1948-33-0

tan powder

ChEBI: A member of the class of hydroquinones in which one of the ring hydrogens of hydroquinone is replaced by a tert-butyl group.

White to light tan crystalline powder or a fine beige powder. Very slight aromatic odor.

Phenols, such as TERT-BUTYLHYDROQUINONE(1948-33-0), do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid. Nitrated phenols often explode when heated. Many of them form metal salts that tend toward detonation by rather mild shock. This chemical is incompatible with oxidizers.

Insoluble in water.

This chemical is combustible.

Nonflammable

1) add 3 wt. parts of phosphoric acid and 0.1 wt. parts of water into a stirring cylinder, followed by adding 6 wt. parts of hydroquinone, and start the stirrer for mixing; 2) transfer the mixed solution into a reactor, and add tertiary butanol slowly after heating up to 59°C; 3) continue to heat up to 81°C, and maintain the reaction at this temperature for 2 hrs; 4) after completion of the reaction, centrifuge the product, and then wash and dehydrate it to obtain TBHQ crude oil; 5) mix 1 wt. part of acid with 95 wt. part of water, heat to 81°C, then add 6.5 wt. part of TBHQ crude oil, and heat to 95°C with stirring; 6) carry out a first centrifugation of the solution of step 5) to isolate DTBHQ insoluble in water, and then subsequently cool down the solution to below 45°C, carry out a second centrifugation, and the TBHQ crystals obtained are washed, dehydration and then dried; during the drying process, the wet TBHQ crystals were uniformly spread on a vibrating screen, sieved and then flatly spread on a drying disk with the thickness controlled at 5 cm, and dried for 8 hours, and ultimately obtained a TBHQ boutique product with a TBHQ content of 99.9% and a DTBHQ content of 0.1%.

Store at RT

Recrystallise the hydroquinone from H2O or MeOH and dry it in a vacuum at 70o. Store it in a dark container. [Stroh et al. Angew Chem 69 699 1957, Beilstein 6 IV 6013.]

[1] Patent: CN103864580, 2016, B. Location in patent: Paragraph 0095-0104
[2] Patent: US2511193, 1947,
[3] Patent: US2722556, 1952,
[4] Patent: CN105541560, 2016, A. Location in patent: Paragraph 0011
[5] Patent: WO2018/214039, 2018, A1. Location in patent: Page/Page column 12-15