File:Benzene_geometrie_(2).svg · Wikimedia Commons · See Wikimedia Commons
benzene
Sign in to saveAlso known as C6H6, [6]annulene, BNZ, cyclohexa-1,3,5-triene, 1,3,5-cyclohexatriene, benzol, benzole, benzolene
Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar hexagonal ring with one hydrogen atom attached to each. As it contains only carbon and hydrogen atoms, benzene is a hydrocarbon.
OverviewAI-generated
Benzene is a chemical compound with the formula C₆H₆. It has a mass of 78.046950192 and a density of 0.88. The substance melts at 42 and boils at 176. Its vapor pressure is 75, and the speed of sound within it is 1310. Benzene is flammable, with a lower flammable limit of 1.2 and an upper limit of 7.8. Flash points are recorded at 12 and -11.
Safety data indicates an immediately dangerous to life or health level of 1595. Exposure limits include a time-weighted average of 25, a short-term limit of 40, and a ceiling limit of 3. The minimal lethal dose is 170000, while the median lethal dose (LD50) is 10000. Solubility is listed as 0.07, and the ionization energy is 9.25.
In chemical databases, benzene is identified by the IUPAC name benzene and the SMILES string C1=CC=CC=C1. It has a charge of 0, no hydrogen bond donors or acceptors, and a topological polar surface area of 0. The xlogp value is 2.1.
Synthesized by Vinony from 36 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C6H6
- Molecular weight
- 78.11 g/mol
- IUPAC name
- benzene
- SMILES
- C1=CC=CC=C1
- InChIKey
- UHOVQNZJYSORNB-UHFFFAOYSA-N
- XLogP
- 2.1
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Research
59,145 papers- Benzene.ReviewReviews of environmental contamination and toxicology · 1988DOI: 10.1007/978-1-4612-3922-2_2
- Human biomonitoring of low-level benzene exposures.ReviewCritical reviews in toxicology · 2022Boogaard PJDOI: 10.1080/10408444.2023.2175642
- The toxicology of benzene.ReviewEnvironmental health perspectives · 1993Snyder R, Witz G, Goldstein BDDOI: 10.1289/ehp.93100293
- Benzene risk assessment: does new evidence on myelodysplastic syndrome justify a new approach?ReviewCritical reviews in toxicology · 2018Li W, Schnatter ARDOI: 10.1080/10408444.2018.1437389
- Biochemical toxicity of benzene.ReviewJournal of environmental biology · 2005Rana SV, Verma Y
- Occupational benzene exposure and risk of nervous system cancers: A systematic review and meta-analysis.Cancer epidemiology · 2025Mangiaterra S, Boffetta P, Seyyedsalehi MSDOI: 10.1016/j.canep.2025.102779
- Benzene exposure in industries using or manufacturing paint in China--a literature review, 1956-2005.Journal of occupational and environmental hygiene · 2009Liu H, Liang Y, Bowes S et al.DOI: 10.1080/15459620903249646
- Benzene's toxicity: a consolidated short review of human and animal studies.ReviewHuman & experimental toxicology · 2007Ahmad Khan HDOI: 10.1177/0960327107083974
via PubMed
~38 min read
Encyclopedic overview
37 sectionsContents
- History
- Discovery
- Ring formula
- Nomenclature
- Early applications
- Occurrence
- Structure
- Benzene derivatives
- Production
- Catalytic reforming
- Toluene hydrodealkylation
- Toluene disproportionation
- Steam cracking
- Other methods
- Uses
- Component of gasoline
- Reactions
- Sulfonation, chlorination, nitration
- Hydrogenation
- Metal complexes
- Health effects
- Exposure to benzene
- Benzene exposure limits
- Toxicology
- Biomarkers of exposure
- Biotransformations
- Molecular toxicology
- Biological oxidation and carcinogenic activity
- Routes of exposure
- Inhalation
- Exposure from soft drinks
- Contamination of water supply
- Genocide
- See also
- Explanatory notes
- References
- External links
Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar hexagonal ring with one hydrogen atom attached to each. As it contains only carbon and hydrogen atoms, benzene is a hydrocarbon.
Benzene is a natural constituent of petroleum and is one of the elementary petrochemicals. Because of the cyclic continuous pi bonds between the carbon atoms and satisfying Hückel's rule, benzene is classed as an aromatic hydrocarbon. Benzene is a colorless and highly flammable liquid with a sweet smell, and is partially responsible for the aroma of gasoline. It is used primarily as a precursor to the manufacture of chemicals with more complex structures, such as ethylbenzene and cumene, of which billions of kilograms are produced annually. Although benzene is a major industrial chemical, it finds limited use in consumer items because of its toxicity. Benzene is a volatile organic compound.
Excerpted from Wikipedia’s “benzene” article, available under the CC BY-SA 4.0 licence.
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