4-BROMO-2-HYDROXYBENZONITRILE
- Product Name
- 4-BROMO-2-HYDROXYBENZONITRILE
- CAS No.
- 288067-35-6
- Chemical Name
- 4-BROMO-2-HYDROXYBENZONITRILE
- Synonyms
- CAS:288067-35-6;5-Bromo-2-cyanophenol;4-BROMOSALICYLONITRILE;2-hydroxy-bromobenzonitrile;2-Hydroxy-4-bromobenzonitrile;4-BROMO-2-HYDROXYBENZONITRILE;Benzonitrile, 4-bromo-2-hydroxy-;4-Bromo-2-hydroxybenzonitrile >4-Bromo-2-hydroxybenzonitrile, >=98%;5-Bromo-2-cyanophenol, 4-Bromosalicylonitrile
- CBNumber
- CB4360306
- Molecular Formula
- C7H4BrNO
- Formula Weight
- 198.02
- MOL File
- 288067-35-6.mol
4-BROMO-2-HYDROXYBENZONITRILE Property
- Melting point:
- 160 °C
- Boiling point:
- 295.1±25.0 °C(Predicted)
- Density
- 1.79±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- form
- powder to crystal
- pka
- 6.20±0.10(Predicted)
- color
- White to Light yellow to Light orange
- InChI
- InChI=1S/C7H4BrNO/c8-6-2-1-5(4-9)7(10)3-6/h1-3,10H
- InChIKey
- PAHSHGVACWNGEY-UHFFFAOYSA-N
- SMILES
- C(#N)C1=CC=C(Br)C=C1O
Safety
- Hazard Codes
- Xi
- RIDADR
- 3439
- Hazard Note
- Irritant
- HazardClass
- 6.1
- PackingGroup
- III
- HS Code
- 2926907090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B3120
- Product name
- 4-Bromo-2-hydroxybenzonitrile
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $22
- Updated
- 2025/07/31
- Product number
- B3120
- Product name
- 4-Bromo-2-hydroxybenzonitrile
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $87
- Updated
- 2025/07/31
- Product number
- B696158
- Product name
- 4-Bromo-2-hydroxybenzonitrile
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- B696158
- Product name
- 4-Bromo-2-hydroxybenzonitrile
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- B696158
- Product name
- 4-Bromo-2-hydroxybenzonitrile
- Packaging
- 500mg
- Price
- $65
- Updated
- 2021/12/16
4-BROMO-2-HYDROXYBENZONITRILE Chemical Properties,Usage,Production
Chemical Properties
white crystalline
Uses
4-Bromo-2-hydroxybenzonitrile is a benzonitrile derivative containing hydroxyl and bromine atom substituents at the 2 and 4 positions. The substance can be used to prepare indole derivatives or small molecule inhibitors (plasma kinin releasing enzyme inhibitors).
Synthesis
105942-08-3
288067-35-6
General procedure for the synthesis of 4-bromo-2-hydroxybenzonitrile from 4-bromo-2-fluorobenzonitrile: 2-fluoro-5-bromobenzonitrile (30 g, 152.3 mmol), potassium acetate (222.4 g, 228.5 mmol), and 18-crown-6 ether (60.4 g, 228.5 mmol) were dissolved in acetonitrile (400 mL) and heated and refluxed for 36 hours. After completion of the reaction, the mixture was cooled to room temperature, 2.5 N NaOH solution (200 mL) was added and stirred overnight at room temperature. The reaction mixture was extracted with ether and the organic layer was discarded. The aqueous layer was acidified with 6 N HCl and extracted with ethyl acetate. The organic layers were combined, dried with anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product was purified by fast column chromatography (40% ethyl acetate/hexane) to afford 4-bromo-2-hydroxybenzonitrile as a light yellow foamy solid (24.45 g, 81% yield). NMR hydrogen spectrum (300 MHz, DMSO-d6): δ 7.13 (dd, J = 1.7, 8.3 Hz, 1H), 7.17 (d, J = 1.7 Hz, 1H), 7.61 (d, J = 8.3 Hz, 1H).
References
[1] Synthetic Communications, 2004, vol. 34, # 5, p. 751 - 758
[2] Heterocyclic Communications, 2011, vol. 17, # 1-2, p. 10 - 16
[3] Patent: US2004/14723, 2004, A1. Location in patent: Page/Page column 7
[4] Patent: EP2632465, 2015, B1. Location in patent: Paragraph 0416
[5] Patent: WO2008/25509, 2008, A1
4-BROMO-2-HYDROXYBENZONITRILE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-BROMO-2-HYDROXYBENZONITRILE manufacturers
- Product
- 4-bromo-2-hydroxy-benzonitrile 288067-35-6
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98.5%
- Supply Ability
- 100 tons
- Release date
- 2022-01-14