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2-(3-bromophenyl)Naphthalene

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2-(3-bromophenyl)Naphthalene manufacturers

2-(3-bromophenyl)Naphthalene Basic information
Product Name:2-(3-bromophenyl)Naphthalene
Synonyms:2-(3-bromophenyl)Naphthalene;2-(3-bromophenyl)phthalene;2-(3-broMophenyl)naphthale;2-(3-Bromophenyl)naphthalene,98%;Naphthalene, 2-(3-bromophenyl)-;2-(3-Bromophenyl)naphthalene >;3-(2-naphthyl)bromobenzene
CAS:667940-23-0
MF:C16H11Br
MW:283.16
EINECS:1592732-453-0
Product Categories:
Mol File:667940-23-0.mol
2-(3-bromophenyl)Naphthalene Structure
2-(3-bromophenyl)Naphthalene Chemical Properties
Melting point 97.0 to 101.0 °C
Boiling point 385.2±11.0 °C(Predicted)
density 1.381±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. Sealed in dry,Room Temperature
form Solid
color White to Yellow to Orange
InChIInChI=1S/C16H11Br/c17-16-7-3-6-14(11-16)15-9-8-12-4-1-2-5-13(12)10-15/h1-11H
InChIKeyFWPXWVYUNHYGPE-UHFFFAOYSA-N
SMILESC1=C2C(C=CC=C2)=CC=C1C1=CC=CC(Br)=C1
CAS DataBase Reference667940-23-0
Safety Information
HS Code 2903.99.8001
MSDS Information
2-(3-bromophenyl)Naphthalene Usage And Synthesis
Chemical PropertiesType of white solid
Synthesis
1-Bromo-3-iodobenzene

591-18-4

2-Naphthaleneboronic acid

32316-92-0

2-(3-bromophenyl)Naphthalene

667940-23-0

1. Preparation of Compound 2a: 1-Bromo-3-iodobenzene (10 g, 35.35 mmol) and 2-naphthaleneboronic acid (5.47 g, 31.82 mmol) were dissolved in anhydrous tetrahydrofuran (THF, 100 mL) under dry conditions. Subsequently, tetrakis(triphenylphosphine)palladium (Pd(PPh3)4, 1.2 g, 1.06 mmol) and 2M aqueous potassium carbonate (K2CO3) (50 mL) were added. The reaction mixture was heated to reflux for 24 hours. After completion of the reaction, the organic layer was extracted with ethyl acetate and dried with anhydrous magnesium sulfate (MgSO4). After filtration to remove the desiccant, the organic layer was concentrated under reduced pressure to remove the solvent. The crude product was purified by column chromatography followed by recrystallization in a solvent mixture of tetrahydrofuran (THF) and ethanol (EtOH) to afford the white solid compound 2a (8.5 g, 85% yield). Mass spectrometry analysis showed [M + H]+ peak located at 283 m/z.

References[1] Patent: WO2008/13399, 2008, A1. Location in patent: Page/Page column 14-15
[2] Patent: US2010/331585, 2010, A1. Location in patent: Page/Page column 94-95
[3] Organic and Biomolecular Chemistry, 2017, vol. 15, # 19, p. 4096 - 4114
2-(3-bromophenyl)Naphthalene Preparation Products And Raw materials
Raw materials1-Bromo-3-iodobenzene-->1,3-Dibromobenzene-->2-Naphthaleneboronic acid-->Tetrahydrofuran-->Potassium carbonate
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