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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1076437Generated: November 1, 2026

Isophorone → 4-Bromo-3,5,5-trimethylcyclohex-2-en-1-one

https://huagongshe.com/reaction/1076437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsophoroneHCID 6544—
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
SolventCarbon TetrachlorideHCID 5943—
Product4-Bromo-3,5,5-trimethylcyclohex-2-en-1-oneHCID 12794064—

Reaction Steps

A mixture of isophorone (13.82 g; 0.1 Mole) and N-bromo-succinimide (17.80 g; 0.1 Mole) in the presence of traces of α,α'-azodiisobutyronitrile was refluxed in 500 ml of CCl4 during 15 minutes. 500 ml of petrol-ether (30°-50°C) were then added to the cool reaction mixture and the succinimide thus precipitated was filtered off. By evaporating the volatile components of the clear filtrate, crude 3,5,5-trimethyl-4-bromo-cyclohex-2-en-1-one was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03957061
Source datasetuspto-grants-1976_05
ORD IDord-78ed10ea30a84df2a4b6b1193f795067
Source noteuspto-grants-1976_05