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Benzenamine,4-ethoxy-2-nitro-

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Name

Benzenamine,4-ethoxy-2-nitro-

EINECS 210-497-8
CAS No. 616-86-4 Density 1.264 g/cm3
PSA 81.07000 LogP 2.68010
Solubility N/A Melting Point 111-113 °C(lit.)
Formula C8H10N2O3 Boiling Point 346.2 °C at 760 mmHg
Molecular Weight 182.179 Flash Point 163.2 °C
Transport Information N/A Appearance red to rust-brown crystals or crystalline powder
Safety 26-37/39 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 616-86-4 (4-ETHOXY-2-NITROANILINE) Hazard Symbols HarmfulXn
Synonyms

p-Phenetidine,2-nitro- (7CI,8CI);(4-Ethoxy-2-nitrophenyl)amine;2-Nitro-p-phenetidine;4-Amino-3-nitrophenetole;4-Ethoxy-2-nitroaniline;4-Ethoxy-2-nitrobenzenamine;NSC 1320;NSC 58160;

Article Data 30

Benzenamine,4-ethoxy-2-nitro- Synthetic route

885-81-4

N-(4-ethoxy-2-nitrophenyl)acetamide

616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With methanol; sodium hydride In tetrahydrofuran at 20℃; for 6h;83%
With hydrogenchloride
With sulfuric acid
156-43-4

4-Ethoxyaniline

616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
Stage #1: 4-Ethoxyaniline With acetic anhydride; triethylamine In dichloromethane at 0 - 20℃;
Stage #2: With nitric acid In dichloromethane at 0 - 20℃;
Stage #3: With sodium hydride In tetrahydrofuran; methanol; mineral oil at 20℃;
83%
Multi-step reaction with 2 steps
1: diethyl ether; potassium ethoxide
View Scheme
610-81-1

4-hydroxy-2-nitroaniline

75-03-6

ethyl iodide

616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With lithium hydroxide monohydrate In ethanol at 60℃;75%
With potassium carbonate In hexane; ethyl acetate; acetonitrile50.8%

N-nitro-p-phenetidine

616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With sodium hydroxide
With sulfuric acid
380195-34-6

chloro-acetic acid-(4-ethoxy-2-nitro-anilide)

616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With potassium hydroxide
329063-81-2

lactic acid-(4-ethoxy-2-nitro-anilide)

616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With potassium hydroxide
108142-81-0

methanesulfonic acid-(4-ethoxy-2-nitro-anilide)

616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With sulfuric acid
901285-90-3

ethanesulfonic acid-(4-ethoxy-2-nitro-anilide)

616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With sulfuric acid
861560-26-1

2-nitro-toluene-4-sulfonic acid-(4-ethoxy-2-nitro-anilide)

616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With sulfuric acid at 60 - 70℃;
64-17-5

ethanol

885-81-4

N-(4-ethoxy-2-nitrophenyl)acetamide

7697-37-2

nitric acid

616-86-4

2-nitro-4-ethoxyaniline

Benzenamine,4-ethoxy-2-nitro- Specification

The Benzenamine,4-ethoxy-2-nitro-, with CAS registry number 616-86-4, belongs to the following product category: Intermediates of Dyes and Pigments. It has the systematic name of 4-ethoxy-2-nitroaniline. This chemical is a kind of red to rust-brown crystals or crystalline powder. What's more, its EINECS is 210-497-8.

Physical properties of Benzenamine,4-ethoxy-2-nitro-: (1)ACD/LogP: 2.47; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.47; (4)ACD/LogD (pH 7.4): 2.47; (5)ACD/BCF (pH 5.5): 44.65; (6)ACD/BCF (pH 7.4): 44.65; (7)ACD/KOC (pH 5.5): 527.88; (8)ACD/KOC (pH 7.4): 527.89; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 58.29 Å2; (13)Index of Refraction: 1.585; (14)Molar Refractivity: 48.34 cm3; (15)Molar Volume: 144 cm3; (16)Polarizability: 19.16×10-24cm3; (17)Surface Tension: 51 dyne/cm; (18)Density: 1.264 g/cm3; (19)Flash Point: 163.2 °C; (20)Enthalpy of Vaporization: 59.04 kJ/mol; (21)Boiling Point: 346.2 °C at 760 mmHg; (22)Vapour Pressure: 5.83E-05 mmHg at 25°C.

Uses of Benzenamine,4-ethoxy-2-nitro-: it can be used to produce 5-ethoxy-2-ethylbenzimidazole. This reaction will need reagent TiO2. The reaction time is 4 hour(s). The yield is about 96%.

When you are using this chemical, please be cautious about it as the following:
The Benzenamine,4-ethoxy-2-nitro- irritates to eyes, respiratory system and skin. And this chemical is harmful by inhalation, in contact with skin and if swallowed. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: [O-][N+](=O)c1c(ccc(OCC)c1)N
(2)InChI: InChI=1/C8H10N2O3/c1-2-13-6-3-4-7(9)8(5-6)10(11)12/h3-5H,2,9H2,1H3
(3)InChIKey: ISFYBUAVOZFROB-UHFFFAOYAU
(4)Std. InChI: InChI=1S/C8H10N2O3/c1-2-13-6-3-4-7(9)8(5-6)10(11)12/h3-5H,2,9H2,1H3
(5)Std. InChIKey: ISFYBUAVOZFROB-UHFFFAOYSA-N

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