Basic information
- CAS
602-60-8- Standard SMILES
O=[N+]([O-])c1c2ccccc2cc2ccccc12- InChIKey
LSIKFJXEYJIZNB-UHFFFAOYSA-N- Molecular formula
- C14H9NO2
- Average molar mass
- 223.23 g/mol
- Monoisotopic mass
- 223.06332853
Names & identifiers
- Preferred name
- 9-Nitroanthracene
- IUPAC
- 9-nitroanthracene
- English name
- 9-Nitroanthracene
- Molecular formula
- C14H9NO2
- Molecular weight
- 223.23
Names & synonyms
Show more names
Database identifiers
- CAS
602-60-8- PubChem CID
- 11767
- DTXSID
DTXSID5025730- ChEMBL
CHEMBL166112- ChEBI
CHEBI:82501- UNII
- JZ1TB3N57P
- EC Number
- 210-021-9
- Nikkaji
- J2.731F
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 45.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 277
Experimental & physicochemical properties
Physical Description
9-nitroanthracene is a yellow solid. (NTP, 1992)
Yellow solid; [CAMEO]
Kovats Retention Index
2046;357.42;365.7
2122.5;356.5;357.42;356.59;356.62;356.69;356.95;357.11;357.42
Physicochemical properties
- Melting point
- 141 · 141-144 °C(lit.)
- Boiling point
- 275 °C · 275°C 17mm
- Density
- 1.1814 · 1.1814 (rough estimate)
- refractive index
- 1.47 · 1.4700 (estimate)
- Flash point
- 275 °C/17mm · 275°C/17mm
- storage temp.
- 2 · Sealed in dry,2-8°C
- form
- powder
- color
- Light yellow to Brown
- λmax
- 430 nm · 430nm(Diethyl ether)(lit.)
- BRN
- 1877509 · 1877509
- Henry's Law Constant
- 1.6 · 1.6×101 mol/(m3Pa) at 25℃, Parnis et al. (2015)
- InChI
- 1S/C14H9NO2/c16-15(17)14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9H
- InChIKey
- LSIKFJXEYJIZNB-UHFFFAOYSA-N
- SMILES
- [O-][N+](=O)c1c2ccccc2cc3ccccc13
- CAS DataBase Reference
- 602 · 602-60-8(CAS DataBase Reference)
- FDA UNII
- 1 TB3N57P · JZ1TB3N57P
- IARC
- 3 · 3 (Vol. 33, Sup 7) 1987
- EPA Substance Registry System
- 9 · 9-Nitroanthracene (602-60-8)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Safety Statements
- 22 · 22-24/25
- WGK Germany
- 3 · 3
- RTECS
- 715000 · CB0715000
- HS Code
- 2904.2 · 2904.20.4500
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Hazard information
Reactivity Profile
Aromatic nitro compounds, such as 9-NITROANTHRACENE, range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. The aromatic nitro compounds may explode in the presence of a base such as sodium hydroxide or potassium hydroxide even in the presence of water or organic solvents. The explosive tendencies of aromatic nitro compounds are increased by the presence of multiple nitro groups. This compound may be sensitive to prolonged exposure to light. (NTP, 1992)
Safety & protection
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: You should dampen the solid spill material with acetone, then transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the adsorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should protect this material from exposure to light, and store it in a refrigerator. (NTP, 1992)
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Toxicology
Carcinogen Classification
9-Nitroanthracene
Group 3: Not classifiable as to its carcinogenicity to humans
Volume 33: (1984) Polynuclear Aromatic Compounds, Part 2: Carbon Blacks, Mineral Oils and Some Nitroarenes;Volume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0 (out of print)
1987
1987
Safety data
- wgk
- 3
- rtecs
- CB0715000
- hs_code
- 2904.20.4500
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Uses & manufacturing
Uses
Sources include particulates in diesel exhaust, polluted air, and carbon black produced in the past; No commercial production other than for research; [IARC]
Synthetic Polymer MALDI Matrix Compounds
Applications
Uses9-nitroanthracene is a precursor of anthraquinones, which are often used as photosensitizers used in photodynamic therapy (PDT). Anthraquinone is also an important precursor for drugs such as Emodin (E523000), Aloe-emodin (A575400), and Rufgallol. 9-nitroanthracene has potential application in cancer therapy.
General DescriptionYellow solid.
Upstream & downstream products
Downstream products
Suppliers72 total
Additional notes
DefinitionChEBI: 9-Nitroanthracene is a member of anthracenes.
Related reactions
Compound notes
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