100-17-4

Name	4-Nitroanisole
CAS	100-17-4
EINECS(EC#)	202-825-3
Molecular Formula	C7H7NO3
MDL Number	MFCD00007327
Molecular Weight	153.14
MOL File	100-17-4.mol

Chemical Properties

Appearance	beige crystalline solid
Melting point	51-53 °C
Boiling point	260 °C
density	1.233 g/mL at 25 °C(lit.)
refractive index	1.5030 (estimate)
Fp	130 °C
form	Crystals
color	Green to brown
Specific Gravity	1.233
Stability:	Stable. Incompatible with strong oxidizing agents, strong bases.
Water Solubility	0.468 g/L (20 ºC)
Merck	14,6585
BRN	1865361
Dielectric constant	24.0（20℃）
CAS DataBase Reference	100-17-4(CAS DataBase Reference)
IARC	2B (Vol. 123) 2020
NIST Chemistry Reference	Benzene, 1-methoxy-4-nitro-(100-17-4)
EPA Substance Registry System	100-17-4(EPA Substance)

Safety Data

Hazard Codes	Xn
Risk Statements	R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment . R68:Possible risk of irreversible effects. less more
Safety Statements	S61:Avoid release to the environment. Refer to special instructions safety data sheet . S36/37:Wear suitable protective clothing and gloves . less more
RIDADR	UN 3458 6.1/PG 3
WGK Germany	1
RTECS	BZ8800000
TSCA	Yes
HazardClass	6.1
PackingGroup	III
HS Code	29093090
Safety Profile	A poison by ingestion. Mutation data reported. Can explode in presence of Ni. When heated to decomposition it emits toxic fumes of NOx. See also o-NITROANISOLE and NITRO COMPOUNDS OF AROMATIC HYDROCARBONS. less more

Raw materials And Preparation Products

Hazard Information

General Description

A light red or amber-colored liquid or crystals. Insoluble in water and denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation or skin absorption. Used to make other chemicals.

Reactivity Profile

NITROANISOLE(100-17-4) reacts explosively with (sodium hydroxide + zinc). NITROANISOLE(100-17-4) reacts vigorously with hydrogen + catalyst (at 482° F and 25500 mm Hg).

Air & Water Reactions

Insoluble in water.

Health Hazard

Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Combustible material: may burn but does not ignite readily. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

Chemical Properties

beige crystalline solid

Uses

4-Nitroanisole is an intermediate in the manufacture of azo dyes. A toxic organic pollutant and a risk factor for urinary bladder cancer in humans.

Uses

o-Isomer as dye intermediate; in organic syntheses.

Definition

ChEBI: A member of the class of 4-nitroanisoles that is anisole in which one the hydrogen meta to the methoxy group is replaced by a nitro group.

Preparation

Produced from p-nitrochlorobenzene by methoxylation.

Synthesis Reference(s)

Synthetic Communications, 25, p. 1367, 1995 DOI: 10.1080/00397919508013838
Tetrahedron Letters, 14, p. 1397, 1973

Biochem/physiol Actions

4-Nitroanisole is O-demethylated to 4-nitrophenol by human liver microsomes.

Purification Methods

Crystallise it from pet ether or hexane and dry it in vacuo. [Beilstein 6 IV 1282.]

Material Safety Data Sheet(MSDS)

Spectrum Detail

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