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Basic Information
CAS No.: 7385-67-3
Name: NILE RED
Molecular Structure:
Molecular Structure of 7385-67-3 (NILE RED)
Formula: C20H18 N2 O2
Molecular Weight: 318.375
Synonyms: 9-(Diethylamino)-5H-benzo[a]phenoxazin-5-one;A 84655; Nile Blue A oxazone; Nile red; Phenoxazone 9
EINECS: 230-966-0
Density: 1.23g/cm3
Melting Point: 203-205 °C(lit.)
Boiling Point: 484.7°C at 760 mmHg
Flash Point: 246.9°C
Solubility: Toxicity data
(The meaning of any abbre">

Stability

    Stable. Incompatible with strong oxidizing agents.

Toxicology

    Not hazardous according to Directive 67/548/EEC.

    Toxicity data
    (The meaning of any abbre

Appearance: solid
Safety: 279110
PSA: 46.34000
LogP: 4.29220
Synthetic route
90-15-3

α-naphthol

25953-06-4

4-nitroso-3-hydroxy-N,N-diethylaniline hydrochloride

7385-67-3

Nile Red

Conditions
ConditionsYield
In toluene at 120℃; for 12h; Inert atmosphere;79.1%
In N,N-dimethyl-formamide at 150℃; for 4h; Inert atmosphere;21%

2-O-(2,4-dinitrobenzenesulfonyl)-9-(diethylamino)-5H-benzo[a]phenoxazin-5-one

7385-67-3

Nile Red

Conditions
ConditionsYield
With L-Cysteine In dimethyl sulfoxide at 20℃; for 0.166667h; pH=7.4; Reagent/catalyst;
132-86-5

1,3-dihydroxynaphthalene

120-22-9

N,N-diethyl-4-nitrosoaniline

7385-67-3

Nile Red

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃; for 16h;80%
90-15-3

α-naphthol

91-68-9

3-diethylaminophenol

7385-67-3

Nile Red

Conditions
ConditionsYield
Stage #1: 3-diethylaminophenol With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 4h;
Stage #2: α-naphthol In N,N-dimethyl-formamide at 70℃; for 8h;
505 mg
Stage #1: 3-diethylaminophenol With hydrogenchloride; sodium nitrite In ethanol; water at 0 - 5℃; for 4h;
Stage #2: α-naphthol In ethanol; water; N,N-dimethyl-formamide at 80℃; for 4h;
91-68-9

3-diethylaminophenol

7385-67-3

Nile Red

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium nitrite; hydrogenchloride / 4 h / 0 °C
2: toluene / 12 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: sodium nitrite; hydrogenchloride / water / 1.5 h / 0 °C
2: N,N-dimethyl-formamide / 4 h / 150 °C / Inert atmosphere
View Scheme
90-15-3

α-naphthol

72375-53-2

2-(4-nitrophenyl)azo-5-diethylaminophenol

7385-67-3

Nile Red

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 150℃;15%
25953-06-4

4-nitroso-3-hydroxy-N,N-diethylaniline hydrochloride

135-19-3

β-naphthol

7385-67-3

Nile Red

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 4h; Reflux;24%

2-O-(2,4-dinitrobenzenesulfonyl)-9-(diethylamino)-5H-benzo[a]phenoxazin-5-one

A

3165-76-2

S-(2,4-Dinitrophenyl)-cystein

B

7385-67-3

Nile Red

Conditions
ConditionsYield
With L-Cysteine
2-amino-7-diethylamino-3.4-benzo-phenoxazinylium sulfate

2-amino-7-diethylamino-3.4-benzo-phenoxazinylium sulfate

7385-67-3

Nile Red

Conditions
ConditionsYield
With sulfuric acid; xylene
7-diethylamino-2-benzylamino-3.4-benzo-phenoxazinylium chloride

7-diethylamino-2-benzylamino-3.4-benzo-phenoxazinylium chloride

7385-67-3

Nile Red

Conditions
ConditionsYield
With hydrogenchloride; xylene
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    NILE RED

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Chemistry

Molecular Structure:

Molecular Formula: C20H18N2O2
Molecular Weight: 318.3691
IUPAC Name: 9-(Diethylamino)benzo[a]phenoxazin-5-one
Synonyms of Nile red (CAS NO.7385-67-3): 9-(Diethylamino)-5H-benzo(a)phenoxazin-5-one ; EINECS 230-966-0 ; 5H-Benzo(a)phenoxazin-5-one, 9-(diethylamino)- ; 9-(Diethylamino)benzo(a)phenoxazin-5(5H)-one
CAS NO: 7385-67-3
Classification Code: Coloring Agents ; Fluorescent dyes ; Indicators and Reagents ; Luminescent Agents
Melting point: 203-205 °C 
Index of Refraction: 1.643
Molar Refractivity: 93.4 cm3
Molar Volume: 257.9 cm3
Surface Tension: 45.7 dyne/cm
Density: 1.23 g/cm3
Flash Point: 246.9 °C
Enthalpy of Vaporization: 75.01 kJ/mol
Boiling Point: 484.7 °C at 760 mmHg
Vapour Pressure of Nile red (CAS NO.7385-67-3): 1.5E-09 mmHg at 25°C

Safety Profile

Safety Statements of Nile red (CAS NO.7385-67-3): 24/25 
S24/25: Avoid contact with skin and eyes.
WGK Germany: 3
F: 8-10