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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1683448Generated: October 30, 2026

Formaldehyde → 2,5,7,10-Tetraoxaundecane

https://huagongshe.com/reaction/1683448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant2-MethoxyethanolHCID 8019—
Catalystp-Toluenesulfonic acidHCID 6101—
SolventWaterHCID 962—
Product2,5,7,10-TetraoxaundecaneHCID 7816471.4%

Reaction Steps

1045 g of 2-methoxyethanol (Mr =76,1), 194 g of paraformaldehyde (Mr =30.03 based on formaldehyde) and 16 g of p-toluenesulfonic acid (Mr =172.2) are reacted for 2 hours at 90° C. The water of reaction is then removed by distillation. The reaction mixture is distilled under reduced pressure (c. 20 mbar), affording 758 g of bis(2-methoxyethoxy)methane (Mr =164.21) in c. 99% purity, yield: 67% of theory. The remainder (33%) consists almost completely of the educt, which can be recycled, so that total yields of over 97% result.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05637775
Source datasetuspto-grants-1997_06
ORD IDord-e5b919a52a04407893e4c887b165e30a
Source noteuspto-grants-1997_06