4-Bromo-1,8-naphthalic anhydride
- CAS No.
- 81-86-7
- Chemical Name:
- 4-Bromo-1,8-naphthalic anhydride
- Synonyms
- 4-BROMO-1,8-NAPHTHALENEDICARBOXYLIC ANHYDRIDE;4-BROMONAPHTHALIC ANHYDRIDE;4-Bromo-1,8-phthalic anhydride;4-Bromo-1,8-Napthalic Anhydride;4-Bromo-1,8-naphthalic anhydride;4-BroMo-1,8-naphthalic anhydride 95%;4-Bromo-1,8-naphthalic Anhydride >4-Bromo-1,8-Naphthalic Anhydride,>98%;6-BROMO-BENZO[DE]ISOCHROMENE-1,3-DIONE;7-Bromo-1H,3H-naphtho[1,8-cd]pyran-1,3-dione
- CBNumber:
- CB8364504
- Molecular Formula:
- C12H5BrO3
- Molecular Weight:
- 277.07
- MDL Number:
- MFCD00006927
- MOL File:
- 81-86-7.mol
- MSDS File:
- SDS
| Product description | Number | Pack Size | Price |
| 4-Bromo-1,8-naphthalic anhydride 95% | 324248 | 5g | $54.53 |
| 4-Bromo-1,8-naphthalic Anhydride >95.0%(T) | B0858 | 5g | $45 |
| 4-Bromo-1,8-naphthalic Anhydride >95.0%(T) | B0858 | 25g | $155 |
| 4-Bromo-1,8-naphthalic Anhydride | B697930 | 500mg | $50 |
| 4-Bromo-1,8-naphthalic Anhydride | B697930 | 5g | $85 |
| More product size | |||
| Melting point | 217-219 °C (lit.) |
|---|---|
| Boiling point | 467.2±28.0 °C(Predicted) |
| Density | 1.812±0.06 g/cm3(Predicted) |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| form | Solid |
| color | Off-White to Pale Yellow |
| InChI | InChI=1S/C12H5BrO3/c13-9-5-4-8-10-6(9)2-1-3-7(10)11(14)16-12(8)15/h1-5H |
| InChIKey | DTUOTSLAFJCQHN-UHFFFAOYSA-N |
| SMILES | C1(=O)OC(=O)C2=CC=C(Br)C3=C2C1=CC=C3 |
| CAS DataBase Reference | 81-86-7(CAS DataBase Reference) |
| EPA Substance Registry System | 1H,3H-Naphtho[1,8-cd]pyran-1,3-dione, 6-bromo- (81-86-7) |
| UNSPSC Code | 12162002 |
| NACRES | NA.23 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-37/39 | |||||||||
| WGK Germany | 3 | |||||||||
| TSCA | TSCA listed | |||||||||
| HS Code | 29173990 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
4-Bromo-1,8-naphthalic anhydride price More Price(27)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 324248 | 4-Bromo-1,8-naphthalic anhydride 95% | 81-86-7 | 5g | $54.53 | 2025-07-31 | Buy |
| TCI Chemical | B0858 | 4-Bromo-1,8-naphthalic Anhydride >95.0%(T) | 81-86-7 | 5g | $45 | 2025-07-31 | Buy |
| TCI Chemical | B0858 | 4-Bromo-1,8-naphthalic Anhydride >95.0%(T) | 81-86-7 | 25g | $155 | 2025-07-31 | Buy |
| TRC | B697930 | 4-Bromo-1,8-naphthalic Anhydride | 81-86-7 | 500mg | $50 | 2021-12-16 | Buy |
| TRC | B697930 | 4-Bromo-1,8-naphthalic Anhydride | 81-86-7 | 5g | $85 | 2021-12-16 | Buy |
4-Bromo-1,8-naphthalic anhydride Chemical Properties,Uses,Production
Uses
4-Bromo-1,8-naphthalic Anhydride is used as a starting material in the synthesis of a fluorescent probe for the detection of copper ions in living human LO-2 cell lines.
