2-Nitroanisole
Also known as 1-Methoxy-2-nitrobenzene, o-Nitroanisole, 1-Nitro-2-methoxybenzene
Key facts
What buyers check first
- Appearance
- Colorless to yellowish liquid
- Melting point
- 10.5 °C
- Boiling point
- 268 to 271
- Density
- 1.2540 g/cm³ at 20 °C
- Flash point
- 142 °C
- HS code
- 290930
- Category
- Dye intermediates
- UN number
- UN 2730
What is 2-Nitroanisole?
Plain description, key identifiers and synonyms
2-nitroanisole is 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. It has a role as a carcinogenic agent.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 1-methoxy-2-nitrobenzene
- CAS number
- 91-23-6 CAS number cross-checkedOther or deprecated CAS: 29191-53-5
- EC number
- 202-052-1
- Molecular formula
- C7H7NO3
- UNII
- ZRE7HLZ17K
- MDL number
- MFCD00007096
- InChIKey
- CFBYEGUGFPZCNF-UHFFFAOYSA-N
- InChI
- InChI=1S/C7H7NO3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3
- SMILES (canonical and isomeric)
- COC1=CC=CC=C1[N+](=O)[O-]
Synonyms
- 1-Methoxy-2-nitrobenzene
- o-Nitroanisole
- 1-Nitro-2-methoxybenzene
- Anisole, o-nitro-
- 2-Methoxynitrobenzene
- o-Nitrophenyl methyl ether
- 2-Methoxy-1-nitrobenzene
- Benzene, 1-methoxy-2-nitro-
- o-methoxynitrobenzene
- ortho-NITROANISOLE
- methoxynitrobenzene
- o-Nitrobenzene methyl ether
- Benzene, methoxynitro-
- o-Nitro(methoxy)benzene
- ortho-Nitrobenzene methyl ether
- 1-methoxy-2-nitro-benzene
- o-Nitroanisol
- 2-nitro-anisole
- Nitroanisole, o-
- 2-Nitroanisole, >=99%
- UN 2730
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Colorless to yellowish liquidexp.Measured value |
|---|---|
| Melting point | 10.5 °Cexp.Measured value |
| Boiling point | 268 to 271exp.Measured value |
| Density | 1.2540 g/cm³ at 20 °Cexp.Measured value |
| Flash point | 142 °Cexp.Measured value |
| Autoignition temperature | 464 °Cexp.Measured value |
| Solubility | In water, 1.69 × 10⁺³ mg/L at 30 °Cexp.Measured value |
| Vapour pressure | 3.6 × 10⁻³ mm Hg at 25 °Cexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 153.14 g/molcalc.Computed value |
|---|---|
| Exact mass | 153.0426 Dacalc.Computed value |
| LogP (octanol/water) | 1.6calc.Computed value |
| Topological polar surface area | 52.37 Ųcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 2calc.Computed value |
| Heavy atoms | 11calc.Computed value |
| Rings | 1calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.14calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
- H350May cause cancer.
Precautionary statements (9)
- P203Obtain, read and follow all safety instructions before use.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P318If exposed or concerned, get medical advice.
- P330Rinse mouth.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
- UN number
- UN 2730
- Transport hazard class
- 6.1
- Packing group
- III
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aid2-Nitroanisole suppliers
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- India ManufacturerUnclaimed profile2-NitroanisoleGrade, purity and minimum order on requestPrice on request
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- China, Bengbu ManufacturerUnclaimed profileo-nitroanisoleGrade, purity and minimum order on requestPrice on request
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9 suppliers in 3 countries
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2-Nitroanisole price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
O-Isomer as dye intermediate, in organic syntheses.
Chemical intermediate for dye intermediates, eg, o-anisidine.
2-Nitroanisole is used primarily as a precursor to o-anisidine, which is prepared by direct nitro-reduction. o-Anisidine is used extensively in the synthesis of azo dyes either directly after being converted to a diazonium salt or as a precursor for the preparation of dianisidine, which is diazotized and coupled. Directly or indirectly, o-anisidine is used in the manufacture of over 100 azo dyes.
2-Nitroanisole has also been used as an intermediate for various pharmaceuticals.
Roles
- aetiopathogenetic role
- carcinogenic agent
Pharmacology
2-Nitroanisole is a synthetic, colorless or slightly yellow liquid that is insoluble in water and soluble in most organic solvents. It is used primarily as a precursor to o-anisidine, which is used extensively in the synthesis of azo dyes. 2-Nitroanisole is also used as an intermediate for the preparation of pharmaceuticals products. The primary routes of potential human exposure to 2-nitroanisole are dermal contact, ingestion and inhalation. It is reasonably anticipated to be a human carcinogen. (NCI05)
How it is made
From o-nitrophenol by methylation or from o-nitrochlorobenzene by action of methanol and caustic soda
2-Nitroanisole is prepared by slowly adding methanolic sodium hydroxide to a solution of 2-chloronitrobenzene in methanol at 70 °C and then, to complete the reaction, by gradually heating the mixture under pressure to 95 °C. After dilution with water, the product is separated as an oil, at a 90% yield, methanol can be recovered from the aqueous layer.
Regulatory status
Inventories, regulations and trade controls that list this substance
Europe
- EU harmonised classification (CLP Annex VI)Index no: 609-047-00-7
Health and food
- EU Cosmetics Regulation Annex II, prohibited in cosmeticsName: 2-Nitroanisole, Ref no: 685, Annex ref: II/685
United States
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code 2-Nitroanisole is traded under.
Aromatic ethers and their halogenated, sulphonated, nitrated or nitrosated derivatives
- United States14.3%
- China11.8%
- India * partner reported8.3%
* Partner reported figures, a lower bound.
The HS code shown for 2-Nitroanisole is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Related chemicals
Parent and salt forms, stereoisomers, similar structures and isomers
Stereoisomers and isotopic forms
Same connectivity, different stereochemistry or isotopes (same InChIKey skeleton)
Similar structures
Nearest neighbours by Morgan fingerprint Tanimoto similarity
Same formula isomers
Different compounds that share this molecular formula
Frequently asked questions
Quick answers about 2-Nitroanisole, based on the data on this page
What is 2-Nitroanisole?
What is the CAS number of 2-Nitroanisole?
What is the molecular formula and weight of 2-Nitroanisole?
What is 2-Nitroanisole used for?
Is 2-Nitroanisole hazardous?
What is the HS code of 2-Nitroanisole?
Where can I buy 2-Nitroanisole?
Where can I buy 2-Nitroanisole in India?
What is the price of 2-Nitroanisole?
Guides for buyers
Practical guides that help when you source, ship or handle 2-Nitroanisole
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, Trade and logisticsShipping dangerous goods: UN numbers, classes and packing groupsHow the UN dangerous goods system works for chemicals, from the nine classes and UN numbers to packing groups, UN packaging marks, labels, documents and segregation.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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