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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 373473Generated: October 25, 2026

M-Cresol → 2-Hydroxy-6-methylbenzaldehyde

https://huagongshe.com/reaction/373473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantM-CresolHCID 342—
ReactantFormaldehydeHCID 712—
Reactant2,6-Dimethylol-p-cresolHCID 7039—
ReactantGlycol monoethyl ether acetateHCID 8095—
ReactantOxalic acid dihydrateHCID 61373—
SolventWaterHCID 962—
Product2-Hydroxy-6-methylbenzaldehydeHCID 585174—

Reaction Conditions

Temperature70 °C

Reaction Steps

A phenolic resin rich in alternating phenolic copolymer block segments was formed by reacting a mixture of 519.0 g of 99 percent pure m-cresol, 538.2 g of 97 percent pure 2,6-bis-(hydroxymethyl)-p-cresol and 20 g oxalic acid dihydrate in a solvent mixture of 40 ml deionized water and 200 ml ethyl cellosolve acetate. The reaction mixture was heated to about 70° C. to initiate the reaction forming the copolymer block segments. At 102° C., 32.6 g of 36.9 percent formaldehyde was added in 8 minutes to the reaction mixture to form substantially m-cresol formaldehyde block segments and to chemically bond these segments to the previously formed copolymer blocks. After heating the mixture at reflux for three hours, the amount of heat was increased to remove the water and solvent by distillation. When the temperature of the reaction mixture reached about 220° C., a partial vacuum was applied and was gradually increased to 4 mm Hg to remove the unreacted monomers. Maximum mixture temperature during vacuum stripping was about 226° C. The copolymer was poured from the reaction kettle and allowed to cool. About 840 g of product having a Tg of 112° C. was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05164279
Source datasetuspto-grants-1992_11
ORD IDord-f5a43df74afd4f25a57496a9ab350052
Source noteuspto-grants-1992_11