Synthesis
81-84-5
81-86-7
1. Oxidation: 1,8-Naphthalenedicarboxylic anhydride (2.31 g, 15.0 mmol) was dissolved in acetic acid (60 mL) and sodium dichromate (11.17 g, 40.0 mmol) was added under stirring conditions at room temperature. The suspension was heated to 75 °C and the reaction was carried out for 8 hours. After the reaction was completed, cold water was added to precipitate the product, which was filtered and washed with water to obtain white 1,8-naphthalenedicarboxylic anhydride (2.6 g, 80%, melting point 266-268 °C). 2. Bromination: 1,8-naphthalenedicarboxylic anhydride (1.98 g, 10.0 mmol) was dissolved in aqueous KOH (2.8 g KOH in 12 mL of water), cooled, and bromine was added dropwise. The reaction mixture was heated to 60 °C and kept for 6 h, then acidified with HCl solution. The crude product was obtained by filtration, the solid was dissolved by heating with 5% NaOH solution, filtered and neutralized with HCl solution, filtered again and washed with cold water, and dried to obtain yellow 4-bromo-1,8-naphthalenedicarboxylic anhydride (2.05 g, 82%, melting point 117-119 °C). 3. Condensation: 4-bromo-1,8-naphthalenedicarboxylic anhydride (2.00 g, 5.0 mmol) was refluxed with o-phenylenediamine (0.618 g, 5.0 mmol) in THF for 6 hours. After completion of the reaction (monitored by TLC), the reaction mixture was cooled, filtered and washed with THF to afford brown 3-bromo-benzo[de]benzo[4,5]imidazo[2,1-a]isoquinolin-7-one (2.51 g, 63%, melting point 190-192 °C). Product characterization: 1H NMR (CDCl3 + TFA) δ 8.90 (dd, J=8.48, 0.68 Hz, 1H, ArH), 8.79 (dd, J=7.36, 0.84 Hz, 1H, ArH), 8.53 (d, J=7.92 Hz, 1H, ArH), 8.24 (d, J=7.92 Hz, 1H, ArH), 8.04 (dd, J=7.92 Hz, 1H, ArH), 8.04 (dd, J=7.92 Hz, 1H, ArH), 8.05 (dd, J=7.92 Hz, 1H, ArH). 8.04 (dd, J=8.48, 7.48 Hz, 1H, ArH), 7.74 (m, 3H, ArH), 7.56 (m, 1H, ArH); 13C NMR (CDCl3 + TFA) δ 165.76, 136.55, 134.50, 134.42, 133.44, 131.92, 131.75, 131.68, 131.15, 130.90, 129.30, 128.64, 128.20, 127.26, 124.97, 121.02, 119.98; EIMS m/z: 350 (M+ + 1). Calculated elemental analysis (C18H9BrN2O): C, 61.91; H, 2.60; N, 8.08. Measured values: C, 61.76; H, 2.81; N, 8.45.
References
[1] Chemistry - A European Journal, 2011, vol. 17, # 44, p. 12257 - 12261
[2] European Journal of Medicinal Chemistry, 2013, vol. 68, p. 352 - 360
[3] RSC Advances, 2015, vol. 5, # 52, p. 41803 - 41813
[4] New Journal of Chemistry, 2011, vol. 35, # 8, p. 1690 - 1700
[5] Dyes and Pigments, 2018, vol. 158, p. 353 - 361
4-Bromo-1,8-naphthalic anhydride Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | +86-（0）57185586718; +8613336195806 | sales@capot.com | China | 29735 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-2158073036 | info@dakenam.com | China | 13636 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21599 | 55 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29833 | 58 |
| Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22963 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49977 | 58 |
| Richest Group Ltd | 18017061086 | oled@richest-group.com | CHINA | 5600 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34563 | 58 |
| AFINE CHEMICALS LIMITED | +86-0571-85134551 | sales@afinechem.com | China | 15082 | 58 |
| Dayang Chem (Hangzhou) Co.,Ltd. | +86-0571-88938639 +8617705817739 | info@dycnchem.com | China | 52846 | 58 |
View Lastest Price from 4-Bromo-1,8-naphthalic anhydride manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2022-02-19 | 4-Bromo-1,8-naphthalic anhydride
81-86-7
|
US $0.00 / KG | 1KG | 98.2% | 100 tons | Honest Joy Holdings Limited | |
 |
2019-07-06 | Benzothioxanthene dicarboxylic anhydride
81-86-7
|
US $1.00 / KG | 1KG | 98% | 1 | Career Henan Chemical Co |
-
- 4-Bromo-1,8-naphthalic anhydride
81-86-7
- US $0.00 / KG
- 98.2%
- Honest Joy Holdings Limited
-
- Benzothioxanthene dicarboxylic anhydride
81-86-7
- US $1.00 / KG
- 98%
- Career Henan Chemical Co
