4-Nitroanisole
Basic information
- CAS
100-17-4- Standard SMILES
COc1ccc([N+](=O)[O-])cc1- InChIKey
BNUHAJGCKIQFGE-UHFFFAOYSA-N- Molecular formula
- C7H7NO3
- Average molar mass
- 153.14 g/mol
- Monoisotopic mass
- 153.04259308
Overview
Para-Nitroanisole can cause cancer according to California Labor Code.
Names & identifiers
- Preferred name
- 4-Nitroanisole
- IUPAC
- 1-methoxy-4-nitrobenzene
- English name
- 4-Nitroanisole
- Molecular formula
- C7H7NO3
- Molecular weight
- 153.14
Names & synonyms
4-Nitroanisole1-Methoxy-4-nitrobenzene100-17-4P-NITROANISOLE4-MethoxynitrobenzeneBenzene, 1-methoxy-4-nitro-p-MethoxynitrobenzeneAnisole, p-nitro-4-Nitrophenyl methyl ether4-Methoxy-1-nitrobenzene4-Nitro-1-methoxybenzeneMethyl 4-nitrophenyl ether
Show more names
Nitroanisole4-Nitroanisolp-NitroanisolPARA-NITROANISOLE4-Nitroanisole,98%p-nitro-anisol
p-NitromethoxybenzeneMethyl p-nitrophenyl etherG989Z7WOLHDTXSID9059208NSC-55074-NITROMETHOXYBENZENECHEBI:1911P-NITROBENZENE METHYL ETHER
Database identifiers
- CAS
100-17-4- PubChem CID
- 7485
- DTXSID
DTXSID9059208- ChEMBL
CHEMBL57537- ChEBI
CHEBI:1911- UNII
- G989Z7WOLH
- EC Number
- 202-825-3
- Nikkaji
- J4.003G
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 55.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 135
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP2.05
Vapor Pressure0.01 [mmHg]
Physical DescriptionSolid; [Merck Index] Beige crystalline solid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 51 · 51-53 °C
- Boiling point
- 260 °C · 260 °C
- Density
- 1.233 g/mL · 1.233 g/mL at 25 °C(lit.)
- refractive index
- 1.503 · 1.5030 (estimate)
- Flash point
- 130 °C · 130 °C
- form
- Crystals
- Specific Gravity
- 1.233 · 1.233
- color
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 25% (3 of 12) of reports.
Warning
H341 (66.7%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]
P203, P273, P280, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 12 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Hazard information
Regulatory Information
Chemical: Benzene, 1-methoxy-4-nitro-
Hazard Traits - Carcinogenicity
Other Safety InformationEvaluation - Benzene, 1-methoxy-4-nitro-
Hazards Summary
Causes fatty liver degeneration in oral lethal-dose studies of mice; [RTECS] A strong oxidizing agent; May cause skin, eye, and mucous membrane irritation; [CAMEO] May cause irritation; May induce methemoglobinemia; [Sigma-Aldrich MSDS] See o-Nitroanisole.
DOT Hazard Classification
Nitroanisole, liquid
UN2730
Div 6.1 Poisonous materials (49 eCFR § 173.132)
PG III: the degree of danger presented by the material is minor
Hazard Classes and Categories
Muta. 2 (66.7%)
Self-reactive substances and mixtures - Type G
Carcinogenicity - Category 1B
Carcinogenicity - Category 1B
Toxicology
Chemistry & industry
Pharmacology
Metabolism/Metabolites4-nitroanisole has known human metabolites that include 4-Nitrophenol.
Uses & manufacturing
UsesUsed as a dye intermediate and for organic synthesis; [ChemIDplus]
General Manufacturing InformationBenzene, 1-methoxy-4-nitro-: ACTIVE
Applications
Useso-Isomer as dye intermediate; in organic syntheses.
Uses4-Nitroanisole is an intermediate in the manufacture of azo dyes. A toxic organic pollutant and a risk factor for urinary bladder cancer in humans.
General DescriptionA 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.
Preparation methods
PreparationProduced from p-nitrochlorobenzene by methoxylation.
Upstream & downstream products
Upstream raw materials
Related reactions
17 records
Compound notes
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