tert-Butylhydroquinone
Product Information
Molecular Formula
C10H14O2
Molecular Weight
166.22
Description
Tert-butylhydroquinone is an antioxidant used to prevent oils and fats from oxidative deterioration and rancidity. It exhibits anti-carcinogenic effects. It is an activator of Nrf2.
Synonyms
TBHQ; 2-tert-butylbenzene-1,4-diol; 2-tert-Butylhydroquinone
IUPAC Name
2-tert-butylbenzene-1,4-diol
SMILES
CC(C)(C)C1=C(C=CC(=C1)O)O
InChI
InChI=1S/C10H14O2/c1-10(2,3)8-6-7(11)4-5-9(8)12/h4-6,11-12H,1-3H3
InChI Key
BGNXCDMCOKJUMV-UHFFFAOYSA-N
Boiling Point
288 °C
Melting Point
126-128°C
Flash Point
195.8 °CF - closed cup
Purity
>98.0%(GC)
Density
295
Solubility
less than 1 mg/mL at 66 °F
Appearance
Off-white Solid
Application
Used as antioxidant for fats and oils (approved for use in foods); Used at concentrations of 0.1 to 1.0% in cosmetics; Also used to prevent rancidity in food at concentrations of 0.02%.
Storage
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Refractive Index
1.559
Stability
Stable. Incompatible with strong bases, strong oxidizing agents.
LogP
2.39530
Vapor Pressure
0.001mmHg at 25°C
Henry's Law Constant
1.5X10-10 atm-cu m/mol at 25 °C (est)
Decomposition
When heated to decomposition it emits acrid smoke and irritating fumes.
Dissociation Constants
pKa = 10.7 at 22 °C
Odor
Very slight aromatic odor
Safety Information
Hazards
H302 H315 H319 H410
Precautionary Statement
P501 P273 P270 P264 P280 P302 + P352 P391 P337 + P313 P305 + P351 + P338 P362+P364 P332 + P313 P301 + P312 + P330
Computed Properties
XLogP3
2.8
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
166.099379685 g/mol
Monoisotopic Mass
166.099379685 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
148
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114158733-A | Oil gel and preparation method and application thereof | 2022-02-11 |
| CN-114108118-A | Lyocell fiber and preparation method thereof | 2021-12-30 |
| CN-114106463-A | High-temperature-resistant polypropylene film | 2021-12-27 |
| CN-114181469-A | Strippable external shielding material and production method thereof | 2021-12-21 |
| CN-114042031-A | Fermentation liquor extract of bacillus solitarius and application thereof | 2021-12-17 |
| CN-114106236-A | Quaternary amine shale inhibitor and preparation method thereof | 2021-12-15 |
| JP-2022040133-A | A photosensitive coloring composition for a color filter for a solid-state image sensor, a color filter, and a solid-state image sensor using the same. | 2021-12-15 |
| CN-114149750-A | Adhesive, heat-curable adhesive tape, and preparation method and use method thereof | 2021-12-14 |
| CN-114086270-A | Preparation method of composite plant protein fiber | 2021-12-13 |
| CN-114031743-A | Self-initiated micromolecule chain extender, self-initiated polyurethane acrylate prepolymer and preparation method | 2021-12-10 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 36206955 | 2022-12-01 | Microcystin-LR inhibits early pregnancy by impairing the vascular network of luteum: Involvement of the MEK/ERK/SP1/VEGFR2 axis | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 35724838 | 2022-10-01 | Mapping the dynamics of Nrf2 antioxidant and NFκB inflammatory responses by soft electrophilic chemicals in human liver cells defines the transition from adaptive to adverse responses | Toxicology in vitro : an international journal published in association with BIBRA |
| 35478295 | 2022-04-27 | Alleviative effect of microRNA-497 on diabetic neuropathic pain in rats in relation to decreased USP15 | Cell biology and toxicology |
| 35123993 | 2022-03-01 | Ligand-independent activation of AhR by hydroquinone mediates benzene-induced hematopoietic toxicity | Chemico-biological interactions |
| 34023435 | 2021-06-15 | Nuclear factor erythroid 2-related factor 2 potentiates the generation of inflammatory cytokines by intestinal epithelial cells during hyperoxia by inducing the expression of interleukin 17D | Toxicology |
| 33838154 | 2021-06-01 | Metformin leads to accumulation of reactive oxygen species by inhibiting the NFE2L1 expression in human hepatocellular carcinoma cells | Toxicology and applied pharmacology |
| 33049310 | 2021-04-01 | Evaluation of a multiplexed, multispecies nuclear receptor assay for chemical hazard assessment | Toxicology in vitro : an international journal published in association with BIBRA |
| 33465425 | 2021-03-15 | Apoptotic activities of brusatol in human non-small cell lung cancer cells: Involvement of ROS-mediated mitochondrial-dependent pathway and inhibition of Nrf2-mediated antioxidant response | Toxicology |
| 32428544 | 2020-10-01 | Nrf2 activation protects auditory hair cells from cisplatin-induced ototoxicity independent on mitochondrial ROS production | Toxicology letters |
| 32565124 | 2020-08-01 | Tert-butylhydroquinone preserve testicular steroidogenesis and spermatogenesis in cisplatin-intoxicated rats by targeting oxidative stress, inflammation and apoptosis | Toxicology |
