File:Hydrochinon2.svg · Wikimedia Commons · See Wikimedia Commons
hydroquinone
Sign in to saveAlso known as p-hydroxyphenol, 1,4-dihydroxybenzene, benzene-1,4-diol, quinol, 1,4-benzenediol, p-benzenediol, dihydroxybenzene, p-hydroquinone
Hydroquinone, also known as benzene-1,4-diol or quinol, is an aromatic organic compound that is a type of phenol, a derivative of benzene, having the chemical formula C6H4(OH)2. It has two hydroxyl groups bonded to a benzene ring in a para position. It is a white granular solid. Substituted derivatives of this parent compound are also referred to as hydroquinones. The name "hydroquinone" was coined by Friedrich Wöhler in 1843.
OverviewAI-generated
Hydroquinone is a chemical compound with the formula C₆H₆O₂ and a molecular mass of 110.037. Its IUPAC name is benzene-1,4-diol. The substance has a density of 1.33, a melting point of 338, and a boiling point of 545. It exhibits a flash point of 329 and a vapor pressure of 0.00001. The ionization energy is 7.95, and the solubility is 7.
Safety data indicates an immediately dangerous to life or health level of 50. Both the time-weighted average exposure limit and the ceiling exposure limit are set at 2. Hydroquinone has a charge of 0, with two hydrogen bond donors and two hydrogen bond acceptors. Its xlogp value is 0.6, and the topological polar surface area is 40.5. The compound is referenced by 278 other encyclopedia articles.
Synthesized by Vinony from 29 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C6H6O2
- Molecular weight
- 110.11 g/mol
- IUPAC name
- benzene-1,4-diol
- SMILES
- C1=CC(=CC=C1O)O
- InChIKey
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N
- XLogP
- 0.6
- Polar surface area
- 40.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
10,020 papers- An update on the safety of hydroquinone.Archives of dermatological research · 2024
- Hydroquinone: myths and reality.Clinical and experimental dermatology · 2021
- Hydroquinone.IARC monographs on the evaluation of carcinogenic risks to humans · 1999
- Hyperpigmentation: Looking beyond hydroquinone.Journal of cosmetic dermatology · 2022
- The effectiveness and safety of 3% tranexamic acid cream vs. 4% hydroquinone cream for mixed-type melasma in skin of color: a double-blind, split-face, randomized controlled trial.Acta dermatovenerologica Alpina, Pannonica, et Adriatica · 2024
via PubMed
Wikidata facts
- Subclass of
- dihydroxybenzene
- Has part
- carbon
- Mass
- 110.037
- Image
- Hydroquinone crystal.jpg
- Has use
- medication
Show 16 more facts
- topic's main category
- Category:Hydroquinones
- chemical formula
- C₆H₆O₂
- Commons category
- Hydroquinone
- NIOSH Pocket Guide ID
- 0338
- density
- 1.33
- immediately dangerous to life or health
- 50
- melting point
- 172.3
- boiling point
- 286
- flash point
- 329
- solubility
- 7
- ionization energy
- 7.95
- vapor pressure
- 0.00001
- time-weighted average exposure limit
- 2
- ceiling exposure limit
- 2
- canonical SMILES
- C1=CC(=CC=C1O)O
- found in taxon
- Bulbophyllum wendlandianum
Sources (7)
via Wikidata · CC0
~9 min read
Encyclopedic overview
9 sectionsContents
- Production
- Reactions
- Redox
- Amination
- Uses
- Skin depigmentation
- Natural occurrences
- References
- External links
Hydroquinone, also known as benzene-1,4-diol or quinol, is an aromatic organic compound that is a type of phenol, a derivative of benzene, having the chemical formula C6H4(OH)2. It has two hydroxyl groups bonded to a benzene ring in a para position. It is a white granular solid. Substituted derivatives of this parent compound are also referred to as hydroquinones. The name "hydroquinone" was coined by Friedrich Wöhler in 1843.
In 2023, it was the 274th most commonly prescribed medication in the United States, with more than 800,000 prescriptions.
Excerpted from Wikipedia’s “hydroquinone” article, available under the CC BY-SA 4.0 licence.