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
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
N-Bromosuccinimide Price
- Product number
- 764094
- Product name
- 1,8-Dibromonaphthalene
- Purity
- 97%
- Packaging
- 1g
- Price
- $127
- Updated
- 2024/03/01
- Product number
- D4656
- Product name
- 1,8-Dibromonaphthalene
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $54
- Updated
- 2024/03/01
- Product number
- D4656
- Product name
- 1,8-Dibromonaphthalene
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $156
- Updated
- 2024/03/01
- Product number
- D426273
- Product name
- 1,8-Dibromonaphthalene
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 214784
- Product name
- 1,8-Dibromonaphthalene
- Packaging
- 5g
- Price
- $59
- Updated
- 2021/12/16
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
1,8-Dibromonaphthalene Suppliers
- Tel
- 800-4238616
- Fax
- +1-888-520-1075 / +1-503-283-1987
- sales@tciamerica.com
- Country
- Americas
- ProdList
- 23653
- Advantage
- 75
View Lastest Price from 1,8-Dibromonaphthalene manufacturers
- 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
- 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
- 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