1-Nitropyrene

ChemicalBook > CAS DataBase List > 1-Nitropyrene

Product Name: 1-Nitropyrene
CAS No.: 5522-43-0
Chemical Name: 1-Nitropyrene
Synonyms: NITROPYRENE;1-NITROPYRENE;3-Nitropyrene;Pyrene, 1-nitro-;1-Nitropyrene>1-Nitropyrene,99%;1-NITROPYRENE 98+%;LABOTEST-BB LT00894548;23264, 1-Nitropyrene (purity);1-Nitropyrene 50 μg/mL In Toluene
CBNumber: CB0708690
Molecular Formula: C16H9NO2
Formula Weight: 247.25
MOL File: 5522-43-0.mol

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1-Nitropyrene Property

Melting point:: 153-155 °C (lit.)
Boiling point:: 390.29°C (rough estimate)
Density: 1.1699 (rough estimate)
refractive index: 1.5300 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Sparingly, Heated), Ethyl Acetate (Slightly, Heated)
color: Yellow needles from MeCN
BRN: 1882811
InChIKey: ALRLPDGCPYIVHP-UHFFFAOYSA-N
CAS DataBase Reference: 5522-43-0(CAS DataBase Reference)
NIST Chemistry Reference: 1-Nitropyrene(5522-43-0)
IARC: 2A (Vol. Sup 7, 46, 105) 2014
EPA Substance Registry System: 1-Nitropyrene (5522-43-0)

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 40-20/21/22
Safety Statements: 22-36/37/39-45-36/37
WGK Germany: 3
RTECS: UR2480000
TSCA: T
HazardClass: IRRITANT
HS Code: 29420000
Hazardous Substances Data: 5522-43-0(Hazardous Substances Data)
Toxicity: mic-sat 2500 ng/plate GDIKAN 29,278,1981
Toxicity: mmo-esc 3 mg/plate MUREAV 142,163,85

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Hazard statements: H351Suspected of causing cancer
Precautionary statements: P281Use personal protective equipment as required.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: N22959
Product name: 1-Nitropyrene
Purity: ≥95%
Packaging: 1g
Price: $70.2
Updated: 2024/03/01

Sigma-Aldrich

Product number: BCR305
Product name: 1-Nitropyrene
Purity: BCR
Packaging: 10mg
Price: $330
Updated: 2024/03/01

TCI Chemical

Product number: N0419
Product name: 1-Nitropyrene
Purity: >98.0%(GC)
Packaging: 5g
Price: $115
Updated: 2024/03/01

TCI Chemical

Product number: N0419
Product name: 1-Nitropyrene
Purity: >98.0%(GC)
Packaging: 25g
Price: $329
Updated: 2024/03/01

Sigma-Aldrich

Product number: N22959
Product name: 1-Nitropyrene
Purity: ≥95%
Packaging: 5g
Price: $293
Updated: 2023/06/20

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1-Nitropyrene Chemical Properties,Usage,Production

Description

1-Nitropyrene (1-NP) is a nitro-polycyclic aromatic hydrocarbon (PAH) and a byproduct of incomplete combustion product from stationary combustion sources and in vehicle exhaust fumes.

Chemical Properties

1-Nitropyrene is a synthetic, light sensitive, yellow to orange-brown crystalline solid that is practically insoluble in water and soluble in diethyl ether, acetone, ethanol, benzene and toluene. It is not used for any commercial applications and is used only for research purposes, principally as a marker for exposure to nitro-polycyclic aromatic hydrocarbons from diesel exhaust.

Uses

1-Nitropyrene is the most abundant nitropolycylcic aromatic hydrocarbon found in exhaust from diesel engines with potent carcinogenic and mutagenic properties.

Application

1-Nitropyrene has been reported to use as a chemical photosensitizer in photocopy toners. It is available for research purposes as a reference material with different purities. ?

Preparation

The synthesis of 1-nitropyrene by heating pyrene with nitric acid in acetic acid at 50 °C (Boit, 1965). 1-Nitropyrene was also produced in a mixture with dinitropyrenes following the addition of potassium nitrite to pyrene in diethyl ether (Prager & Jacobson, 1922).

Definition

ChEBI: 1-nitropyrene is a nitroarene that is pyrene substituted at the 1-position by a nitro group. A by-product of combustion, it is the predominant nitrated polycyclic aromatic hydrocarbon emitted in a diesel engine. It has a role as a carcinogenic agent. It derives from a hydride of a pyrene.

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 1811, 1971 DOI: 10.1021/ja00736a057

General Description

Yellow needles or prisms (from ethanol).

Air & Water Reactions

Insoluble in water.

Reactivity Profile

1-Nitropyrene may be sensitive to prolonged exposure to light. Reacts with ethanolic potassium hydroxide. Also reacts with zinc powder and ethanol with catalytic amounts of ammonium chloride or ammonia .

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 1-Nitropyrene emits toxic fumes of NOx.

Fire Hazard

Flash point data for 1-Nitropyrene are not available; however, 1-Nitropyrene is probably combustible.

Biochem/physiol Actions

Potent mutagen, carcinogen, environmental pollutant.

Safety Profile

Confirmed carcinogen withexperimental carcinogenic, neoplastigenic, andtumorigenic data. Human mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.

Carcinogenicity

1-Nitropyrene is reasonably anticipated to be a human carcinogenbased on sufficient evidence of carcinogenicity from studies in experimental animals.

Environmental Fate

1-NP creates yellow needles in ethanol, and it has a melting point of 155 ℃. It is partially insoluble in water (0.02 mg l^-1, 25 ℃); very soluble in diethyl ether; and soluble in acetone, ethanol, benzene, toluene, and tetrahydrofluorenone.
1-NP upon an estimated Koc value (soil adsorption coefficient normalized to the content of organic carbon) of 13 500 is immobile in soil and adsorb to sediment and solids from water. According to Henry’s law constant of 2.5× 10^-8 atmcum mol1 and vapor pressure (8.3 ×10^-8 mmHg at 25℃) volatilization from moist soil surfaces and water is not an important fate process. It is expected to exist solely in the particulate phase in the ambient atmosphere. Adsorptions to the particulate phase cause occurring photolysis in lower rate and decompose by wet and dry deposition. An estimated bioconcentration factor of 4100 suggests that its concentration in aquatic organisms is very high.

Toxicity evaluation

1-NP can generate aryl nitrenium ions by nitroreduction or K-region nitropyrene epoxides by ring oxidation. This chemical can form DNA adducts. Both nitroreduction and the hydrolysis of glucuronides are essential in generating mutagenic metabolites. Another mechanism of toxicity is superoxide radical generation. The activation of 1-NP to a bacterial mutagen has been attributed to nitroreduction. However, enzymes of mammalian and microbial systems can reduce it to products such as 2-aminofluorene and 4-aminobiphenyl that react with nucleic acid and can be further metabolized by O-acetylation to yield products that can react with C-8 of guanine.

1-Nitropyrene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1-Nitropyrene manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 1-Nitropyrene 5522-43-0
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 30tons/month
Release date: 2023-04-07

Zhuozhou Wenxi import and Export Co., Ltd

Product: 1-Nitropyrene 5522-43-0
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

Career Henan Chemical Co

Product: 1-Nitropyrene 5522-43-0
Price: US $1.00/g
Min. Order: 1EA
Purity: 99%
Supply Ability: 1000KGS
Release date: 2019-12-24

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