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4-hydroxy-3-methylbenzonitrile

CAS No.
15777-70-5
Chemical Name:
4-hydroxy-3-methylbenzonitrile
Synonyms
2-Methyl-4-cyanophenol;4-hydroxy-3-methylbenzonitrile;Benzonitrile, 4-hydroxy-3-methyl-
CBNumber:
CB41559556
Molecular Formula:
C8H7NO
Molecular Weight:
133.15
MDL Number:
MOL File:
15777-70-5.mol
MSDS File:
SDS
Last updated:2025-08-08 17:45:00
Product description Number Pack Size Price
4-Hydroxy-3-methylbenzonitrile H972700 250mg $75
4-Hydroxy-3-methylbenzonitrile J96889 5g $330
4-Hydroxy-3-methylbenzonitrile J96889 10g $500
4-Hydroxy-3-methylbenzonitrile 98% OR908148 5g $646
4-Hydroxy-3-methylbenzonitrile 98% OR908148 1g $218

4-hydroxy-3-methylbenzonitrile Properties

Melting point 93-95 °C
Boiling point 180-182 °C(Press: 12 Torr)
Density 1.17±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka 8.19±0.18(Predicted)
Appearance Light brown to yellow Solid

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
HS Code  2926907090

4-hydroxy-3-methylbenzonitrile price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC H972700 4-Hydroxy-3-methylbenzonitrile 15777-70-5 250mg $75 2021-12-16 Buy
AK Scientific J96889 4-Hydroxy-3-methylbenzonitrile 15777-70-5 5g $330 2021-12-16 Buy
AK Scientific J96889 4-Hydroxy-3-methylbenzonitrile 15777-70-5 10g $500 2021-12-16 Buy
Apolloscientific OR908148 4-Hydroxy-3-methylbenzonitrile 98% 15777-70-5 5g $646 2021-12-16 Buy
Apolloscientific OR908148 4-Hydroxy-3-methylbenzonitrile 98% 15777-70-5 1g $218 2021-12-16 Buy
Product number Packaging Price Buy
H972700 250mg $75 Buy
J96889 5g $330 Buy
J96889 10g $500 Buy
OR908148 5g $646 Buy
OR908148 1g $218 Buy

4-hydroxy-3-methylbenzonitrile Chemical Properties,Uses,Production

Synthesis

Benzonitrile, 4-(acetyloxy)-3-methyl-

103264-03-5

4-hydroxy-3-methylbenzonitrile

15777-70-5

1. Dissolve 4-bromo-2-methylphenol (5.6 g, 30 mmol) and pyridine (6.1 mL, 75 mmol) in 50 mL of anhydrous dichloromethane in an ice bath, and slowly and dropwise add a dichloromethane solution (5 mL) of acetyl chloride (2.8 mL, 26 mmol). After 2 hours of reaction, the reaction mixture was concentrated under reduced pressure. The residue was treated with crushed ice, diluted with 150 mL of dichloromethane, washed with water, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 6.9 g of 4-bromo-2-methylphenyl acetate as a light brown oil (quantitative yield). 2. 4-Bromo-2-methylphenyl acetate (6.9 g, 30 mmol) was dissolved in 75 mL of anhydrous dimethylacetamide, zinc cyanide (3 g, 25.6 mmol) and tetrakis(triphenylphosphine)palladium(0) (4.5 g, 3.9 mmol) were added. The reaction mixture was heated at 100 °C for 2 h. After cooling to room temperature, 300 mL of cold water was added. The precipitate was filtered, washed with water and dried over air. Purification by silica gel column chromatography (100% dichloromethane) afforded 5.2 g of 4-cyano-2-methylphenyl acetate as a colorless oil (99% yield), which cured on standing. 3. 4-Cyano-2-methylphenyl acetate (5.2 g, 29.7 mmol) was dissolved in 75 mL of methanol and an aqueous solution (25 mL) of potassium carbonate (30 mmol, 4.15 g) was added. After stirring for 30 min at room temperature, the mixture was concentrated under reduced pressure and treated with 1N sulfuric acid. The precipitate was filtered, washed with water and dried to give 3.1 g of 4-hydroxy-3-methylbenzonitrile as a white solid (78% yield). 4. 4-Hydroxy-3-methylbenzonitrile (3.1 g, 23.3 mmol) was dissolved in 60 mL of anhydrous acetonitrile, cooled to -30 °C, and nitronium tetrafluoroborate (3.4 g, 25.6 mmol) was added in batches. After 60 min of reaction, 100 mL of water was added and diluted. The light yellow precipitate was filtered, washed with water and dried to give 3.9 g of 4-hydroxy-3-methyl-5-nitrobenzonitrile (94% yield). 5. Convert 4-hydroxy-3-methyl-5-nitrobenzonitrile to the target product according to the method for the preparation of 3-fluoro-2-nitrophenyl trifluoromethanesulfonate.

References

[1] Patent: WO2005/30213, 2005, A1. Location in patent: Page/Page column 184
[2] Chemische Berichte, 1891, vol. 24, p. 3671

4-hydroxy-3-methylbenzonitrile Preparation Products And Raw materials

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4-hydroxy-3-methylbenzonitrile Spectrum

4-hydroxy-3-methylbenzonitrile 2-Methyl-4-cyanophenol Benzonitrile, 4-hydroxy-3-methyl- 15777-70-5