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2,4,7-Trinitrofluoren-9-one

HCID 8521
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
129-79-3
Standard SMILES
O=C1c2cc([N+](=O)[O-])ccc2-c2c1cc([N+](=O)[O-])cc2[N+](=O)[O-]
InChIKey
VHQGURIJMFPBKS-UHFFFAOYSA-N
Molecular formula
C13H5N3O7
Average molar mass
315.19 g/mol
Monoisotopic mass
315.01274951

Overview

2,4,7-trinitrofluoren-9-one appears as pale yellow needles (from acetic acid or benzene) or yellow powder. (NTP, 1992)

Names & identifiers

Preferred name
2,4,7-Trinitrofluoren-9-one
IUPAC
2,4,7-trinitrofluoren-9-one
English name
2,4,7-Trinitro-9-fluorenone
Molecular formula
C13H5N3O7
Molecular weight
315.19

Names & synonyms

2,4,7-Trinitrofluoren-9-one2,4,7-TRINITRO-9H-FLUOREN-9-ONE129-79-32,4,7-TrinitrofluorenoneTNF (ketone)2,4,7-Trinitro-9-fluorenone2,4,7-TrinitrofluoroneFluoren-9-one, 2,4,7-trinitro-B2290YT0WBNSC-12367DTXSID1026245RefChem:82196
Show more names
mTNF-αtnf(ketone)TRINITROFLUORENONELABOTEST-BB LT006453702,4,7-Trinirofluorenone2,4,7-Trinitrofluoren-9-one2,4,7-trinitro-fluoren-9-on
DTXCID206245204-965-09H-Fluoren-9-one, 2,4,7-trinitro-TNFCCRIS 1298C13H5N3O7HSDB 5408EINECS 204-965-0

Database identifiers

CAS
129-79-3
PubChem CID
8521
DTXSID
DTXSID1026245
ChEMBL
CHEMBL164435
UNII
B2290YT0WB
EC Number

Properties

Computed structural properties

XLogP
2.4
Topological polar surface area
155 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
7
Rotatable bonds
0
Heavy atoms
23
Formal charge
0
Complexity
563

Experimental & physicochemical properties

PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
SpringerMaterials PropertiesAngular frequency
LogP2.42
Color/FormPALE YELLOW NEEDLES FROM ACETIC ACID OR BENZENE
Solubility · 2 items

less than 1 mg/mL at 64 °F (NTP, 1992)

SLIGHTLY SOL IN WATER; VERY SOL IN ACETONE, BENZENE, CHLOROFORM

Melting Point · 2 items

348 °F (NTP, 1992)

175.2-176 °C

Vapor Pressure1.1e-10 mmHg (NTP, 1992)
Physical Description · 2 items

2,4,7-trinitrofluoren-9-one appears as pale yellow needles (from acetic acid or benzene) or yellow powder. (NTP, 1992)

Pale yellow solid; [Hawley] Yellow powder; [MSDSonline]

Physicochemical properties

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 · 4 items

Danger

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Regulatory InformationThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
DOT LabelExplosive 1.1D
Fire HazardsLiterature sources indicate that this compound is flammable. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include eye and skin irritation.
Hazards SummaryCarcinogenicity in man cannot be assessed conclusively because of insufficient data (Group 3B); [MAK] A skin and eye irritant; [Hawley] A severe eye irritant; [MSDSonline] See 1-Nitropyrene. See Trinitrofluorenone.
Reactive GroupKetones
Special ReportsDHHS/NTP; NTP Technical Rpt on Toxicity Studies of Trinitrofluorenone Admin by Dermal Application and Dosed Feed to F344/N Rats and B6C3F1 Mice NTP Tox 13 (1992)
Reactivity Profile · 1 item

Literature sources indicate that this compound is flammable. (NTP, 1992). Aromatic nitrates range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction.

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used in photocopiers; [Merck Index]

FORMS CHARGE-TRANSFER COMPLEXES WITH AROMATIC HYDROCARBONS & AMINES

Methods of Manufacturing...FROM NITRATION OF FLUORENONE: SCHMIDT, BAUER, BER 38, 3758 (1905); ORCHIN ET AL, J AM CHEM SOC 69, 1225 (1947); BY NITRATION OF 2,5-DINITROFLUORENONE: RAY, FRANCIS, J ORG CHEM 8, 58 (1943).
General Manufacturing Information9H-Fluoren-9-one, 2,4,7-trinitro-: INACTIVE
Applications · 3 items

UsesTumor Necrosis Factor-α from mouse, a potent proinflammatory cytokine has been used:to activate MS1 endothelium cellsto induce lipolysis in adipocytesto study its effect on liganded and unliganded glucocorticoid receptor (GR) in interleukin (IL)-6 and IL-8 gene regulation

UsesTNF-α influences the growth and function of both normal and neoplastic cells. TNF-α causes cytolysis or cytostasis of certain transformed cells being synergistic with γ-interferon in its cytotoxicity.

