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Name	1-(2-Chloroethoxy)-4-nitrobenzene	EINECS	425-790-8
CAS No.	3383-72-0	Density	1.316 g/cm³
PSA	55.05000	LogP	2.73560
Solubility	insoluble in water, soluble in hot alcohol, benzene, acetone, carbon disulfide or chloroform, slightly soluble in ether	Melting Point	67-68 °C
Formula	C₈H₈ClNO₃	Boiling Point	332.1 °C at 760 mmHg
Molecular Weight	201.609	Flash Point	154.6 °C
Transport Information	N/A	Appearance	needle-like crystal
Safety	26-36	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	2-Chloroethyl-4-nitrophenyl ether;AC1MCA1B;24608_ALDRICH;2-Chloroethyl 4-nitrophenyl ether;2-(4-Nitrophenoxy)ethyl chloride;2-(4-Nitrophenoxyl)chloroethyl;4-(2-Chloroethoxy)nitrobenzene;1-(2-Chloroethoxy)-4-nitro-benzene;Jsp006163;24608_FLUKA;

1-(2-Chloroethoxy)-4-nitrobenzene Synthetic route

: 100-02-7
4-nitro-phenol

: 107-04-0
1-Bromo-2-chloroethane

: 3383-72-0
1-(2-chloroethoxy)-4-nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃;	84%
With caesium carbonate In ethanol at 80℃; for 8h;	66%
With potassium carbonate In acetonitrile Heating;

: sodium tetrakis(2-chloroethoxy)borate

: 100-00-5
4-chlorobenzonitrile

: 3383-72-0
1-(2-chloroethoxy)-4-nitrobenzene

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In tert-Amyl alcohol at 100℃; for 1h; Inert atmosphere;	80%

: 100-02-7
4-nitro-phenol

: 107-06-2
1,2-dichloro-ethane

: 3383-72-0
1-(2-chloroethoxy)-4-nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In butanone for 36h; Heating;	72%
With potassium carbonate In ethyl methyl ether for 36h; Heating / reflux;

: 16365-27-8
2-(4-nitrophenoxy)ethanol

: 3383-72-0
1-(2-chloroethoxy)-4-nitrobenzene

Conditions

Conditions	Yield
With phosphorus pentachloride at 100℃;
With thionyl chloride; methylpyridine; benzene
With thionyl chloride for 3h; Heating / reflux;
With pyridine; thionyl chloride In 1,4-dioxane for 2h;

: 107-06-2
1,2-dichloro-ethane

: 824-78-2
4-nitrophenol sodium salt

: 3383-72-0
1-(2-chloroethoxy)-4-nitrobenzene

: 28341-54-0
4-(4-nitrophenoxy)butanoic acid

: 3383-72-0
1-(2-chloroethoxy)-4-nitrobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous ethanol / 120 °C 2: PCl5 / 100 °C View Scheme

: 16365-27-8
2-(4-nitrophenoxy)ethanol

: 144-55-8
sodium hydrogencarbonate

: 3383-72-0
1-(2-chloroethoxy)-4-nitrobenzene

Conditions

Conditions	Yield
In thionyl chloride
In thionyl chloride
In thionyl chloride
In thionyl chloride

: 100-02-7
4-nitro-phenol

: 3383-72-0
1-(2-chloroethoxy)-4-nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In 2-butanone, 2-chloroethyl-p-toluenesulfonate
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 8 h / 80 °C / Inert atmosphere 2: thionyl chloride; pyridine / 1,4-dioxane / 2 h View Scheme
Multi-step reaction with 2 steps 1: sodium iodide; potassium carbonate; caesium carbonate / N,N-dimethyl-formamide 2: thionyl chloride View Scheme

: 100-02-7
4-nitro-phenol

: 16670-48-7
2-chloroethyl benzenesulfonate

: 3383-72-0
1-(2-chloroethoxy)-4-nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In methyl ethyl ketone ("MEK"-1000 ml)
With potassium carbonate In butanone

: 75-21-8
oxirane

: 100-02-7
4-nitro-phenol

: 16365-27-8
2-(4-nitrophenoxy)ethanol

: 3383-72-0
1-(2-chloroethoxy)-4-nitrobenzene

Conditions

Conditions	Yield
With thionyl chloride In N-methyl-acetamide; ice-water

1-(2-Chloroethoxy)-4-nitrobenzene Specification

The 1-(2-Chloroethoxy)-4-nitrobenzene with CAS registry number of 3383-72-0 is also known as 2-(4-Nitrophenoxy)ethyl chloride. The IUPAC name and product name are the same. It belongs to product categories of API Intermediates. Its EINECS registry number is 425-790-8. In addition, the formula is C₈H₈ClNO₃ and the molecular weight is 201.61. This chemical is a needle-like crystal and should be stored in sealed containers in cool, dry place and away from oxidizing agents at low temperature.

Physical properties about 1-(2-Chloroethoxy)-4-nitrobenzene are: (1)ACD/LogP: 2.49; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.49; (4)ACD/LogD (pH 7.4): 2.49; (5)ACD/BCF (pH 5.5): 45.86; (6)ACD/BCF (pH 7.4): 45.86; (7)ACD/KOC (pH 5.5): 538.09; (8)ACD/KOC (pH 7.4): 538.09; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.552; (13)Molar Refractivity: 48.95 cm³; (14)Molar Volume: 153.1 cm³; (15)Surface Tension: 45.4 dyne/cm; (16)Density: 1.316 g/cm³; (17)Flash Point: 154.6 °C; (18)Enthalpy of Vaporization: 55.2 kJ/mol; (19)Boiling Point: 332.1 °C at 760 mmHg; (20)Vapour Pressure: 0.000288 mmHg at 25 °C.

Preparation of 1-(2-Chloroethoxy)-4-nitrobenzene: it can be oxidated by triacontanol. This chemical presents in many plant waxes (such as small tree candle wax). Triacontanol also exists in some plants, insects wax and montan wax, which can be extracted by appropriate technology.

Uses of 1-(2-Chloroethoxy)-4-nitrobenzene: it is used to produce 1-(4-nitrophenoxy)-2-[N-methyl-N-(4-nitrophenethyl)-amino]ethane by reaction with (2-chloro-ethyl)-(4-nitro-phenyl)-ether. The reaction occurs with reagents K₂CO₃, NaI and solvent acetonitrile with other condition of heating for 72 hours. The yield is about 64%.

1-(2-Chloroethoxy)-4-nitrobenzene is used to produce 1-(4-nitrophenoxy)-2-[N-methyl-N-(4-nitrophenethyl)-amino]ethane by reaction with (2-chloro-ethyl)-(4-nitro-phenyl)-ether.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])OCCCl
2. InChI: InChI=1S/C8H8ClNO3/c9-5-6-13-8-3-1-7(2-4-8)10(11)12/h1-4H,5-6H2
3. InChIKey: OBCFOPGCTNULTG-UHFFFAOYSA-N

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