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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703398Generated: October 26, 2026

M-Cresol → 2-Hydroxy-6-methylbenzaldehyde

https://huagongshe.com/reaction/703398

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 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. Partial vacuum was applied at about 220° C. and 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 numberUS04983492
Source datasetuspto-grants-1991_01
ORD IDord-8f8a798976164bd1a232fb6cdbd9c43a
Source noteuspto-grants-1991_01