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Phenanthrenequinone

Phenanthrenequinone structure

CAS No.: 84-11-7

Chemical Name:: Phenanthrenequinone

Synonyms: Phenanthrene-9,10-dione;9,10-PHENANTHRENEQUINONE;9,10-PHENANTHRENEDIONE;9,10-PHENANTHRAQUINONE;PHENANTHRENE-9,10-QUINONE;PHENANTHRAQUINONE;9,10-phenanthroquinone;Phenanthroquinone;Phenthrenequinone;Phenanthrenquinone

CBNumber:: CB6272601

Molecular Formula:: C14H8O2

Molecular Weight:: 208.21

MDL Number:: MFCD00001163

MOL File:: 84-11-7.mol

MSDS File:: SDS

Last updated:2024-04-24 17:21:45

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Phenanthrenequinone Properties

Melting point	209-212 °C(lit.)
Boiling point	360 °C
Density	1.405
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.
Merck	14,7213
BRN	608838
Stability	Stable. Incompatible with strong oxidizing agents.
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)

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

Hazard Codes

Risk Statements

36/37/38

Safety Statements

26-36-24/25-22

RIDADR

UN3077

WGK Germany

RTECS

SF7875000

Autoignition Temperature

630 °C DIN 51794

TSCA

Yes

HazardClass

PackingGroup

III

HS Code

29146990

Toxicity

LD50 orally in Rabbit: > 16000 mg/kg

NFPA 704

	1
2		0

Phenanthrenequinone price More Price(29)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	8.07564	9,10-Phenanthrenequinone for synthesis	84-11-7	25g	$102	2024-03-01	Buy
Sigma-Aldrich	8.07564	9,10-Phenanthrenequinone for synthesis	84-11-7	100g	$286	2024-03-01	Buy
Sigma-Aldrich	156507	9,10-Phenanthrenequinone ≥99%	84-11-7	5g	$76.9	2024-03-01	Buy
Sigma-Aldrich	156507	9,10-Phenanthrenequinone ≥99%	84-11-7	25g	$273	2024-03-01	Buy
TCI Chemical	P0080	9,10-Phenanthrenequinone >99.0%(GC)	84-11-7	5g	$24	2024-03-01	Buy

Product number	Packaging	Price	Buy
8.07564	25g	$102	Buy
8.07564	100g	$286	Buy
156507	5g	$76.9	Buy
156507	25g	$273	Buy
P0080	5g	$24	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.
9,10-Phenanthrenequinone Reaction
https://pubs.rsc.org/en/content/articlelanding/2012/ra/c2ra20499a

Chemical Properties

burnt-orange powder

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.

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.

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 synthesis

Synthesis of Phenanthrenequinone from Phenanthrene

Phenanthrenequinone Preparation Products And Raw materials

Raw materials

Sodium dichromate dihydrate Chromium(VI) oxide Phenanthrene

Preparation Products

9-PHENANTHROL 9-Hydroxy-9-fluorenecarboxylic acid FLURENOL-METHYL ESTER 6H-dibenzo-(b,d)-pyran-6-one 9,10-DICHLOROANTHRACENE

3,6-Dibromo-phenanthrenequinone 9-Carboxyfluorene 10-(2',4'-DINITROPHENYLAZO)-9-PHENANTHROL 7-METHYL-1,2,3,4-DIBENZOPHENAZINE Phenanthro[9,10-g]pteridin-13(10H)-one, 11,12-dihydro-11-thioxo-

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Phenanthrenequinone Suppliers

Global( 301)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Hebei Zhuanglai Chemical Trading Co.,Ltd	+8613343047651	admin@zlchemi.com	China	476	58
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32480	60
AB PharmaTech,LLC	323-480-4688		United States	989	55
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28180	58
Jinan Finer Chemical Co., Ltd	+86-531-88989536 +86-15508631887	sales@finerchem.com	China	2967	58
Xiamen AmoyChem Co., Ltd	+86-592-6051114 +8618959220845	sales@amoychem.com	China	6387	58
Shandong chuangyingchemical Co., Ltd.	18853181302	sale@chuangyingchem.com	CHINA	5909	58
Shanghai Longyu Biotechnology Co., Ltd.	+8615821988213	info@longyupharma.com	China	2531	58
career henan chemical co	+86-0371-86658258 15093356674;	factory@coreychem.com	China	29826	58
Antai Fine Chemical Technology Co.,Limited	18503026267	info@antaichem.com	CHINA	9641	58

