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1,8-Dibromonaphthalene

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
MDL Number:
MFCD00183574
MOL File:
17135-74-9.mol
Last updated:2024-07-23 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)  GHS hazard pictogramsGHS hazard pictograms
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(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 764094 1,8-Dibromonaphthalene 97% 17135-74-9 1g $127 2024-03-01 Buy
TCI Chemical D4656 1,8-Dibromonaphthalene >98.0%(GC) 17135-74-9 1g $54 2024-03-01 Buy
TCI Chemical D4656 1,8-Dibromonaphthalene >98.0%(GC) 17135-74-9 5g $156 2024-03-01 Buy
TRC D426273 1,8-Dibromonaphthalene 17135-74-9 50mg $60 2021-12-16 Buy
Biosynth Carbosynth FD33422 1,8-Dibromonaphthalene 17135-74-9 1g $65 2021-12-16 Buy
Product number Packaging Price Buy
764094 1g $127 Buy
D4656 1g $54 Buy
D4656 5g $156 Buy
D426273 50mg $60 Buy
FD33422 1g $65 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.

204-03-5
17135-74-9
Synthesis of 1,8-Dibromonaphthalene from 1H-NAPHTHO[1,8-DE][1,2,3]TRIAZINE

1,8-Dibromonaphthalene Preparation Products And Raw materials

Global( 292)Suppliers
Supplier Tel Email Country ProdList Advantage
Yurui (Shanghai) Chemical Co., Ltd.
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+86-16632316109 xinshengkeji@xsmaterial.com China 1090 58
Springchem New Material Technology Co.,Limited
+86-021-62885108 +8613917661608 info@spring-chem.com China 2068 57
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025-83697070 product@chemlin.com.cn CHINA 3012 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32760 60

View Lastest Price from 1,8-Dibromonaphthalene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,8-DIBROMONAPHTALENE pictures 2024-08-15 1,8-DIBROMONAPHTALENE
17135-74-9
US $0.00 / kg 1kg 0.99 20 tons Hebei Yanxi Chemical Co., Ltd.
1,8-Dibromonaphthalene pictures 2024-08-15 1,8-Dibromonaphthalene
17135-74-9
US $0.00 / KG 1KG 98.00% 150KG /month Shanghai Daken Advanced Materials Co.,Ltd
1,8-DIBROMONAPHTALENE pictures 2023-11-14 1,8-DIBROMONAPHTALENE
17135-74-9
US $0.00-0.00 / kg 1kg 99.9% 30000 Kg Hebei Xinsheng New Material Technology Co., LTD.
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