Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1074866Generated: October 25, 2026

Pentaerythritol tribromide → 2,2-Bis(bromomethyl)-1,3-propanediol

https://huagongshe.com/reaction/1074866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPentaerythritol tribromideHCID 15206—
ReactantDibromoneopentyl glycol 2-bromomethyl-2-hydroxymethylpropane-1,3-diolHCID 131713024—
Product2,2-Bis(bromomethyl)-1,3-propanediolHCID 18692—

Reaction Steps

The compounds which constitute one of the starting reagents according to the present invention, consist of dibromoneopentyl glycol 2-bromomethyl-2-hydroxymethylpropane-1,3-diol, 2-bromomethyl-2-hydroxymethyl-1,3-dibromopropane, or mixtures thereof. As known, commercial DBNPG is obtained by the bromination of pentaerythritols. Depending on the method of operation, the product may be a relatively pure DBNPG or mixtures of 2-bromomethyl-2-hydroxymethylpropane-1,3-diol, 2,2-bis(bromomethyl)propane-1,3-diol, and 2-bromomethyl-2-hydroxymethyl-1,3-dibromopropane, wherein an average of 1.7 to 2.5 of the hydroxyls per molecule have been replaced by bromine. This represents a mixture of 2-bromomethyl-2-hydroxymethylpropane-1,3-diol,2,2-bis(bromomethyl)propane-1,3-diol and 2-bromomethyl-2-hydroxymethyl-1,3-dibromopropane whose concentration ranges vary from 5% 2-bromomethyl-2-hydroxymethylpropane-1,3-diol, 80% 2,2-bis(bromomethyl)propane-1,3-diol and 15% 2-bromomethyl-2-hydroxymethyl -1,3-dibromopane to 15% 2-bromomethyl-2-hydroxymethylpropane-1,3-diol, 80% 2,2-bis(bromomethyl)propane-1,3-diol, and 5% 2-bromomethyl-2-hydroxymethyl-1,3-dibromopropane. The residual hydroxyl groups of this mixture of compounds can also be readily hydroxymethylated. Therefore instead of utilizing pure DBNPG, the latter can be successfully replaced by the less expensive mixtures.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04394306
Source datasetuspto-grants-1983_07
ORD IDord-dd62e5b4c24e45f3b6ccad16b0cfd241
Source noteuspto-grants-1983_07