Basic information
- 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
- Green to brown
- Water Solubility
- 0.468 g/L · 0.468 g/L (20 ºC)
- Merck
- 14 · 14,6584
- BRN
- 1865361 · 1865361
- Henry's Law Constant
- 5 · 5.0×100 mol/(m3Pa) at 25℃, Ebert et al. (2023)
- Dielectric constant
- 24 · 24.0(20℃)
- Stability
- Stable. Incompatible with strong oxidizing agents, strong bases.
- InChI
- 1S/C7H7NO3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3
- InChIKey
- BNUHAJGCKIQFGE-UHFFFAOYSA-N
- SMILES
- COc1ccc(cc1)[N+]([O-])=O
- CAS DataBase Reference
- 100 · 100-17-4(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 989 Z7WOLH · G989Z7WOLH
- Proposition 65 List
- Para-Nitroanisole
- NIST Chemistry Reference
- 1 · Benzene, 1-methoxy-4-nitro-(100-17-4)
- IARC
- 2 B · 2B (Vol. 123) 2020
- EPA Substance Registry System
- p-Nitroanisole (100-17-4)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Warning
- Hazard statements
- 351 · H351-H412
- Precautionary statements
- 202 · P202-P273-P280-P308+P313-P405-P501
- PPE
- Eyeshields, Gloves
- Hazard Codes
- Xn
- Risk Statements
- 52 · 52/53-68
- Safety Statements
- 61 · 61-36/37
- RIDADR
- 2730 · UN 2730 6.1/PG III (NITROANISOLES, LIQUID)
- WGK Germany
- 1 · 1
- RTECS
- 8800000 · BZ8800000
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29093090 · 29093090
- Storage Class
- 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- 3 Carc · Aquatic Chronic 3Carc. 2
Safety & regulation
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
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Carcinogen Classification
para-Nitroanisole
Group 2B: Possibly carcinogenic to humans
Volume 123: (2020) Some Nitrobenzenes and Other Industrial Chemicals
2020 online
2018
Safety data
- PPE
- Eyeshields, Gloves
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- BZ8800000
- ridadr
- UN 3458 6.1/PG III (NITROANISOLES, SOLID)
- hs_code
- 29093090
- risk_code
- 52/53-68
- Signal word
- Warning
- Symbol(GHS)
- GHS08
- hazard_code
- Xn
- safety_code
- 61-36/37
- hazard_class
- 6.1
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- Hazard statements
- H351-H412
- Hazard Classifications
- Aquatic Chronic 3Carc. 2
- Precautionary statements
- P202-P273-P280-P308+P313-P405-P501
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
Downstream products
Suppliers13 total
江苏艾康生物医药研发有限公司025-5885952 15955137747 · [email protected]
广东大小化工有限公司1866-171603 18666171603 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
北京京土恒盛化工科技有限公司00-13911456598 13911456598 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
成都华纯科技有限公司400-1166-196 15982826727 · [email protected]
上海易恩化学技术有限公司400-400-1332688 18019345275 · [email protected]
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
上海先臣化工有限公司+86-021-64606569 +86-18049800532 · [email protected]
上海宝杨宝欣生物科技有限公司021-56698539 19921169802 · [email protected]
Additional notes
DefinitionChEBI: 4-nitroanisole is 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.
Related reactions
17 records
Linked notes
Loading…