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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034327Generated: November 2, 2026

Phenol → 4-[2-(4-Methoxyphenyl)diazenyl]phenol

https://huagongshe.com/reaction/1034327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantP-AnisidineHCID 7732—
ReactantSodium CarbonateHCID 10340—
ReactantSodium HydroxideHCID 14798—
ReactantSodium NitriteHCID 23668193—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Product4-[2-(4-Methoxyphenyl)diazenyl]phenolHCID 9479982%

Reaction Steps

0.1 moles of p-methoxy aniline was dissolved in 28 ml of concentrated hydrochloric acid and 28 ml of water was added. Then 0.1 moles of sodium nitrite was dissolved in 350 ml of water and the solution was dropped slowly at 0°-5° C. into the aforementioned solution. 10 g of phenol, 4 g of sodium hydroxide and 21 g of sodium carbonate were dissolved in 350 ml of water and then added dropwisely into the above cold mixed solution at 0°-5° C. After 15 minutes, hydrochloric acid with a pH at 2-3 was added and the precipitate was washed twice with 50 ml of water. Compound 4, 4-hydroxyl-4'-methoxyazobenzene, was obtained with a yield of 82% after filtration and recrystallization with chloroform.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05314976
Source datasetuspto-grants-1994_05
ORD IDord-3b8580caff2e487ca872b096ac8b26df
Source noteuspto-grants-1994_05