4-hydroxy-2-Methylbenzonitrile
- Product Name
- 4-hydroxy-2-Methylbenzonitrile
- CAS No.
- 14143-26-1
- Chemical Name
- 4-hydroxy-2-Methylbenzonitrile
- Synonyms
- NSC 210797;3-Methyl-4-cyanophenol;4-Cyano-3-methylphenol;4-hydroxy-2-Methylbenzonitrile;Benzonitrile, 4-hydroxy-2-methyl-
- CBNumber
- CB82570239
- Molecular Formula
- C8H7NO
- Formula Weight
- 133.15
- MOL File
- 14143-26-1.mol
4-hydroxy-2-Methylbenzonitrile Property
- Boiling point:
- 297.4±28.0 °C(Predicted)
- Density
- 1.17±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- pka
- 7.95±0.18(Predicted)
- Appearance
- Off-white to pink Solid
Safety
- HS Code
- 2926907090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
H412Harmful to aquatic life with long lasting effects
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P273Avoid release to the environment.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- H600360
- Product name
- 4-Hydroxy-2-methylbenzonitrile
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 9238CB
- Product name
- 4-Hydroxy-2-methylbenzonitrile
- Packaging
- 5g
- Price
- $536
- Updated
- 2021/12/16
- Product number
- 61-10140
- Product name
- 4-Hydroxy-2-methylbenzonitrile
- Purity
- 95-98%
- Packaging
- 1g
- Price
- $100
- Updated
- 2021/12/16
- Product number
- CM157615
- Product name
- 4-hydroxy-2-methylbenzonitrile
- Purity
- 95+%
- Packaging
- 1g
- Price
- $117
- Updated
- 2021/12/16
- Product number
- CM157615
- Product name
- 4-hydroxy-2-methylbenzonitrile
- Purity
- 95+%
- Packaging
- 5g
- Price
- $323
- Updated
- 2021/12/16
4-hydroxy-2-Methylbenzonitrile Chemical Properties,Usage,Production
Synthesis
21883-13-6
14143-26-1
General procedure for the synthesis of 3-methyl-4-cyanophenol from 2-methyl-4-methoxybenzonitrile: 4-methoxy-2-methylbenzonitrile (1.5 g, 10.2 mmol) was added to dry dichloromethane (34 mL). Boron trifluoride-dimethyl sulfide complex (10.7 mL, 102 mmol) was slowly added to the reaction mixture over 5 min. The reaction mixture was stirred at room temperature for 16 hours. The reaction was quenched by the addition of water and stirring was continued for 15 minutes until the fuming stopped. The reaction mixture was diluted with ethyl acetate (~100 mL) and partitioned through a dispensing funnel. The aqueous layer was extracted twice with ethyl acetate and the combined organic extracts were washed twice with water and then with brine. The organic layer was separated, dried with magnesium sulfate, filtered and concentrated in vacuum to give a light pink solid (1.305 g, 96% yield in two steps). The phenol intermediate was mixed with dry DMF (1.7 mL) in a flask. Imidazole (1.67 g, 24.5 mmol) and TBS-Cl (1.77 g, 11.8 mmol) were added and the reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was poured into ether and washed three times with water and then once with brine. The organic layer was separated, dried with magnesium sulfate, vacuum filtered and concentrated to give a clear red oil. After further removal of the solvent by vacuum pump, the obtained oil (2.41 g, 96% yield in two steps) was used directly for the next reaction without further purification.
References
[1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 6, p. 1538 - 1544
[2] Patent: WO2012/69948, 2012, A1. Location in patent: Page/Page column 70-71
[3] Patent: US2006/241125, 2006, A1. Location in patent: Page/Page column 20
[4] Patent: US2007/105909, 2007, A1. Location in patent: Page/Page column 26
[5] Patent: US2010/234346, 2010, A1. Location in patent: Page/Page column 16
4-hydroxy-2-Methylbenzonitrile Preparation Products And Raw materials
Raw materials
Preparation Products
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