1,8-Dibromonaphthalene

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1,8-Dibromonaphthalene

Product Name: 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
Formula Weight: 285.96
MOL File: 17135-74-9.mol

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1,8-Dibromonaphthalene Property

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

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Safety

Hazard Codes: Xn,N
Risk Statements: 22-50
Safety Statements: 61
RIDADR: UN 3077 9 / PGIII
WGK Germany: 3
HS Code: 29039990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 764094
Product name: 1,8-Dibromonaphthalene
Purity: 97%
Packaging: 1g
Price: $127
Updated: 2024/03/01

TCI Chemical

Product number: D4656
Product name: 1,8-Dibromonaphthalene
Purity: >98.0%(GC)
Packaging: 1g
Price: $54
Updated: 2024/03/01

TCI Chemical

Product number: D4656
Product name: 1,8-Dibromonaphthalene
Purity: >98.0%(GC)
Packaging: 5g
Price: $156
Updated: 2024/03/01

TRC

Product number: D426273
Product name: 1,8-Dibromonaphthalene
Packaging: 50mg
Price: $60
Updated: 2021/12/16

Oakwood

Product number: 214784
Product name: 1,8-Dibromonaphthalene
Packaging: 5g
Price: $59
Updated: 2021/12/16

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1,8-Dibromonaphthalene Chemical Properties,Usage,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).

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

Raw materials

Preparation Products

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View Lastest Price from 1,8-Dibromonaphthalene manufacturers

Shanghai Daken Advanced Materials Co.,Ltd

Product: 1,8-Dibromonaphthalene 17135-74-9
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98.00%
Supply Ability: 150KG /month
Release date: 2021-11-18

Hebei Yanxi Chemical Co., Ltd.

Product: 1,8-DIBROMONAPHTALENE 17135-74-9
Price: US $0.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 20 tons
Release date: 2023-11-29

Hebei Weibang Biotechnology Co., Ltd

Product: 1,8-DIBROMONAPHTALENE 17135-74-9
Price: US $30.00-10.00/KG
Min. Order: 50KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-24

17135-74-9, 1,8-DibromonaphthaleneRelated Search:

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17135-74-9

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intermediate

OLED