2-bromonaphthalene

Structural formula
General
Surname	2-bromonaphthalene
other names	β-naphthyl bromide
Molecular formula	C 10 H 7 Br
Brief description	yellow solid with a characteristic odor
External identifiers / databases
EC number	209-452-5
ECHA InfoCard	100.008.594
PubChem	11372
Wikidata	Q27289466
properties
Molar mass	207.07 g mol −1
Physical state	firmly
Melting point	52-55 ° C
boiling point	281-283 ° C
solubility	practically insoluble in water (8 mg l −1 at 25 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 302-319
	P: 305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2-Bromonaphthalene (β-naphthyl bromide) is a chemical compound that belongs to the substance class of substituted naphthalenes . It is isomeric to 1-bromonaphthalene .

Extraction and presentation

2-Bromonaphthalene can be prepared in a Sandmeyer reaction from 2-aminonaphthalene (β-naphthylamine) with copper (I) bromide as a reagent. The reaction takes place via the diazonium salt as an intermediate.

properties

2-Bromonaphthalene is a yellow solid.

use

2-Bromonaphthalene can be used for the synthesis of biaryls in a Suzuki cross-coupling reaction and for the preparation of a pentacarbonyl [methoxy (2-naphthyl) carbene] chromium complex.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Entry on 2-bromonaphthalene in the GESTIS substance database of the IFA , accessed on February 24, 2017(JavaScript required) .
↑ H. Meislich, H. Nechamkin, J. Sharefkin: Organic Chemistry. (= Foam's outline ). McGraw Hill, Düsseldorf 1980, ISBN 978-0-070-63425-1 , p. 341.
↑ Data sheet 2-bromonaphthalene from Sigma-Aldrich , accessed on February 25, 2017 ( PDF ).
↑ Hans Joachim Stendel: Highly substituted hydrochinoid tricarbonyl (phenanthrene) chromium and tricarbonyl (triphenylene) chromium complexes: syntheses, structures and haptotropic metal migrations . Bonn 2005, DNB 974188557 , urn : nbn: de: hbz: 5N-04972 (dissertation, University of Bonn).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on 2-bromonaphthalene in the GESTIS substance database of the IFA , accessed on February 24, 2017(JavaScript required) .

[2] H. Meislich, H. Nechamkin, J. Sharefkin: Organic Chemistry. (= Foam's outline ). McGraw Hill, Düsseldorf 1980, ISBN 978-0-070-63425-1 , p. 341.

[3] Data sheet 2-bromonaphthalene from Sigma-Aldrich , accessed on February 25, 2017 ( PDF ).

[4] Hans Joachim Stendel: Highly substituted hydrochinoid tricarbonyl (phenanthrene) chromium and tricarbonyl (triphenylene) chromium complexes: syntheses, structures and haptotropic metal migrations . Bonn 2005, DNB 974188557 , urn : nbn: de: hbz: 5N-04972 (dissertation, University of Bonn).