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

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

Speranza Chemical Co., Ltd.

Product: 1-Bromonaphthalene 90-11-9
Price: US $15.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 200 tons/ year
Release date: 2020-03-11

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

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33186

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ARYL HALIDE

Building Blocks

C9 to C12

Aryl

Halogenated Hydrocarbons

Organic Building Blocks

Naphthalene series

Pyridines ,Heterocyclic Acids

C9 to C12

Chemical Synthesis

Halogenated Hydrocarbons

Organic Building Blocks

Building Blocks

Naphthalene derivatives

Aryl