2-chloro-3-nitro-phenol
- Product Name
- 2-chloro-3-nitro-phenol
- CAS No.
- 603-84-9
- Chemical Name
- 2-chloro-3-nitro-phenol
- Synonyms
- 2-Chlor-3-nitrophenol;2-chloro-3-nitro-phenol;Phenol, 2-chloro-3-nitro-;2-Chloro-3-nitrophenol, 95%;3-hydroxy-2-chloronitrobenzene;2-Chlor-3-nitro-1-hydroxy-benzol
- CBNumber
- CB01454716
- Molecular Formula
- C6H4ClNO3
- Formula Weight
- 173.55
- MOL File
- 603-84-9.mol
2-chloro-3-nitro-phenol Property
- Melting point:
- 120.5 °C
- Boiling point:
- 279.6±25.0 °C(Predicted)
- Density
- 1.554±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- form
- powder
- pka
- 7.39±0.25(Predicted)
- color
- Gold/beige
- InChI
- InChI=1S/C6H4ClNO3/c7-6-4(8(10)11)2-1-3-5(6)9/h1-3,9H
- InChIKey
- QBGLHYQUZJDZOO-UHFFFAOYSA-N
- SMILES
- C1(O)=CC=CC([N+]([O-])=O)=C1Cl
Safety
- HS Code
- 2908990000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H317May cause an allergic skin reaction
H318Causes serious eye damage
H410Very toxic to aquatic life with long lasting effects
- 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.
P272Contaminated work clothing should not be allowed out of the workplace.
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.
P391Collect spillage. Hazardous to the aquatic environment
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- C596525
- Product name
- 2-Chloro-3-nitrophenol
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- J50977
- Product name
- 2-Chloro-3-nitrophenol
- Packaging
- 1g
- Price
- $35
- Updated
- 2021/12/16
- Product number
- OR55653
- Product name
- 2-Chloro-3-nitrophenol
- Purity
- 97%
- Packaging
- 1g
- Price
- $40
- Updated
- 2021/12/16
- Product number
- FC33271
- Product name
- 2-Chloro-3-nitrophenol
- Packaging
- 500mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- FC33271
- Product name
- 2-Chloro-3-nitrophenol
- Packaging
- 1g
- Price
- $100
- Updated
- 2021/12/16
2-chloro-3-nitro-phenol Chemical Properties,Usage,Production
Synthesis
603-85-0
603-84-9
General procedure for the synthesis of 2-chloro-3-nitrophenol from 2-amino-3-nitrophenol: To a suspension of 2-amino-3-nitrophenol (10 g, 65 mmol) in concentrated hydrochloric acid (10 mL) was added drop-wise an aqueous solution (60 mL) of sodium nitrite (5.1 g, 73.3 mmol) at 0°C. The reaction mixture was stirred for 30 min at 0°C and then stirred for 18 hours. After stirring at 0°C for 30 min, cuprous chloride (12.8 g, 130 mmol) in 10% sulfuric acid (3 mL) was added and the reaction mixture was stirred for 18 hours. The non-homogeneous mixture was filtered and washed with water. The filtrate was extracted three times with 70 mL of ethyl acetate. The ethyl acetate extract was evaporated to give 7 g (62% yield) of pure 2-chloro-3-nitrophenol. 2-Chloro-3-nitrophenol (6 g, 35 mmol) was dissolved in methanol (100 mL) and ammonium chloride (9.4 g, 175.7 mmol) and zinc powder (46 g, 702.8 mmol) were added. The resulting mixture was refluxed for 1 hour. After filtration and evaporation, 2-chloro-3-aminophenol (4.5 g, 90% yield) was collected as a purple solid. To a suspension of 2-chloro-3-aminophenol (4.5 g, 31 mmol) in concentrated hydrochloric acid (10 mL) was added dropwise an aqueous solution (50 mL) of sodium nitrite (2.5 g, 35 mmol) at 0 °C. After stirring at 0°C for 30 min, a solution of iodine (10.4 g, 63 mmol) in 10% sulfuric acid (3 mL) was added dropwise. The reaction was stirred at room temperature for 2 h. The reaction was then filtered, extracted with ethyl acetate and concentrated in vacuo to afford 2-chloro-3-iodophenol as a dark purple solid (6 g, 75% yield). 6-Bromo-2,2,4-trimethyl-1,2-dihydroquinoline (2.3 g, 9.2 mmol) and bis(pinacolato)diborane (4.2 g, 16.5 mmol) were combined in DMSO (2 mL). Potassium acetate (2.7 g, 27.4 mmol) was added, followed by dichlorobis(triphenylphosphine)palladium(II) (100 mg). The contents were placed in a microwave reaction vessel and irradiated at 120°C for 15 minutes. After cooling to room temperature, it was purified by chromatography to afford 2,2,4-trimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-dihydroquinoline (2.3 g, 84% yield) as a white crystalline solid. Coupling 2,2,4-trimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-dihydroquinoline (308 mg), 2-chloro-3-iodophenol (93 mg), dichloro-bis(triphenylphosphine)palladium(II) (100 mg), and potassium acetate (300 mg) gave 250 mg of 2-chloro-3-(2,2,4 -trimethyl-1,2-dihydroquinolin-6-yl)phenol. Using the method described in Example 7, the product (85 mg) was reacted with N-bromosuccinimide to give 56 mg of 3-(4-bromomethyl-2,2-dimethyl-1,2-dihydroquinolin-6-yl)-2-chlorophenol. The product (50 mg) was coupled with 2-phenylethanethiol (0.04 mL) to give 40 mg of the title compound as an oil.
References
[1] Patent: WO2004/18429, 2004, A2. Location in patent: Page 86-87
[2] Patent: WO2004/103996, 2004, A1. Location in patent: Page 42-43
[3] Patent: WO2006/7700, 2006, A1. Location in patent: Page/Page column 63
[4] Patent: WO2006/85, 2006, A1. Location in patent: Page/Page column 77
2-chloro-3-nitro-phenol Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2-chloro-3-nitro-phenol manufacturers
- Product
- 2-Chloro-3-Nitro-Phenol 603-84-9
- Price
- US $0.00-0.00/G
- Min. Order
- 1G
- Purity
- 99%
- Supply Ability
- 2000tons
- Release date
- 2025-08-15
- Product
- 2-chloro-3-nitro-phenol 603-84-9
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 200kg
- Release date
- 2018-12-25