ChemicalBook--->CAS DataBase List--->63279-58-3

63279-58-3

63279-58-3 Structure

63279-58-3 Structure
IdentificationBack Directory
[Name]

1-Bromo-4-iodonaphthalene
[CAS]

63279-58-3
[Synonyms]

1,4-BIN
1-Bromo-4-iodophthalene
-BroMo-4-iodonaphthalene
1-Bromo-4-iodonaphthalene
1-Iodo-4-bromonaphthalene
Naphthalene, 1-bromo-4-iodo-
1-Bromo-4-iodonaphthalene, 98% solid
1-Bromo-4-iodonaphthalene ISO 9001:2015 REACH
[Molecular Formula]

C10H6BrI
[MDL Number]

MFCD01166242
[MOL File]

63279-58-3.mol
[Molecular Weight]

332.963
Chemical PropertiesBack Directory
[Melting point ]

88-89℃
[Boiling point ]

357.3±15.0 °C(Predicted)
[density ]

2.057
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[form ]

Solid
[color ]

White to Light yellow to Light orange
[Water Solubility ]

Slightly soluble in water. (3.6 g/L) (25°C)
[Sensitive ]

Light Sensitive
[InChI]

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

HQHHKYXPFKHLBF-UHFFFAOYSA-N
[SMILES]

C1(Br)=C2C(C=CC=C2)=C(I)C=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[HS Code ]

2903.99.8001
Hazard InformationBack Directory
[Uses]

It is used as an OLED material.
[Synthesis]

4-Bromo-1-naphthylamine

2298-07-9

1-Bromo-4-iodonaphthalene

63279-58-3

General procedure for the synthesis of 1-bromo-4-iodonaphthalene from 4-bromo-1-naphthylamine: 1-amino-4-bromonaphthalene (60 g, 0.27 mol) was placed in a single-necked flask and the reaction was carried out under argon protection. Acetonitrile (500 ml) was added as a solvent and the reaction mixture was cooled to 0 °C and kept until 1-amino-4-bromonaphthalene was completely dissolved. Subsequently, boron nitrite (42 g, 49 ml, 0.41 mol) and copper bromide (73 g, 0.32 mol) were added sequentially with continuous stirring for 3 h at room temperature. Upon completion of the reaction, the reaction was terminated by slow addition of 1N HCl aqueous solution (600 ml). The resulting solid product was collected by filtration and washed sequentially with distilled water and ether to remove impurities. Finally, the target compound 1-bromo-4-iodonaphthalene (76 g, 85% yield) was purified by column chromatography.

[References]

[1] Patent: WO2011/105700, 2011, A1. Location in patent: Page/Page column 23
[2] Patent: US2011/152246, 2011, A1. Location in patent: Page/Page column 121-123
[3] Journal of the Chemical Society, 1885, vol. 47, p. 523
[4] Journal of the Chemical Society, 1895, vol. 67, p. 912
[5] Tetrahedron Letters, 2004, vol. 45, # 42, p. 7883 - 7885
Spectrum DetailBack Directory
[Spectrum Detail]

1-Bromo-4-iodonaphthalene(63279-58-3)1HNMR
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