Phenanthrenequinone
- CAS No.
- 84-11-7
- Chemical Name:
- Phenanthrenequinone
- Synonyms
- Phenanthrene-9,10-dione;9,10-PHENANTHRENEQUINONE;PHENANTHRENE-9,10-QUINONE;9,10-PHENANTHRAQUINONE;9,10-PHENANTHRENEDIONE;PHENANTHRAQUINONE;Phenanthroquinone;9,10-phenanthroquinone;Phenthrenequinone;Phenanthrenquinone
- CBNumber:
- CB6272601
- Molecular Formula:
- C14H8O2
- Molecular Weight:
- 208.21
- MDL Number:
- MFCD00001163
- MOL File:
- 84-11-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 209-212 °C(lit.) |
|---|---|
| Boiling point | 360 °C |
| Density | 1.405 |
| bulk density | 350kg/m3 |
| refractive index | 1.5681 (estimate) |
| Flash point | 245 °C |
| storage temp. | Store below +30°C. |
| solubility | 7.5mg/l |
| form | Powder |
| color | Orange-brownish |
| Water Solubility | Insoluble in water. |
| λmax | 420 nm |
| Merck | 14,7213 |
| BRN | 608838 |
| Henry's Law Constant | 3.7×103 mol/(m3Pa) at 25℃, HSDB (2015) |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| InChI | 1S/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H |
| InChIKey | YYVYAPXYZVYDHN-UHFFFAOYSA-N |
| SMILES | O=C1C(=O)c2ccccc2-c3ccccc13 |
| CAS DataBase Reference | 84-11-7(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 42L7BZ8H74 |
| NIST Chemistry Reference | 9,10-Phenanthroquinone(84-11-7) |
| EPA Substance Registry System | 9,10-Phenanthrenedione (84-11-7) |
| UNSPSC Code | 12352115 |
| NACRES | NA.23 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H319-H400 | |||||||||
| Precautionary statements | P264-P273-P280-P305+P351+P338-P337+P313-P391 | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36-24/25-22 | |||||||||
| RIDADR | UN3077 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | SF7875000 | |||||||||
| Autoignition Temperature | 630 °C DIN 51794 | |||||||||
| TSCA | TSCA listed | |||||||||
| HazardClass | 9 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29146990 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Aquatic Acute 1 Eye Irrit. 2 |
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| Hazardous Substances Data | 84-11-7(Hazardous Substances Data) | |||||||||
| Toxicity | LD50 orally in Rabbit: > 16000 mg/kg | |||||||||
| NFPA 704 |
|
Phenanthrenequinone price More Price(79)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 8.07564 | 9,10-Phenanthrenequinone for synthesis | 84-11-7 | 25g | $95.5 | 2026-04-30 | Buy |
| Sigma-Aldrich | 8.07564 | 9,10-Phenanthrenequinone for synthesis | 84-11-7 | 100g | $274 | 2026-04-30 | Buy |
| Sigma-Aldrich | 156507 | 9,10-Phenanthrenequinone ≥99% | 84-11-7 | 5g | $84.9 | 2026-04-30 | Buy |
| Sigma-Aldrich | 156507 | 9,10-Phenanthrenequinone ≥99% | 84-11-7 | 25g | $300 | 2026-04-30 | Buy |
| TCI Chemical | P0080 | 9,10-Phenanthrenequinone >99.0%(GC) | 84-11-7 | 5g | $24 | 2026-04-30 | Buy |
Phenanthrenequinone Chemical Properties, Uses, Production
Description
9,10-phenanthrenequinone (9,10-PQ) is a quinone molecule found in air pollution abundantly in the diesel exhaust particles (DEP). This compound has studied extensively and has been shown to develop cytotoxic effects both in vitro and in vivo. 9, 10-PQ has been proposed to play a critical role in the development of cytotoxicity via generation of reactive oxygen species (ROS) through redox cycling. This compound also reduces expression of glutathione (GSH), which is critical in Phase II detoxification reactions.
Uses
9,10-Phenanthrenequinon may be used for high quality passivation on silicon (100) surfaces. Quinones may serve as substrates for a variety of flavoenzymes.
The quinones of polycyclic aromatic hydrocarbons are present in abundance in all burnt organic material. On being used to passivate silicon surfaces, it reacts with the dangling bonds on the surface via a heteroatomic Diels-Alder reaction. On account of the Π-electron conjugation, the semi conducting nature of the silicon is unaffected.