Supplier	Advantage
Hebei Zhuanglai Chemical Trading Co.,Ltd	58
ATK CHEMICAL COMPANY LIMITED	60
AB PharmaTech,LLC	55
Hubei Jusheng Technology Co.,Ltd.	58
Jinan Finer Chemical Co., Ltd	58
Xiamen AmoyChem Co., Ltd	58
Shandong chuangyingchemical Co., Ltd.	58
Shanghai Longyu Biotechnology Co., Ltd.	58
career henan chemical co	58
Antai Fine Chemical Technology Co.,Limited	58

View Lastest Price from Phenanthrenequinone manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-24	Phenanthrenequinone 84-11-7	US $200.00-95.00 / kg	1kg	99%	20ton	Hebei Zhuanglai Chemical Trading Co.,Ltd
2022-09-06	Phenanthrenequinone 84-11-7	US $0.00 / KG	25KG	97%	1tone	Henan Aochuang Chemical Co.,Ltd.
2020-01-03	Phenanthrenequinone 84-11-7	US $1.00 / KG	1KG	95-99%	1ton	Career Henan Chemical Co

Phenanthrenequinone
84-11-7
US $200.00-95.00 / kg
99%
Hebei Zhuanglai Chemical Trading Co.,Ltd

Phenanthrenequinone
84-11-7
US $0.00 / KG
97%
Henan Aochuang Chemical Co.,Ltd.

Phenanthrenequinone
84-11-7
US $1.00 / KG
95-99%
Career Henan Chemical Co

Phenanthrenequinone Spectrum

Phenanthrenequinone(84-11-7)MS Phenanthrenequinone(84-11-7)¹HNMR Phenanthrenequinone(84-11-7)¹³CNMR Phenanthrenequinone(84-11-7)IR1 Phenanthrenequinone(84-11-7)IR2 Phenanthrenequinone(84-11-7)Raman Phenanthrenequinone(84-11-7)ESR

84-11-7(Phenanthrenequinone)Related Search:

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Phenanthrene-9,1-dione Phenthrenequinone phenanthrene,9,10-dihydro-9,10-dioxo-[qr] phenanthrenequinone[qr] Phenanthroquinone PHENANTHRENE CHINONE PHENANTHRENEQUINONE PHENYLANTHRAQUINONE, 9.10- Phenanthrenequinone, tech., 80% Phenanthrene chinone 95% PHENANTHRENEQUINONE, 99+% 9,10-PHENANTHRENEQUINONE, FOR FLUOR-ESCE NCE 9,10-Phenanthraquinone85-99% 9,10-dioxophenanthrene Phenanthrenquinone Phenanthrenequinone 95% 9,10-dihydro-9,10-dioxo-phenanthren 9,10-phenanthraquinone[qr] 9,10-phenanthrenequinone[qr] 9,10-Dihydro-9,10-phenanthrenedione phenanthraquinone[qr] Phenanthrene, 9,10-dihydro-9,10-dioxo- Phenanthrenequinone,98% Phenanthrenequinone,80%,tech. Phenanthrenequinone,95% PHENYLANTHRAQUINONE(RG) 9,10-Phenanthrenequione PETUNIDIN-3-GLUCOSIDE CHLORIDE(SH) 9,10-Phenanthrenequinone ,98% Phenanthrenequinone, synthesis grade Phenanthrenequinone, 95% 100GR Phenanthrenequinone, 95% 25GR 9,10-PHENANTHRENEQUINONE FOR SYNTHESIS 9,10-Phenanthrenequinone >=99% 9,10-Phenanthrenequinone 95% 9,10-Phenanthrenequinone Vetec(TM) reagent grade, 94% 9,10-Phenanthrenequinone, 98%, reagent grade 9,10-Phenanthrenequinone> 9,1-Phenanthrenequinone 9,10-Phenanthrenequinone, 80%+ 9,10-Phenanthrenequinone, GR 99% 9,10-phenanthroquinone Phenanthrene-9,10-dione PHENANTHRAQUINONE 9,10-PHENANTHRAQUINONE 9,10-PHENANTHRENEDIONE 9,10-PHENANTHRENEQUINONE PHENANTHRENE-9,10-QUINONE 9,10-Phenanthrenedione (9CI, ACI) Phenanthraquinones 9,10-Phenanthrenequinone, ≥ 99.0% 84-11-7 1984-11-07 1984-11-7 30993 C14H8O2 Biochemicals and Reagents BioChemical