ChemicalBook > CAS DataBase List > 2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE

2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE

Product Name: 2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE
CAS No.: 84-59-3
Chemical Name: 2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE
Synonyms: 2,6-dibromo-5-naphthalenediol;2,6-dibromonaphthalene-1,5-diol;2,6-DIBROMO-1,5-NAPHTHALENEDIOL;1,5-Naphthalenediol, 2,6-dibromo-;2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE;1,5-DIHYDROXY-2,6-DIBROMONAPHTHALENE;2,6-Dibromo-1,5-dihydroxynaphthalene>
CBNumber: CB3347579
Molecular Formula: C10H6Br2O2
Formula Weight: 317.96
MOL File: 84-59-3.mol

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2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE Property

Boiling point:: 397.4±37.0 °C(Predicted)
Density: 2.081±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
form: powder to crystal
pka: 6.19±0.50(Predicted)
color: Light yellow to Amber to Dark green
CAS DataBase Reference: 84-59-3(CAS DataBase Reference)

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Safety

Risk Statements: 36/37/38
Safety Statements: 26-36/37/39
HS Code: 2908.19.6000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P233Keep container tightly closed.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304IF INHALED:

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P340Remove victim to fresh air and keep at rest in a position comfortable for breathing.

P362Take off contaminated clothing and wash before reuse.

P403Store in a well-ventilated place.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S348775
Product name: 2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE
Purity: Aldrich<sup>CPR</sup>
Packaging: 1 unit
Price: $185
Updated: 2025/07/31

TCI Chemical

Product number: D2593
Product name: 2,6-Dibromo-1,5-dihydroxynaphthalene
Purity: >93.0%(T)
Packaging: 5g
Price: $253
Updated: 2025/07/31

TCI Chemical

Product number: D2593
Product name: 2,6-Dibromo-1,5-dihydroxynaphthalene
Purity: >93.0%(T)
Packaging: 25g
Price: $1010
Updated: 2025/07/31

TRC

Product number: D425665
Product name: 2,6-Dibromo-1,5-naphthalenediol
Packaging: 5G
Price: $155
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0009451
Product name: 1 5-DIHYDROXY-2 6-DIBROMONAPHTHALENE
Purity: 95.00%
Packaging: 100G
Price: $2842.44
Updated: 2021/12/16

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2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE Chemical Properties,Usage,Production

Uses

2,6-Dibromo-1,5-naphthalenediol is a useful synthetic intermediate. It is used to prepare semiconducting polyphenyls and polythiophenes via microwave-assisted Suzuki and Stille cross-coupling reactions. It is also used to prepare and polymerize adamantane or phenylenevinylene or naphthalenevinylene-containing monomers.

Synthesis

83-56-7

84-59-3

Example 17- Synthesis of 2,6-dibromonaphthalene-1,5-diol: 1,5-dihydroxynaphthalene (115.2 g) was suspended in acetonitrile (800 mL) under nitrogen protection. Subsequently, N,N-dimethylformamide (DMF) solution of N-bromosuccinimide (NBS) (400 mL containing 254 g of NBS) was added slowly and dropwise. The reaction mixture was stirred at room temperature and the reaction progress was monitored by gas chromatography-mass spectrometry (GC-MS). Upon completion of the reaction, the reaction was quenched by the addition of water. The resulting precipitate was collected by filtration and washed with plenty of water to give 2,6-dibromonaphthalene-1,5-diol in 80% yield. Mass spectrometry (electrospray ionization, ESI) analysis resulted in a calculated value (C10H6Br2O2) of 317.9614 and a measured value of 317.9.

References

[1] Journal of Organic Chemistry, 2017, vol. 82, # 15, p. 8234 - 8241
[2] Patent: US2011/224445, 2011, A1. Location in patent: Page/Page column 19
[3] Patent: WO2013/149001, 2013, A2. Location in patent: Paragraph 00139
[4] Tetrahedron Letters, 2017, vol. 58, # 40, p. 3854 - 3858
[5] Organic Electronics: physics, materials, applications, 2014, vol. 15, # 12, p. 3558 - 3567

2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE Preparation Products And Raw materials

Raw materials

Preparation Products

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2,6-DIBROMO-1,5-DIHYDROXYNAPHTHALENE Suppliers

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