Preparation
Phenanthrenequinone is obtained by the oxidation of the hydrocarbon phenanthrene C14H10. Upon reduction with sulphur dioxide, it yields phenanthrenehydroquinone which absorbs oxygen from the air forming a black quinhydrone. Upon further oxidation the phenanthrenequinone is again formed.
9,10-Phenanthrenequinone is prepared by oxidation of phenanthrene with dihydroxy phenylselenonium benzenesulfonate in boiling dioxane-water. 9-methoxyphenanthrene is obtained when the reaction is carried out in methanol.
https://www.tandfonline.com/doi/abs/10.1080/00397919708004809
Reactions
9,10-Phenanthrenequinone (PQ) reacts with ketones under FeCl3 catalysis to furnish a variety of structurally diverse furan annulated products. While the reaction of PQ with acetone and cyclopentanone furnishes furan annulated ketals, its reaction with ethyl alkyl ketones provides 3-furaldehyde annulated products. In contrast to the reaction of PQ with cyclopentanone, its reaction with cyclohexanone furnishes a tetrahydrobenzofuran annulated secondary alcohol. The reactions of PQ with cycloheptanone and cyclooctanone take a different course to provide 7,8-dihydro-6H-cyclohepta[b]furan and 6,7,8,9-tetrahydrocycloocta[b]furan annulated products, respectively. Mechanistically, the above reactions go through aldol condensation, dehydration and cyclization to form furan-phenanthrene annulated products where in each step FeCl3 catalysis is involved.
https://pubs.rsc.org/en/content/articlelanding/2012/ra/c2ra20499a
Chemical Properties
burnt-orange powder
Uses
9,10-Phenanthrenequinone is used in the formation of spirophosphoranes containing acyclic 5-methyl-2-phenyl-2H-1,2,3-diazaphosphol-4-yl substituent.
Uses
9,10-Phenanthrenequinon may be used for high quality passivation on silicon (100) surfaces. Quinones may serve as substrates for a variety of flavoenzymes.
Definition
ChEBI: 9,10-phenanthroquinone is a member of phenanthrenes.
Synthesis Reference(s)
The Journal of Organic Chemistry, 52, p. 3472, 1987 DOI: 10.1021/jo00391a065
General Description
The quinones of polycyclic aromatic hydrocarbons are present in abundance in all burnt organic material. On being used to passivate silicon surfaces, it reacts with the dangling bonds on the surface via a heteroatomic Diels-Alder reaction. On account of the Π-electron conjugation, the semi conducting nature of the silicon is unaffected.
Safety Profile
Poison by acute intraperitoneal route. Questionable carcinogen with experimental tumorigenic data by skin contact. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification Methods
Crystallise the quinone from dioxane or 95% EtOH and dry it under vacuum. [Beilstein 7 IV 2565.]
Phenanthrenequinone Preparation Products And Raw materials
Raw materials
Preparation Products
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| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shandong Vantage Specialty Chemicals Biotechnology Co., Ltd. | 13396369453 18678026865 | sdfantai@163.com | China | 904 | 58 |
| NanTong Chemistar Chemical Co.,Ltd | 025-52643182 13914798241; | doria@chemipioneer.com.cn | China | 54 | 62 |
| Nanjing Chemipioneer Pharma& Tech Co., LTD | 025-52643182 13914798241; | zhoulq@chemipioneer.com.cn | China | 92 | 62 |
| Shandong Qianyuan Polymer Material Co. , Ltd. | 18678041314 18765609661 | 2547772582@qq.com | China | 987 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
Related Questions
Ask a questionView Latest Price from Phenanthrenequinone manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-17 | Phenanthrenequinone
84-11-7
|
$800.00-999.00 | 1ton | 99% | 5000 | HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD | |
 |
2026-04-27 | Phenanthrenequinone
84-11-7
|
1kg | 98% | 100tons | Shandong Vital Biotechnology Co., Ltd. | ||
 |
2025-04-15 | Phenanthrenequinone
84-11-7
|
$95.00-200.00 | 1kg | 99% | 20ton | Hebei Zhuanglai Chemical Trading Co.,Ltd |
-
- Phenanthrenequinone
84-11-7
- $800.00-999.00
- 99%
- HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
-
- Phenanthrenequinone
84-11-7
- 98%
- Shandong Vital Biotechnology Co., Ltd.
-
- Phenanthrenequinone
84-11-7
- $95.00-200.00
- 99%
- Hebei Zhuanglai Chemical Trading Co.,Ltd
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