ChemicalBook Product Catalog Organic Chemistry Hydrocarbons and derivatives Hydrocarbon halides 2-Bromonaphthalene

2-Bromonaphthalene

2-Bromonaphthalene Basic information
Product Name:2-Bromonaphthalene
Synonyms:BETA-NAPHTHYL BROMIDE;BETA-BROMONAPHTHALENE;BROMONAPHTHALENE(2-);2-BROMONAPHTHALENE;2-bromo-naphthalen;2-Naphthyl bromide;Naphthalene, 2-bromo-;naphthalene,2-bromo-
CAS:580-13-2
MF:C10H7Br
MW:207.07
EINECS:209-452-5
Product Categories:B;Bioactive Small Molecules;Building Blocks;C9 to C12;Cell Biology;Chemical Synthesis;FINE Chemical & INTERMEDIATES;Naphthalene derivatives;White crystal powder;Aryl;C9 to C12;Halogenated Hydrocarbons;Halogenated Hydrocarbons;Organic Building Blocks;Aromatic Compounds;Naphthalene series;bc0001
Mol File:580-13-2.mol
2-Bromonaphthalene Structure
2-Bromonaphthalene Chemical Properties
Melting point 52-55 °C (lit.)
Boiling point 281-282 °C (lit.)
density 1,605 g/cm3
refractive index 1.6382
Fp >230 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility methanol: soluble50mg/mL, clear, colorless to yellow
form Liquid
color Clear light yellow to orange-brown
Water Solubility slightly soluble
Merck 14,1426
BRN 1858110
InChIKeyAPSMUYYLXZULMS-UHFFFAOYSA-N
CAS DataBase Reference580-13-2(CAS DataBase Reference)
NIST Chemistry Reference2-Bromonaphthalene(580-13-2)
EPA Substance Registry SystemNaphthalene, 2-bromo- (580-13-2)
Safety Information
Hazard Codes 
RIDADR UN1230 - class 3 - PG 2 - Methanol
WGK Germany 3
HS Code 29039990
MSDS Information
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2-Bromonaphthalene Usage And Synthesis
Chemical PropertiesWhite or pale yellow powder
Uses2-Bromonaphthalene is used as a raw material in the preparation of biaryls through Suzuki cross coupling reaction. Further, it plays a vital role in the preparation of dyes. It is also used to study potential tumorigenicity.
Synthesis Reference(s)The Journal of Organic Chemistry, 32, p. 1607, 1967 DOI: 10.1021/jo01280a069
Tetrahedron Letters, 26, p. 5939, 1985 DOI: 10.1016/S0040-4039(00)98266-2
General DescriptionReaction of 2-bromonaphthalene with cuprous cyanide in N-methylpyrrolidone has been investigated. Nanosecond time-resolved resonance Raman spectra of the T1→Tn transition of 2-bromonaphthalene in methanol solvent has been investigated.
Purification MethodsPurify 2-bromonaphthalene by fractional elution from a chromatographic column of activated alumina. Crystallise it from EtOH. [Beilstein 5 IV 1667.]
2-Bromonaphthalene Preparation Products And Raw materials
Preparation Products2-Naphthalenethiol-->2-Naphthaleneboronic acid-->(7-bromo-1-naphthalenyl)ethanone-->10-(2-Naphthyl)anthracene-9-boronic acid-->4-(NAPHTHALEN-2-YL)PHENYLBORONIC ACID -->2-(Phenylmethoxy)-naphthalene-->9-Bromo-10-(2-naphthyl)anthracene-->2,2'-DINAPHTHYL KETONE-->3-Bromo-1-hydroxynaphthalene-->2-Acetyl-6-bromonaphthalene-->2-(2-Naphthyl)-1-benzothiophene
3-BROMO-2-NAPHTHYLAMINE NAPHTHOL AS-BI PHOSPHATE 6-BROMO-2-NAPHTHYL ACETATE 1-Bromobutane NAPHTHOL AS-BI SULFATE POTASSIUM SALT 2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE N-(2,3-Dihydro-2-oxo-1H-benzimidazol-5-yl)-3-hydroxy-2-naphthalenecarboxamide 6-BROMO-2-NAPHTHYL-BETA-D-GLUCOPYRANOSIDE 2,3-DIBROMONAPHTHALENE Bromoacetaldehyde diethyl acetal 1-BROMONAPHTHALENE,-Bromonaphthalen 6-BROMO-2-NAPHTHYL-BETA-D-GLUCURONIDE Bromobenzene 1,6-Dibromo-2-naphthol 1-Bromododecane 2-Bromo-2-methylpropane Bromocyclopentane 2-Bromonaphthalene
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