1,5-Dibromonaphthalene-2,6-diol

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1,5-Dibromonaphthalene-2,6-diol manufacturers

1,5-Dibromonaphthalene-2,6-diol Basic information
Product Name:1,5-Dibromonaphthalene-2,6-diol
Synonyms:1,5-Dibromonaphthalene-2,6-diol;1,5-Dibromo-2,6-dihydroxynaphthalene >;2,6-Naphthalenediol, 1,5-dibromo-;1,5-Dibromo-2,6-naphthalenediol;1,5-Dibromo-2,6-dihydroxynaphthalene
CAS:132178-78-0
MF:C10H6Br2O2
MW:317.96
EINECS:
Product Categories:
Mol File:132178-78-0.mol
1,5-Dibromonaphthalene-2,6-diol Structure
1,5-Dibromonaphthalene-2,6-diol Chemical Properties
Melting point 209-213 °C(Solv: 1,4-dioxane (123-91-1))
Boiling point 384.7±37.0 °C(Predicted)
density 2.081±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility soluble in Methanol
form powder to crystal
pka6.77±0.50(Predicted)
color White to Brown
CAS DataBase Reference132178-78-0
Safety Information
HS Code 2908.19.6000
MSDS Information
1,5-Dibromonaphthalene-2,6-diol Usage And Synthesis
Synthesis
2,6-Naphthalenediol

581-43-1

1,5-Dibromonaphthalene-2,6-diol

132178-78-0

Example 1- Synthesis of 1,5-dibromonaphthalene-2,6-diol: Naphthalene-2,6-diol (5.1 g) was dissolved in 50 mL of tetrahydrofuran (THF) followed by addition of N-bromosuccinimide (NBS, 11.4 g). The reaction mixture was heated to reflux and the reaction progress was monitored by gas chromatography-mass spectrometry (GC-MS). Upon completion of the reaction, the reaction was quenched with saturated sodium thiosulfate solution and the solid product was collected by filtration. The solid was washed with water to afford 1,5-dibromonaphthalene-2,6-diol in 90% yield. The mass spectrometry (electrospray ionization, ESI) data were as follows: calculated value (C10H6Br2O2) was 317.8714 and measured value was 317.9.

References[1] Tetrahedron Letters, 1998, vol. 39, # 36, p. 6487 - 6490
[2] Patent: WO2013/149001, 2013, A2. Location in patent: Paragraph 00123
[3] Journal of the Chemical Society, 1937, p. 1859,1861
[4] Patent: US2011/224445, 2011, A1. Location in patent: Page/Page column 8
1,5-Dibromonaphthalene-2,6-diol Preparation Products And Raw materials
Raw materials2,6-Naphthalenediol-->N-Bromosuccinimide-->Tetrahydrofuran
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