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129-79-3

Basic Information
CAS No.: 129-79-3
Name: 2,4,7-TRINITRO-9-FLUORENONE
Article Data: 19
Molecular Structure:
Molecular Structure of 129-79-3 (2,4,7-TRINITRO-9-FLUORENONE)
Formula: C13H5 N3 O7
Molecular Weight: 315.199
Synonyms: Fluoren-9-one,2,4,7-trinitro- (6CI,7CI,8CI); 2,4,7-Trinitro-9H-fluoren-9-one;2,4,7-Trinitrofluoren-9-one; 2,4,7-Trinitrofluorenone; 2,4,7-Trinitrofluorone;9-Oxo-2,4,7-trinitrofluorene; NSC 12367; TNF; TNF (ketone)
EINECS: 204-965-0
Density: 1.747 g/cm3
Melting Point: 176-178°C
Boiling Point: 561.7 °C at 760 mmHg
Flash Point: 292.3 °C
Hazard Symbols: Suspected carcinogen. Mildly toxic by ingestion. A skin and eye irritant.
Risk Codes: 23/24/25-33
Safety: Suspected carcinogen with experimental tumorigenic data. Mildly toxic by ingestion. Human mutation data reported. A skin and eye irritant. When heated to decomposition it emits highly toxic fumes of NOx. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS and KETONES.

Analytical Methods:

   

For occupational chemical analysis use NIOSH: see 2,4,7-TRINITROFLUOREN-9-ONE.

Transport Information: 387
PSA: 154.53000
LogP: 4.19220
Synthetic route
486-25-9

9-fluorenone

129-79-3

2,4,7-trinitrofluorene-9-one

Conditions
ConditionsYield
With sulfuric acid; nitric acid In water for 2h; Reflux; regioselective reaction;94%
With sulfuric acid; nitric acid at 70℃;93%
With sulfuric acid; nitric acid In water for 2h; Reflux;82%
34263-36-0

2,4,7-trinitrofluorene

129-79-3

2,4,7-trinitrofluorene-9-one

Conditions
ConditionsYield
With sodium dichromate; acetic acid In water at 95℃; for 2h;79%
47430-58-0

2,4,7-tri-nitro-9,10-phenanthrenequinone

129-79-3

2,4,7-trinitrofluorene-9-one

Conditions
ConditionsYield
With copper(l) chloride In N,N-dimethyl-formamide at 100℃; for 5h; Reagent/catalyst;76%
1172-02-7

9-dicyanomethylene-2,4,7-trinitrofluorene

74959-64-1

2-(4-methoxybenzylidene)-N-phenylhydrazinecarbothioamide

A

1093399-53-1

4-amino-1-(4-methoxybenzoyl)-2,7-dinitro-4'-phenylspiro(fluoren-9,3'-[1,2,4]triazolidine)-5'-thione

B

129-79-3

2,4,7-trinitrofluorene-9-one

C

84409-01-8

4-amino-2,7-dinitro-9-fluorenone

D

74959-57-2

phenyl-(5-(4-methoxyphenyl)-3H-[1,3,4]thiadiazol-2-ylidene)amine

Conditions
ConditionsYield
With pyridine at 100℃; for 5h; Further byproducts.;A 56%
B n/a
C n/a
D 7%
1172-02-7

9-dicyanomethylene-2,4,7-trinitrofluorene

13431-41-9

4-benzylthiosemicarbazide

A

(4-benzylthiosemicarbazono)propanedinitrile

B

4-amino-4'-benzyl-2,7-dinitro-4',5'-dihydrospiro[fluoren-9,3'-(1,2,4-triazole)]-5'-thione

C

129-79-3

2,4,7-trinitrofluorene-9-one

D

84409-01-8

4-amino-2,7-dinitro-9-fluorenone

Conditions
ConditionsYield
In pyridine for 3h; Heating; Further byproducts given;A 23%
B 23%
C n/a
D n/a
72391-95-8

4-nitro-9-fluorenone

129-79-3

2,4,7-trinitrofluorene-9-one

Conditions
ConditionsYield
With nitric acid at 100℃;
2.5-dinitro-fluorenone-(9)

2.5-dinitro-fluorenone-(9)

