ChemicalBook > CAS DataBase List > 1-Bromonaphthalene

1-Bromonaphthalene

Product Name
1-Bromonaphthalene
CAS No.
90-11-9
Chemical Name
1-Bromonaphthalene
Synonyms
1-Bromonaphtalene;1-Naphthyl bromide;α-bromonaphthalene;1-BromonaphthaL;I-Bromnaphthalin;1-Bromnaphthalin;1-Naphtyl bromide;1-BreMnaphthalene;1-naphthylbromide;-Bromonaphthalene
CBNumber
CB5197277
Molecular Formula
C10H7Br
Formula Weight
207.07
MOL File
90-11-9.mol
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1-Bromonaphthalene Property

Melting point:
−2-−1 °C(lit.)
Boiling point:
133-134 °C10 mm Hg(lit.)
Density 
1.48 g/mL at 20 °C(lit.)
vapor pressure 
0.013 hPa (20 °C)
refractive index 
n20/D 1.6570(lit.)
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
H2O: slightly soluble
form 
Liquid
color 
slightly yellow to deep brownish-yellow
Water Solubility 
slightly soluble
Merck 
14,1425
BRN 
1906414
Dielectric constant
5.1（19℃）
InChIKey
DLKQHBOKULLWDQ-UHFFFAOYSA-N
LogP
4.06
CAS DataBase Reference
90-11-9(CAS DataBase Reference)
NIST Chemistry Reference
Naphthalene, 1-bromo-(90-11-9)
EPA Substance Registry System
Naphthalene, 1-bromo- (90-11-9)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36-36/37/38-20/21/22
Safety Statements 
26-36
RIDADR 
2810
WGK Germany 
3
RTECS 
QJ1545000
F 
8
TSCA 
Yes
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29036990
Toxicity
LD50 orally in Rabbit: 810 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.06210
Product name
1-Bromonaphthalene
Purity
for synthesis
Packaging
100mL
Price
$70
Updated
2024/03/01
Sigma-Aldrich
Product number
8.06210
Product name
1-Bromonaphthalene
Purity
for synthesis
Packaging
500mL
Price
$312
Updated
2024/03/01
Sigma-Aldrich
Product number
8.06210
Product name
1-Bromonaphthalene
Purity
for synthesis
Packaging
2.5L
Price
$1400
Updated
2024/03/01
Sigma-Aldrich
Product number
17640
Product name
1-Bromonaphthalene
Purity
≥95%
Packaging
100ml
Price
$127
Updated
2024/03/01
Sigma-Aldrich
Product number
17640
Product name
1-Bromonaphthalene
Purity
≥95%
Packaging
500ml
Price
$371
Updated
2024/03/01
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1-Bromonaphthalene Chemical Properties,Usage,Production

Chemical Properties

Thick colorless yellow to yellow-brown liquid with a pungent odor. Insoluble in water, miscible with alcohol, ether, benzene and chloroform. 1-Bromonaphthalene is one of two isomeric bromonaphthalenes, the other being 2-bromonaphthalene.

Uses

1-Bromonaphthalene is used in organic synthesis and refractometry of fats. It is used in the preparation of N-aryl imidazoles and diaryl ethers. It is used to determine the refractive index of crystals and the water content of alcohols. It is utilized in the preparation of glutathione peroxidase-like antioxidant activity of diaryl diselenides. Further, it serves as a solvent for the exfoliation and dispersion of hexabenzocoronene. In addition to this, it is used as a refrigerant and a solvent molecular weight substance.

Preparation

1-Bromonaphthalene is synthesized by the reaction of naphthalene with bromine: C10H8+ Br2→ C10H7Br + HBr.
Reaction: add carbon tetrachloride and naphthalene in the reaction pot, stirring and heating, and slowly add bromine at 45℃. After adding, keep the reaction at 70-80℃ for 3-4h. distillation to recover carbon tetrachloride, wash the reaction product, distill under reduced pressure, wash again, filter, dry and get the finished product.

Application

1-Bromonaphthalene is a bromoarene that can be used in:
Palladium-catalyzed Suzuki–Miyaura coupling reaction with potassium aryltrifluoroborates without the use of phase-transfer catalysts or phosphine ligands.
The preparation of indeno annelated polycyclic aromatic hydrocarbons by reacting with o-bromobenzeneboronic acid and oligocyclic bromoarenes via Suzuki-Heck type coupling.
Ni catalyzed Kumada–Tamao–Corriu cross-coupling reaction with PhMgBr.
The preparation of arylnaphthalenes via palladium-catalyzed Suzuki-Miyaura cross-coupling reaction with aryl boronic acid.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 1, p. 121, 1941
Tetrahedron, 64, p. 4999, 2008 DOI: 10.1016/j.tet.2008.03.085

General Description

The vibrational spectra of 1-bromonaphthalene has been studied.

Purification Methods

Purify 1-bromonaphthalene by passage through activated alumina, and three vacuum distillations. [Beilstein 5 H 547, 5 IV 1665.]

1-Bromonaphthalene Preparation Products And Raw materials

Raw materials

Carbon tetrachloride Government regulation

Preparation Products

N,N'-Bis- (1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine 1-Cyanonaphthalene 1-NAPHTHALENETHIOL 1-Naphthoic acid 1-Naphthylboronic acid
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1-Bromonaphthalene Suppliers

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View Lastest Price from 1-Bromonaphthalene manufacturers

Shanghai Qyubiotech Co., Ltd.
Product
1-Bromonaphthalene 90-11-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%+
Supply Ability
1000000kg per Month
Release date
2022-10-11
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
1-Bromonaphthalene 90-11-9
Price
US $75.00-20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-30
Wuhan Circle Star Chem-medical Technology Co.,Ltd
Product
1-Bromonaphthalene 90-11-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98
Supply Ability
1000
Release date
2025-01-02

90-11-9, 1-BromonaphthaleneRelated Search:

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  • ARYL HALIDE
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  • C9 to C12
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