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53-94-1

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Basic Information
CAS No.: 53-94-1
Name: N-Hydroxy-2-aminofluorene
Article Data: 8
Molecular Structure:
Molecular Structure of 53-94-1 (N-Hydroxy-2-aminofluorene)
Formula: C13H11 N O
Molecular Weight: 197.236
Synonyms: Hydroxylamine,N-fluoren-2-yl- (7CI,8CI); 2-(Hydroxyamino)fluorene;N-2-Fluorenylhydroxylamine; N-Hydroxy-2-aminofluorene; N-Hydroxy-2-fluorenamine
Density: 1.325g/cm3
Melting Point: 180°C (rough estimate)
Boiling Point: 397.2°Cat760mmHg
Flash Point: 185.8°C
Safety: Questionable carcinogen with experimental carcinogenic and neoplastigenic data. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
PSA: 32.26000
LogP: 3.13190
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Conditions
ConditionsYield
With ammonium chloride; D,L-histidine; zinc at 20 - 30℃; for 0.75h; pH=7.4 - 7.5;91%
With hydrazine hydrate In ethanol; 1,2-dichloro-ethane for 1h;66%
With hydrazine hydrate; palladium on activated charcoal In tetrahydrofuran at 0℃; for 1h;
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benzaldehyde

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Conditions
ConditionsYield
In ethanol at 0 - 15℃;95%
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N-(9H-fluoren-2-yl)hydroxylamine

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acetyl chloride

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N-Hydroxy-2-acetylaminofluoren

Conditions
ConditionsYield
With sodium hydrogencarbonate In diethyl ether at 20℃; for 1h;78%
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With sodium hydrogencarbonate In diethyl ether at 0℃;
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Acetyl cyanide

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N-(9H-fluoren-2-yl)hydroxylamine

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Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at -40℃; for 2h; all steps at -40 deg C (at least);60%
53-94-1

N-(9H-fluoren-2-yl)hydroxylamine

benzyl N-[(3S,6S)-2-(9H-fluoren-2-yl)-6-methyl-3,6-dihydro-2H-1,2-oxazin-3-yl]carbamate

Conditions
ConditionsYield
Stage #1: N-(9H-fluoren-2-yl)hydroxylamine With 3-chloro-benzenecarboperoxoic acid In toluene at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: With (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In toluene at -65℃; for 0.0833333h; Inert atmosphere;
Stage #3: With benzyl ((1E,3E)-penta-1,3-dien-1-yl)carbamate In toluene at -65℃; for 72h; Diels-Alder Cycloaddition; Inert atmosphere; stereoselective reaction;		59%
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n-Butyl nitrite

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N-(9H-fluoren-2-yl)hydroxylamine

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Methoxyacetyl chloride

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N-(9H-fluoren-2-yl)hydroxylamine

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Conditions
ConditionsYield
With sodium hydrogencarbonate In diethyl ether Ambient temperature; Yield given;
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nitrourea

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N-(9H-fluoren-2-yl)hydroxylamine

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Conditions
ConditionsYield
In water for 3h; Heating; Yield given;
53-94-1

N-(9H-fluoren-2-yl)hydroxylamine

2,2'-azoxyfluorene

Conditions
ConditionsYield
With 4-nitrophenol acetate In ethanol-d6 at 22℃; for 48h;
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N-(9H-fluoren-2-yl)hydroxylamine

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propionyl chloride

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Conditions
ConditionsYield
With sodium hydrogencarbonate In diethyl ether Ambient temperature; Yield given;
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Chemistry

Empirical Formula of N-Hydroxy-2-aminofluorene (CAS NO.53-94-1): C13H11NO
Molecular Weight: 197.2325 
Index of Refraction: 1.744
Density: 1.325 g/cm3
Flash Point: 185.8 °C
Enthalpy of Vaporization: 68.29 kJ/mol
Boiling Point: 397.2 °C at 760 mmHg
Vapour Pressure: 5.07E-07 mmHg at 25 °C
Structure of N-Hydroxy-2-aminofluorene (CAS NO.53-94-1):
                         
IUPAC Name: N-(9H-Fluoren-2-yl)hydroxylamine
Canonical SMILES: C1C2=CC=CC=C2C3=C1C=C(C=C3)NO
InChI: InChI=1S/C13H11NO/c15-14-11-5-6-13-10(8-11)7-9-3-1-2-4-12(9)13/h1-6,8,14-15H,7H2
InChIKey: JJCLXJPUTJMRTM-UHFFFAOYSA-N

Toxicity Data With Reference

1.    

mmo-sat 50 ng/plate

     CBINA8    Chemico-Biological Interactions. 54 (1985),71.
2.    

dns-hmn:oth 100 nmol/L

     JJIND8    JNCI, Journal of the National Cancer Institute. 72 (1984),847.
3.    

dnd-mus:lvr 5 µmol/L

     CRNGDP    Carcinogenesis. 5 (1984),797.
4.    

ipr-gpg TDLo:1600 mg/kg/17W-I:CAR

     CNREA8    Cancer Research. 24 (1964),2018.

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

Questionable carcinogen with experimental carcinogenic and neoplastigenic data. Human mutation data reported. When heated to decomposition N-Hydroxy-2-aminofluorene (CAS NO.53-94-1) emits toxic fumes of NOx.

Specification

 N-Hydroxy-2-aminofluorene , its cas register number is 53-94-1. It also can be called 9H-Fluoren-2-amine, N-hydroxy- ; N-Hydroxy-2-fluorenamine ; N-2-Fluorenylhydroxylamine ; and Hydroxylamine, N-fluoren-2-yl- .