129-79-3

2,4,7-trinitrofluorene-9-one

Conditions
ConditionsYield
With nitric acid
2.7-dinitro-fluorenone-(9)

2.7-dinitro-fluorenone-(9)

129-79-3

2,4,7-trinitrofluorene-9-one

Conditions
ConditionsYield
With nitric acid
486-25-9

9-fluorenone

7664-93-9

sulfuric acid

7697-37-2

nitric acid

129-79-3

2,4,7-trinitrofluorene-9-one

72391-95-8

4-nitro-9-fluorenone

7697-37-2

nitric acid

129-79-3

2,4,7-trinitrofluorene-9-one

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Chemistry

Molecular Structure of Trinitrofluorenone (CAS NO.129-79-3):

EINECS: 204-965-0
IUPAC Name: 2,4,7-Trinitrofluoren-9-one 
Molecular Formula: C13H5N3O7
Molecular Weight: 315.194700 g/mol
XLogP3: 2.4
H-Bond Donor: 0
H-Bond Acceptor: 7
Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])C(=O)C3=CC(=CC(=C23)[N+](=O)[O-])[N+](=O)[O-]
InChI: InChI=1S/C13H5N3O7/c17-13-9-3-6(14(18)19)1-2-8(9)12-10(13)4-7(15(20)21)5-11(12)16(22)23/h1-5H
InChIKey: VHQGURIJMFPBKS-UHFFFAOYSA-N
Index of Refraction: 1.751
Molar Refractivity: 73.56 cm3
Molar Volume: 180.3 cm3
Surface Tension: 93.4 dyne/cm
Density: 1.747 g/cm3
Flash Point: 292.3 °C
Enthalpy of Vaporization: 84.47 kJ/mol
Boiling Point: 561.7 °C at 760 mmHg
Vapour Pressure: 1.2E-12 mmHg at 25 °C
Melting Point: 176-178°C
Water Solubility: 2.712 mg/L at 25 °C

Toxicity Data With Reference

1.    

skn-rbt 500 mg/24H MLD

    EPASR*    United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401M St., S.W., Washington, DC 20460) History Unknown 8EHQ-0480-0339 .
2.    

eye-rbt 100 mg MLD

    EPASR*    United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401M St., S.W., Washington, DC 20460) History Unknown 8EHQ-0480-0339 .
3.    

mma-sat 10 µL/plate

    EPASR*    United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401M St., S.W., Washington, DC 20460) History Unknown 8EHQ-0280-0333 .
4.    

sce-hmn:lym 3 mg/L

    MUREAV    Mutation Research. 138 (1984),181.
5.    

orl-rat LD50:9910 mg/kg

    PESTC*    Pesticide and Toxic Chemical News. 8 (1980),4.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Safety Information of Trinitrofluorenone (CAS NO.129-79-3):
Risk Statements: 23/24/25-33
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed
R33:Danger of cumulative effects
Safety Statements: 9-16-36/37/39
S9:Keep container in a well-ventilated place
S16:Keep away from sources of ignition
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection
RIDADR: 387
HazardClass: 1.1D
PackingGroup: II
Suspected carcinogen with experimental tumorigenic data. Mildly toxic by ingestion. Human mutation data reported. A skin and eye irritant. When heated to decomposition it emits highly toxic fumes of NOx. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS and KETONES.

Standards and Recommendations

DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans

Analytical Methods

For occupational chemical analysis use NIOSH: see 2,4,7-TRINITROFLUOREN-9-ONE.

Specification

  Trinitrofluorenone is pale yellow needles or yellow powder with CAS Registry Number of 129-79-3. It is also called for 2,4,7-Trinitro-9H-fluoren-9-one ; 2,4,7-Trinitrofluorenone ; 2,4,7-Trinitrofluoren-9-one ; 2,4,7-Trinitrofluorenone ; 2,4,7-Trinitrofluorone ; 9H-Fluoren-9-one, 2,4,7-trinitro- ; AI3-17164 ; CCRIS 1298 ; Fluoren-9-one, 2,4,7-trinitro- ; HSDB 5408 ; NSC 12367 ; TNF ; TNF (ketone) ; 9H-Fluoren-9-one, 2,4,7-trinitro- . Trinitrofluorenone is often used as a chemical reagent.