ChemicalBook > CAS DataBase List > tert-Butylhydroquinone

tert-Butylhydroquinone

Product Name
tert-Butylhydroquinone
CAS No.
1948-33-0
Chemical Name
tert-Butylhydroquinone
Synonyms
TBHQ;TERTIARY BUTYL HYDROQUINONE;T-BUTYLHYDROQUINONE;MTBHQ;2-tert-butylhydroquinone;MONO-TERT-BUTYLHYDROQUINONE;Butylhydroquinone;TERT-BUTYLHYDROCHINONE;Tert-ButylHydroquinone(Tbhq);Mono-tertiarybutylhydroquinone
CBNumber
CB0415105
Molecular Formula
C10H14O2
Formula Weight
166.22
MOL File
1948-33-0.mol
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tert-Butylhydroquinone Property

Melting point:
127-129 °C(lit.)
Boiling point:
295 °C
Density 
295
vapor pressure 
0.004Pa at 25℃
refractive index 
1.4859 (estimate)
Flash point:
171 °C
storage temp. 
Store below +30°C.
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
10.80±0.18(Predicted)
form 
Crystalline Powder
color 
White to light tan, may contain black specs
Water Solubility 
Slightly soluble in water(10g/L).
BRN 
637923
Stability:
Stable. Incompatible with strong bases, strong oxidizing agents.
InChIKey
BGNXCDMCOKJUMV-UHFFFAOYSA-N
LogP
1.521 at 25℃
CAS DataBase Reference
1948-33-0(CAS DataBase Reference)
NIST Chemistry Reference
1,4-Benzenediol, 2-(1,1-dimethylethyl)-(1948-33-0)
EPA Substance Registry System
tert-Butylhydroquinone (1948-33-0)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36-28A
RIDADR 
UN3077
WGK Germany 
3
RTECS 
MX4375000
Autoignition Temperature
855 °F
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29072900
Hazardous Substances Data
1948-33-0(Hazardous Substances Data)
Toxicity
guinea pig,LD50,oral,790mg/kg (790mg/kg),WHO Food Additives Series. Vol. 8, Pg. 26, 1975.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.41424
Product name
tert-Butylhydroquinone
Purity
for synthesis
Packaging
100g
Price
$47.9
Updated
2025/07/31
Sigma-Aldrich
Product number
PHR3512
Product name
tert-Butylhydroquinone
Purity
certified reference material, pharmaceutical secondary standard
Packaging
500 mg
Price
$195
Updated
2025/07/31
Sigma-Aldrich
Product number
8.41424
Product name
tert-Butylhydroquinone
Purity
for synthesis
Packaging
500g
Price
$154
Updated
2025/07/31
Sigma-Aldrich
Product number
112941
Product name
tert-Butylhydroquinone
Purity
97%
Packaging
5g
Price
$37.14
Updated
2025/07/31
Sigma-Aldrich
Product number
07293
Product name
tert-Butylhydroquinone
Purity
analytical standard
Packaging
100mg
Price
$82.36
Updated
2025/07/31
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tert-Butylhydroquinone Chemical Properties,Usage,Production

Chemical Properties

White, crystalline solid having a characteristic odour.

tert-Butylhydroquinone (TBHQ) is an antioxidant used to preserve oils, fats and food items. It is found in vegetable oils and animal fats, varnishes, lacquers, resins, oils field additives, and perfumes.In low concentrations it shows cytoprotective qualities while at higher concentrations it exhibits cytotoxic behavior.
TBHQ was used to study the inactivation of barotolerant strains of Listeria monocytogenes and Escherichia coli.Environment friendly electrode materials for supercapacitors were attained by decorating the surface of graphene nanosheets with TBHQ.

Uses

tert-Butylhydroquinone (TBHQ) is an antioxidant that exhibits an excellent stabilizing effect in unsaturated fats and oils. It has good solubility in fats and oils, with a maximum usage level of 0.02% based on the weight of the fat or oil or the fat content of the food product. It shows no discoloration in the presence of iron and produces no discernible flavor or odor. It can be combined with BHA and BHT. It is used in edible fats and vegetable oils to retard rancidity. It is used in potato chips and dry cereal. It is also termed butylhydroquinone and mono-tertiary-butylhydroquinone.

Uses

antioxidant in cosmetic products like lipsticks.

Uses

TBHQ was used to study the inactivation of barotolerant strains of Listeria monocytogenes and Escherichia coli. Environment friendly electrode materials for supercapacitors were attained by decorating the surface of graphene nanosheets with TBHQ. TBHQ is frequently used as a food preservative. Inhibition of oxidative rancidity in frozen cooked fish flakes by tert-butylhydroquinone. Nuclear factor E2-related factor 2-dependent antioxidant response element activation is by tert-butylhydroquinoneoccurring preferentially in Astrocytes conditions.

Definition

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

General Description

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

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Phenols, such as tert-Butylhydroquinone, 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. tert-Butylhydroquinone is incompatible with oxidizers.

Fire Hazard

tert-Butylhydroquinone is combustible.

