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1,8-Dibromonaphthalene

1,8-Dibromonaphthalene Structure
CAS No.
17135-74-9
Chemical Name:
1,8-Dibromonaphthalene
Synonyms
CASC;1,8-DBN;1,8-dibromonalene;8-DIBROMONAPHTALENE;1,8-DibromonaphthaL;1,8-dibroMophthalene;1,8-DIBROMONAPHTALENE;1,8-dibromonaphthylene;1,8-dibromonaphthalene;Naphthalene,1,8-dibromo-
CBNumber:
CB7303678
Molecular Formula:
C10H6Br2
Molecular Weight:
285.96
MOL File:
17135-74-9.mol
Modify Date:
2024/7/23 15:56:09

1,8-Dibromonaphthalene Properties

Melting point 108.0 to 112.0 °C
Boiling point 140°C/0.1mmHg(lit.)
Density 1.834±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility soluble in Toluene
form powder or crystals
color White to Yellow to Green
InChIKey DLXBGTIGAIESIG-UHFFFAOYSA-N

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS09
Signal word  Warning
Hazard statements  H302-H411
Precautionary statements  P273-P301+P312+P330
Hazard Codes  Xn,N
Risk Statements  22-50
Safety Statements  61
RIDADR  UN 3077 9 / PGIII
WGK Germany  3
HS Code  29039990

1,8-Dibromonaphthalene price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 764094 1,8-Dibromonaphthalene 97% 17135-74-9 1G ₹10160 2022-06-14 Buy
TCI Chemicals (India) D4656 1,8-Dibromonaphthalene min. 98.0 % 17135-74-9 1G ₹4300 2022-05-26 Buy
TCI Chemicals (India) D4656 1,8-Dibromonaphthalene min. 98.0 % 17135-74-9 5G ₹15600 2022-05-26 Buy
Product number Packaging Price Buy
764094 1G ₹10160 Buy
D4656 1G ₹4300 Buy
D4656 5G ₹15600 Buy

1,8-Dibromonaphthalene Chemical Properties,Uses,Production

Chemical Properties

White to yellow powder/crystals.

Application

1,8-Diarylnaphthalene show great potential in highly efficient photoluminescent blue and green OLEDs, chiral ligands and sensors, nonlinear optic chromophores, stereo-dynamic switches and other optoelectronic devices.

Preparation

1,8-dibromonaphthalene was prepared by diazotisation of triazine 1 with sodium nitrite in sulfuric acid, followed by the addition of CuBr/HBr in 44% yield, and cyanation of the dibromide (5) by Weissman’s method gave naphthalene-1,8-dicarbonitrile (4) in 78% yield (Scheme 2).
Synthesis of 1,8-dibromonaphthalene

Reactions

Influence of the conditions on the Pd-catalyzed reaction of 1,8-dibromonaphthalene with 1,2,3,4-tetrafluorobenzene.

Scope of the Pd-catalyzed direct arylation reaction of 2,5-substituted heteroarenes with 1,8-dibromonaphthalene.

Structure and conformation

1,8-Dibromonaphthalene (1,8-DBN) is a symmetrical double bromo-substituted naphthalene with two bromos sitting at the naphthalene ring mirroring each other along the joining carbons.

References

[1] W. NOLAND D. B Venkata Srinivasarao Narina. Synthesis and Crystallography of 8-Halonaphthalene-1-Carbonitriles and Naphthalene-1,8-Dicarbonitrile[J]. Journal of Chemical Research-s, 2011, 383 1: 694-697. DOI:10.3184/174751911X13222107572093.
[2] PROF. DR. ANNA V. GULEVSKAYA Eugeny A E. 1,8‐Diarylnaphthalenes: Synthesis, Properties, and Applications[J]. European Journal of Organic Chemistry, 2022, 2022 48: Pages 53-111. DOI:10.1002/ejoc.202201192.
[3] KETATA N, LIU L, SALEM R B, et al. Mono or double Pd-catalyzed C–H bond functionalization for the annulative π-extension of 1,8-dibromonaphthalene: a one pot access to fluoranthene derivatives[J]. Beilstein Journal of Organic Chemistry, 2024, 16 1. DOI:10.3762/bjoc.20.37.

1,8-Dibromonaphthalene Preparation Products And Raw materials

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1,8-DIBROMONAPHTALENE 1,8-dibroMonaphthalene 1,8-DBN 1,8-dibroMophthalene 1,8-DBN Naphthalene,1,8-dibromo- 1,8-dibromonaphthylene 1,8-Dibromonaphthalene > 1,8-DibromonaphthaL 1,8-dibromonalene 1,8-DIBROMONAPHTALENE ISO 9001:2015 REACH 8-DIBROMONAPHTALENE CASC Ethanol,2-[2-(5-piperazinyl)ethoxy]- 1,8-dibromonaphthalene 17135-74-9 Dibromonaphthalene OLED materials,pharm chemical,electronic intermediate OLED