General DescriptionPale yellow needles (from acetic acid or benzene) or yellow powder.

Related reactions

1 records
New reaction record
HRID 1283716 reaction equation
HRID 1283716As reactantuspto-grants-1976_08

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
New noteNew reactionRequest quotes
204-965-0
Nikkaji
J5.428C
Melting point
176 · 176-178°C
Boiling point
454.77 °C · 454.77°C (rough estimate)
Density
1.5148 · 1.5148 (rough estimate)
refractive index
1.56 · 1.5600 (estimate)
storage temp.
-20 °C · -20°C
form
powder
color
white
biological source
rat
Water Solubility
water: soluble
CAS DataBase Reference
129 · 129-79-3(CAS DataBase Reference)
EWG's Food Scores
1 · 1
NCI Dictionary of Cancer Terms
TNF
FDA UNII
2290 YT0WB · B2290YT0WB
EPA Substance Registry System
2 · 2,4,7-Trinitrofluoren-9-one (129-79-3)
UNSPSC Code
12352203 · 12352203
NACRES
77 · NA.77
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319
Precautionary statements
264 · P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
Risk Statements
23 · 23/24/25-33
Safety Statements
9 · 9-16-36/37/39
RIDADR
387 · UN 0387
WGK Germany
3 · 3
TSCA
TSCA listed
HazardClass
1.1 D · 1.1D
Storage Class
10 · 10 - Combustible liquids
Hazardous Substances Data
129 · 129-79-3(Hazardous Substances Data)
Toxicity
50 oral · LD50 oral in rat: 9910mg/kg
Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesEye Irrit. 2 (100%)

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

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.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and 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 absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Isolation and EvacuationExcerpt from ERG Guide 112 [Explosives - Division 1.1, 1.2, 1.3 or 1.5]:
Personal Protective Equipment (PPE) · 1 item

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

Ongoing Test Status · 1 item

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=129-79-3]

Non-Human Toxicity Excerpts · 3 items

2,4,7-TRINITRO-9-FLUORENONE INDUCED BOTH FRAMESHIFT MUTATIONS & BASE-PAIR SUBSTITUTIONS IN SALMONELLA TYPHIMURIUM STRAINS TA100, TA98, TA1537 & TA1538. COMPARISONS OF MUTAGENIC POTENCY SUGGEST IMPORTANCE OF CARBONYL GROUP SUBSTITUTED AT THE CARBON-9 POSITION OF MUTAGENIC DERIV.

NITRATED DERIVATIVES OF FLUORENE ARE POTENT FRAMESHIFT-TYPE MUTAGENS. REDN OF NITRO FUNCTION IS REQUIRED FOR EXPRESSION OF MUTAGENICITY. HYDROXYLAMINES ARE PRESUMED KEY INTERMEDIATES, WHICH FOLLOWING ESTERIFICATION TO ELECTROPHILS ARE CAPABLE OF FORMING ADDUCTS WITH CELLULAR DNA.

2,4,7-TRINITRO-9H-FLUOREN-9-ONE IS MUTAGENIC IN SALMONELLA TYPHIMURIUM/MICROSOMAL ASSAY WITH & WITHOUT S9 METABOLISM. IT IS PRIMARILY A FRAMESHIFT MUTAGEN. IT IS ALSO MUTAGENIC IN MOUSE LYMPHOMA ASSAY & CHINESE HAMSTER OVARY CELLS.

Toxicity DataLC (mice) > 3,500 mg/m3/6h

Safety data

wgk
3
tsca
TSCA listed
ridadr
UN 0387
Toxicity
LD50 oral in rat: 9910mg/kg
risk_code
23/24/25-33
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
9-16-36/37/39
hazard_class
1.1D
Storage Class
10 - Combustible liquids
Hazard statements
H315-H319
Precautionary statements
P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
Hazardous Substances Data
129-79-3(Hazardous Substances Data)