected. The 2-isomer reacted with tert-butyllithium in the presence of potassium tert-butoxide solely at the 1-position, but with sec-butyllithium in the presence of N,N,N′,N′-tetramethylethylene-diamine concomitantly at the 3- and 4-positions. Authentic samples of the key acids 1, 4, 5 and 6 were prepared based on independent, unambiguous methods.

Chrysene-Based Blue Emitters

Chrysene and its bisbenzannulated homologue, naphtho[2,3-c]tetraphene, were synthesized through a PtCl2-catalyzed cyclization of alkynes, which also furnished corresponding biaryls subsequent to a Glaser coupling reaction of the starting alkynes. The optoelectronic properties of 5,5′-bichrysenyl and 6,6′-binaphtho[2,3-c]tetraphene were compared to their chrysene-based “monomers”. Oxidative cyclodehydrogenations of bichrysenyl and its higher homologue towards large nanographenes were also investigated.

HETEROACENE DERIVATIVE, TETRAHALOTERPHENYL DERIVATIVE, AND THEIR PRODUCTION METHODS

There are provided a heteroacene derivative having an excellent oxidation resistance and capable of forming a semiconductor active phase by a coating process, and an oxidation-resistant organic semiconductor material using the same, as well as an organic thin film. [Means for Resolution] heteroacene derivative represented by the formula (1) is obtained by tetrametalation of a tetrahaloterphenyl derivative with a metalation agent and subsequent treatment of the resulting compound with reaction agents: wherein the substituents R1 to R4 are the same or different and each represents a hydrogen atom, a fluorine atom, a chlorine atom, an aryl group having 4 to 30 carbon atoms, an alkyl group having 3 to 20 carbon atoms, or a halogenated alkyl group having 1 to 20 carbon atoms; T1 and T2 are the same or different and each represents sulfur, selenium, tellurium, oxygen, phosphorus, boron, or aluminum; 1 and m each is an integer of 0 or 1; and rings A and B are the same or different and each has a structure represented by the following formulae (A-1) or (A-2).