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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 429604Generated: October 26, 2026

Phenol → Phenol, 4,4'-[1,3-phenylenebis(1-methylethylidene)]bis-

https://huagongshe.com/reaction/429604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
Reactant1,3-DiisopropenylbenzeneHCID 77353—
SolventP-XyleneHCID 7809—
ProductPhenol, 4,4'-[1,3-phenylenebis(1-methylethylidene)]bis-HCID 329210015.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A 500-ml three-neck reactor was charged with Amberlist-15 (7.5 g, 2.6 mmols), phenol (178.5 g, 633 mmols) and p-xylene (60 ml). The contents were heated up to 80° C. in nitrogen atmosphere. Under agitation, a mixture of m-diisopropenylbenzene (m-DIPeB, 15.0 g, 31.5 mmols) and p-xylene (60 ml) was fed thereto over 3 hours at 80° C. After completion of the feed, agitation was carried out at 80° C. for 10 minutes and then Amberlist-15 was removed by filtration. The filtrate was analyzed by liquid chromatography. Bisphenol M (α, α″-bis(4-hydroxyphenyl)-1,3-diisopropylbenzene, 30.5 g, yield 93%), the intended product, and the o, p-product, the position isomer of bisphenol M (α-(4-hydroxyphenyl)-α″-(2-hydroxyphenyl)-1,3-diisopropylbenzene, 1.67 g, yield 5.1%), were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06316677B1
Source datasetuspto-grants-2001_11
ORD IDord-cd31a59c7312461799936d564233f49e
Source noteuspto-grants-2001_11