ChemicalBook > CAS DataBase List > 1-Bromonaphthalene

1-Bromonaphthalene

CAS No.90-11-9
Chemical Name:1-Bromonaphthalene
CBNumber:CB5197277
Molecular Formula:C10H7Br
Formula Weight:207.07
MOL File:90-11-9.mol

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
Surface tension 44.4mN/m at 20°C
CAS DataBase Reference 90-11-9(CAS DataBase Reference)
FDA UNII 976Y53P08P
NIST Chemistry Reference Naphthalene, 1-bromo-(90-11-9)
EPA Substance Registry System Naphthalene, 1-bromo- (90-11-9)
UNSPSC Code 12352101
NACRES NA.22

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

NFPA 704:

	1
1		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H319-H410
Precautionary statements P264-P270-P273-P280-P301+P312-P305+P351+P338

1-Bromonaphthalene Price More Price(15)

Brand: Sigma-Aldrich(India)
Product number: B73104
Product name : 1-Bromonaphthalene
Purity: 97%
Packaging: 5G
Price: ₹1529.75
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: B73104
Product name : 1-Bromonaphthalene
Purity: 97%
Packaging: 100G
Price: ₹2078.35
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: B73104
Product name : 1-Bromonaphthalene
Purity: 97%
Packaging: 500G
Price: ₹6752
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 8.06210
Product name : 1-Bromonaphthalene
Purity: for synthesis
Packaging: 100ML
Price: ₹10500
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 8.06210
Product name : 1-Bromonaphthalene
Purity: for synthesis
Packaging: 500ML
Price: ₹29369.99
Updated: 2022/06/14
Buy: Buy

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.
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.
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.
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.]