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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
Molecular Weight:
207.07
MDL Number:
MFCD00003868
MOL File:
90-11-9.mol
MSDS File:
SDS
Last updated:2024-10-24 21:11:45

1-Bromonaphthalene Properties

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)
FDA UNII 976Y53P08P
NIST Chemistry Reference Naphthalene, 1-bromo-(90-11-9)
EPA Substance Registry System Naphthalene, 1-bromo- (90-11-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H302-H319-H410
Precautionary statements  P264-P270-P273-P280-P301+P312-P305+P351+P338
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
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

1-Bromonaphthalene price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.06210 1-Bromonaphthalene for synthesis 90-11-9 100mL $70 2024-03-01 Buy
Sigma-Aldrich 8.06210 1-Bromonaphthalene for synthesis 90-11-9 500mL $312 2024-03-01 Buy
Sigma-Aldrich 8.06210 1-Bromonaphthalene for synthesis 90-11-9 2.5L $1400 2024-03-01 Buy
Sigma-Aldrich 17640 1-Bromonaphthalene ≥95% 90-11-9 100ml $127 2024-03-01 Buy
Sigma-Aldrich 17640 1-Bromonaphthalene ≥95% 90-11-9 500ml $371 2024-03-01 Buy
Product number Packaging Price Buy
8.06210 100mL $70 Buy
8.06210 500mL $312 Buy
8.06210 2.5L $1400 Buy
17640 100ml $127 Buy
17640 500ml $371 Buy

1-Bromonaphthalene Chemical Properties,Uses,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.]

166328-07-0
90-11-9
Synthesis of 1-Bromonaphthalene from POTASSIUM (1-NAPHTHALENE)TRIFLUOROBORATE
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View Lastest Price from 1-Bromonaphthalene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-Bromonaphthalene pictures 2024-11-25 1-Bromonaphthalene
90-11-9
US $15.00 / KG 1KG 99% 200 tons/ year Speranza Chemical Co., Ltd.
1-Bromonaphthalene pictures 2024-11-25 1-Bromonaphthalene
90-11-9
US $0.00-0.00 / kg 1kg 99%+ 1000000kg per Month Shanghai Qyubiotech Co., Ltd.
1-Bromonaphthalene pictures 2024-11-22 1-Bromonaphthalene
90-11-9
US $75.00-20.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
1-bromo-naphthalen A-BROMONAPHTHALENE ALPHA-BROMONAPHTHALENE ALPHA-MONOBROMONAPHTHALENE ALPHA-NAPHTHYL BROMIDE 1-BROMONAPHTHALENE 1-BROMO NAPTHALENE 1-Bromonaphthalene solution 1-BROMONAPHTHALENE STABILIZED 1-BROMONAPHTHALENE SOLUTION, IN PARAFFIN OIL 1-BromonaphthaleneForSynthesis 1-Bromonaphthalene96% 1-Bromonaphthalene,~99% 1-Bromonaphthalene,97% a-Naphthyl bromide 1-Naphtyl bromide 1-Bromonaphthalene ,98% 1-BreMnaphthalene 1-BroMonaphthalene, 96% 100ML 1-naphthylbromide -Bromonaphthalene I-Bromnaphthalin Naphthalene,1-bromo- 11 -BroMonaphthalene 1 - broMine naphthalene 1-Bromonaphthalene > 1-BromonaphthaL 1-Bromonaphthalene ISO 9001:2015 REACH 1-Bromonaphthalene pure, 98% 1-Bromonaphthalene, Extra Pure, SLR, Fisher Chemical 1-Naphthyl bromide 1-Bromonaphtalene α-bromonaphthalene 1-Bromnaphthalin 1-Bromophthalene 96% For Synthesis 1-Bromonaphthalene in Cyclohexane 1-Bromonaphthalene in Acetonitrile 90-11-9 1990-11-9 99-11-9 1990-11-09 33186 90119 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