Flammability and Explosibility

Non flammable

Contact allergens

This antioxidant has seldom been reported as a sensitizer, mainly in cosmetics (lipsticks, lip-gloss, hair dyes) or in cutting oils. Simultaneous/cross-reactions have been described to butylhydroxyanisole (BHA) and less frequently to butylhydroxytoluene (BHT), but not to hydroquinone

Synthesis

123-31-9

75-65-0

1948-33-0

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%.

Purification Methods

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.]

References

[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

tert-Butylhydroquinone Preparation Products And Raw materials

Raw materials

Isobutylene tert-Butylbenzene Hydroquinone 2,5-Di-tert-butylhydroquinone

Preparation Products

Butylated hydroxyanisole
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View Lastest Price from tert-Butylhydroquinone manufacturers

HebeiShuoshengImportandExportco.,Ltd
Product
tert-Butylhydroquinone 1948-33-0
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-02
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
tert-Butylhydroquinone 1948-33-0
Price
US $900.00-700.00/ton
Min. Order
1ton
Purity
99%
Supply Ability
5000
Release date
2024-08-23
ZhenYiBio Technology Inc
Product
Tert-Butylhydroquinone;TBHQ 1948-33-0
Price
US $0.00/kg
Min. Order
25kg
Purity
99%
Supply Ability
10Tons
Release date
2023-03-20

1948-33-0, tert-ButylhydroquinoneRelated Search:

2-Methylhydroquinone tert-Butyl hydroperoxide Methyl 4-tert-butylbenzoate Copper 4-tert-Butylcatechol Hydroquinone tert-Butyl methyl ether 2-tert-Butylphenol tert-Butyldimethylsilyl chloride tert-Butylbenzene 4-tert-Butylphenol 1,4-Dimethoxybenzene 2,6-DIMETHYLHYDROQUINONE tert-Butanol Sodium N-cyclohexylsulfamate DI-TERT-BUTYLHYDROQUINONE,2,5-Di-tert-butylhydroquinone, 98+%,2,5-DI-TERT-BUTYLHYDROQUINONE 2,6-DI-TERT-BUTYL-4-METHOXYPHENOL Recombinant Human Telomerase

  • 1-T-BUTYL-1,4-DIHYDROXYBENZENE
  • 2-(1,1-Dimethylethyl)-1,4-benzenediol
  • 2-tert-butylhydroquinone
  • 2-TERT-BUTYL-1,4-BENZENEDIOL
  • 2-TERT-BUTYL-1,4-DIHYDROXYBENZENE
  • 2-T-BUTYLHYDROQUINONE
  • TERTIARY BUTYL HYDROQUINONE
  • TERT-BUTYLHYDROCHINONE
  • TERT-BUTYLHYDROQUINONE
  • TBHQ
  • T-BUTYLHYDROQUINONE
  • MONO-TERT-BUTYLHYDROQUINONE
  • Butylhydroquinone
  • 4-Benzenediol,2-(1,1-dimethylethyl)-1
  • banox20ba
  • Eastman MTBHQ
  • Hydroquinone, tert-butyl-
  • Mono-tertiarybutylhydroquinone
  • MTBHQ
  • Sustane
  • Sustane TBHQ
  • 1-dimethylethyl)-4-benzenediol(1
  • 2-(1,1-dimethylethyl)-4-benzenediol
  • 2-t-Butyl-1,4-benzenediol
  • 2-tert-butylhydroquinen
  • 2-tetrabutyl-1,4-dihydroxybenzene
  • Tetr-butyl hydroquinone
  • 1,4-Benzenediol, 2-(1,1-dimethylethyl)-
  • tert-butylhydrochinon
  • TBHQ,FCC
  • TBHQ,REAGENT
  • 2-TERT-BUTYL(1,4)HYDROQUINONE
  • TERTIARYBHQ
  • 2-TERT-BUTYL-HYDROQUINOL
  • PARA-TERT-BUTYLHYDROQUINONE
  • 2-TERT-BUTYL-4-HYDROQUINONE
  • TERTIARYBUTYLHYDROXYQUINONE
  • TERT-BUTYLHYDROXYQUINONE
  • 2-TERT-BUTYLQUINOL
  • 2-tert.-Butylhydrochinon
  • 0.0025
  • 126.5-128.5
  • MTBHQ (MONO-TERTIARY BUTYL HYDROQUINONE)
  • TERTIARY BUTYL HYDROQUINONE FOOD GRADE
  • Tertiary Butylhydroquinone, Technical Grade
  • TertiaryButylhydroquinone(Tbhq)
  • Tert-ButylHydroquinone(Tbhq)
  • 2-TERT-BUTYLBENZENE-1,4-DIOL
  • Tertiary butyihydroquinone
  • 1-dimethylethyl)-4-benzenediol 2-tert-Butyl-1,4-benzenediol
  • tert-Butylhydroquino
  • tert-Butylhydroquinone ,96%
  • TBHQ (Tert-Butyl Hydroquinone)
  • t-Butyl hydroquinone (TBHQ)
  • tert-Butylhydroquinone,97%
  • t-butyl-hydroquinon
  • Tenox tbhq
  • Tenox TBHQTBHQ