1-Nitronaphthalene Chemical Properties

Melting point:

56 °C

Boiling point:

304 °C(lit.)

Density 

1.223 g/mL at 25 °C(lit.)

refractive index 

1.5200 (estimate)

Flash point:

164 °C

storage temp. 

2-8°C

solubility 

H2O: insoluble

Specific Gravity

1.223

color 

Light Yellow To Yellow

Water Solubility 

0.022 g/L

Merck 

14,6613

BRN 

1867714

Stability:

Stable. Combustible. Incompatible with oxidizing agents, strong reducing agents. Mixtures with sulfuric or nitric acid are dangerous.

InChIKey

RJKGJBPXVHTNJL-UHFFFAOYSA-N

CAS DataBase Reference

86-57-7(CAS DataBase Reference)

NIST Chemistry Reference

Naphthalene, 1-nitro-(86-57-7)

IARC

3 (Vol. 46) 1989

EPA Substance Registry System

1-Nitronaphthalene (86-57-7)

Safety Information

Hazard Codes 

F,T,N

Risk Statements 

11-25-51/53-40-36/37/38-23/24/25

Safety Statements 

16-45-60-61-28A-36/37/39-26

RIDADR 

UN 2538 4.1/PG 3

WGK Germany 

2

RTECS 

QJ9720000

Hazard Note 

Flammable/Toxic

HazardClass 

4.1

PackingGroup 

III

HS Code 

29042000

Hazardous Substances Data

86-57-7(Hazardous Substances Data)

MSDS

• Language:English Provider:1-Nitronaphthalene
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1-Nitronaphthalene Usage And Synthesis

Chemical Properties

yellow crystalline solid

Uses

Usually used to study excited state dynamics of 1-nitropthalene in nonpolar, aprotic and protic solvents.

Uses

1-Nitronaphthalene as a nitroaromatic compound is studied for mutagenicity, as nitroaromatics are used in everyday products from polmers, dyes to drugs.

Production Methods

One method to product 1-Nitronaphthalene: Naphthalene is charged to sulfuric acid alternately with mixed acid at 40 – 50 ℃ over 8 h, with the final temperature being 55 ℃. The acid strength used allows the molten product to be separated as an oil and washed. Continuous operation at 50 – 60 ℃ with mixed acid (33/48/19) gives a comparable product. The crude reaction product is obtained in 90 – 95 % yield and is purified by vacuum distillation.

Definition

ChEBI: A mononitronaphthalene substituted by a nitro group at position 1.

General Description

1-Nitronaphthalene is a mutagenic nitroaromatic compound present in diesel exhaust and it causes acute liver and lung toxicity in rodents. 1-Nitronaphthalene is a cytochrome P450-bioactivated, nonciliated bronchiolar epithelial (Clara) cell cytotoxicant .

Biochem/physiol Actions

1-Nitronaphthalene binds covalently to protein and forms adducts in the rat airway epithelium in vivo.

Safety Profile

Poison by intraperitoneal route. Mutation data reported. A skin, eye, and mucous membrane irritant. Flammable solid and combustible liquid when exposed to heat or flame. To fight fire, use CO2, dry chemical, or water spray. Explosive reaction with nitric acid + sulfuric acid above 60°C. Forms a sensitive explosive mixture with tetranitromethane. When heated to decomposition it emits toxic fumes of NOx. See also 2-NITRONAPHTHALENE and NITRO COMPOUNDS OF AROMATIC HYDROCARBONS.

Purification Methods

Fractionally distil 1-nitronaphthalene under reduced pressure, then crystallise it from EtOH, aqueous EtOH or heptane. Chromatograph it on alumina with *benzene/pet ether as eluent. It sublimes in vacuo. The 1:1 picrate complex has m 72o (from EtOH). [Beilstein 5 H 553, 5 III 1593, 5 IV 1673.]

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