2-Nitroanisole CAS 91-23-6

Introduction：Basic information about 2-Nitroanisole CAS 91-23-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

2-Nitroanisole Basic information

• Product Name: 2-Nitroanisole
• Synonyms: 1-methoxy-2-nitro-benzen;1-Nitro-2-methoxybenzene;2-NITROANISOL;2-NITROANISOLE;2-METHOXYNITROBENZENE;1-METHOXY-2-NITROBENZENE;2-Methoxy-1-nitrobenzene;Anisole, o-nitro-
• CAS: 91-23-6
• MF: C7H7NO3
• MW: 153.14
• EINECS: 202-052-1
• Product Categories: Building Blocks;Chemical Synthesis;Intermediates of Dyes and Pigments;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 91-23-6.mol

2-Nitroanisole Chemical Properties

• Melting point: 9-12 °C (lit.)
• Boiling point: 273 °C (lit.)
• density: 1.254 g/mL at 25 °C (lit.)
• refractive index: n20/D 1.561(lit.)
• Fp: >230 °F
• storage temp.: Refrigerator, Under Inert Atmosphere
• solubility: alcohol: soluble(lit.)
• form: Oil
• color: Pale Yellow
• Specific Gravity: 1.254
• Water Solubility: 1.45 g/L (20 ºC)
• Merck: 14,6584
• BRN: 1868032
• Dielectric constant: 43.0
• Stability: Stable. Incompatible with strong oxidizing agents.
• InChI: 1S/C7H7NO3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3
• InChIKey: CFBYEGUGFPZCNF-UHFFFAOYSA-N
• SMILES: COc1ccccc1[N+]([O-])=O
• CAS DataBase Reference: 91-23-6(CAS DataBase Reference)
• IARC: 2A (Vol. 65, 127)
• NIST Chemistry Reference: Benzene, 1-methoxy-2-nitro-(91-23-6)
• EPA Substance Registry System: o-Nitroanisole (91-23-6)

Safety Information

• Hazard Codes: T
• Risk Statements: 45-22
• Safety Statements: 53-45
• RIDADR: UN 2730 6.1/PG 3
• WGK Germany: 3
• RTECS: BZ8790000
• TSCA: TSCA listed
• HazardClass: 6.1
• PackingGroup: III
• HS Code: 29093090
• Storage Class: 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
• Hazard Classifications: Acute Tox. 4 Oral Carc. 1B
• Hazardous Substances Data: 91-23-6(Hazardous Substances Data)

2-Nitroanisole Usage And Synthesis

Chemical Properties

yellow to amber liquid

Chemical Properties

2-Nitroanisole is a yellowish or light-red toamber liquid. May be transported in molten form.

Uses

2-Nitroanisole is an intermediate in the synthesis of various potential therapeutic compounds.

Uses

2-Nitroanisole has been employed as solvatochromic probe to examine cybotactic region of pure and mixed supercritical fluid solvent systems.

Production Methods

Methanolic sodium hydroxide is added slowly to a solution of 2- chloronitrobenzene in methanol at 70 ℃; the mixture is then heated gradually to 95 ℃ under pressure to complete the reaction. After dilution with water the product 2-Nitroanisole is separated as an oil, in 90 % yield, and methanol is recovered from the aqueous layer.

Definition

ChEBI: A member of the class of 2-nitroanisoles that is anisole in which one of the hydrogens ortho to the methoxy group is replaced by a nitro group.

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 4501, 1988 DOI: 10.1016/S0040-4039(00)80531-6

General Description

2-Nitroanisole (2-methoxynitrobenzene is an industrial and environmental pollutant causing tumors of the urinary bladder in rats and mice. Tumorigenic potential of 2-nitroanisole has been evaluated by host-mediated in vitro and in vivo assay.

Hazard

Questionable carcinogen.

Safety Profile

Confirmed carcinogen.Moderately toxic by ingestion. Mutation datareported. Explosive reaction with sodiumhydroxide + zinc. Vigorous reaction withhydrogen + catalyst (at 250°C/34bar). Whenheated to decomposition it emits toxicfumes of NOx. See also p-NITROANISOLE.

Potential Exposure

A dye intermediate and for synthesisof other chemicals. NFPA has reported an explosion onduring reduction with a nickel catalyst. Occupational exposureto 2-nitroanisole may occur through inhalation anddermal contact with this compound at workplaces wherethe chemical is produced or used.

Carcinogenicity

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

Shipping

UN2730 Nitroanisoles, liquid, Hazard Class: 6.1;Labels: 6.1-Poisonous materials. UN3458 Nitroanisoles,solid, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

Purify it by repeated vacuum distillation in the absence of oxygen. [Beilstein 6 IV 1249.]

Incompatibilities

A strong oxidizer. Incompatible withstrong acids; sulfur, combustibles, organics, and othereasily oxidizable materials. Will accelerate the burningof combustible materials. If large quantities are involvedin a fire or the combustible material is finely divided, anexplosion may result. Prolonged exposure to fire or heatmay result in an explosion. Explodes at temperatures＞110℃. Combustible-liquid or fine powder may formexplosive mixture with air. Nitroanisole reacts explosivelywith (sodium hydroxide ＋ zinc). It reacts vigorouslywith hydrogen1 catalyst (@ 250℃ & 25,500 mmHg).

Waste Disposal

Use a licensed professionalwaste disposal service to dispose of this material. Dissolveor mix the material with a combustible solvent and burn ina chemical incinerator equipped with an afterburner andscrubber. All federal, state, and local environmental regulationsmust be observed.

2-Nitroanisole Preparation Products And Raw materials

• Raw materials: Sodium hydroxide-->Methanol-->Sodium Methoxide-->2-Nitrochlorobenzene-->2-Methoxyphenylboronic acid-->2,6-DINITROANISOLE-->1-Methoxy-2,4-dinitrobenzene
• Preparation Products: 4-Nitroanisole-->2-Chloroanisole-->3-methoxy-4-nitrophenol-->4-methoxy-3-nitrobenzenesulphonyl chloride-->4-CHLORO-2-ANISIDINE HYDROCHLORIDE-->Benzenesulfonyl chloride, 4-hydroxy-3-nitro- (9CI)-->Fast red KL base-->CI 37235-->o-Dianisidine