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

Name
1-(2-Chloroethoxy)-4-nitrobenzene
EINECS 425-790-8
CAS No. 3383-72-0
Density 1.316 g/cm³
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
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;
PSA 55.05000
LogP 2.73560

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

...Expand

: 100-02-7
4-nitro-phenol

: 107-07-3
2-chloro-ethanol

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

Conditions

Conditions	Yield
With potassium hydroxide In water

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

: 72141-41-4
(4-nitro-phenyl)-piperazin-1-yl-methanone

: 329003-83-0
{4-[2-(4-nitro-phenoxy)-ethyl]-piperazin-1-yl}-(4-nitro-phenyl)-methanone

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In acetonitrile Heating;	94%

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

: 27692-35-9
4-(2'-chloroethoxy)-aniline

Conditions

Conditions	Yield
With tin(ll) chloride In ethanol; water at 70℃; for 2h;	90%
With iron; ammonium chloride In ethanol at 80℃; for 1h;	73%
With iron; ammonium chloride In ethanol; water at 80℃; for 1h;	73%
With hydrogen; platinum(IV) oxide In ethanol
With hydrogen; platinum(IV) oxide In ethanol at 20℃;

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

: 87691-88-1
3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride

: 690978-22-4
3-{4-[2-(4-nitro-phenoxy)-ethyl]-piperazin-1-yl}-1,2-benzisothiazole

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile at 150℃; for 1.5h; Microwave irradiation;	89%

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

: 108-24-7
acetic anhydride

: 36616-28-1
2-(4-acetamidophenoxy)ethyl chloride

Conditions

Conditions	Yield
With acetic acid; zinc at 80℃; for 6h;	88%

: 6457-49-4
4-piperidinemethanol

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

: 1374585-74-6
{1-[2-(4-nitro-phenoxy)-ethyl]-piperidin-4-yl}-methanol

Conditions

Conditions	Yield
In ISOPROPYLAMIDE at 60℃;	86%

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

: 85176-37-0
N-methyl-N-[2-(4-nitro-phenyl)-ethyl]-amine

: 115287-37-1
1-(4-nitrophenoxy)-2-ethane

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In acetonitrile for 72h; Heating;	64%
With sodium iodide; potassium carbonate In acetonitrile

: 934418-72-1
4-((1R,2R,6S,7S)-1,7-dimethyl-3,5-dioxo-11-oxa-4,9-diaza-tricyclo[5.3.1.02,6]undec-4-yl)-2-trifluoromethyl-benzonitrile

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

: 4-{(1R,2R,6S,7S)-1,7-dimethyl-9-[2-(4-nitro-phenoxy)-ethyl]-3,5-dioxo-11-oxa-4,9-diazatricyclo[5.3.1.02,6]undec-4-yl}-2-trifluoromethylbenzonitrile

Conditions

Conditions	Yield
With sodium iodide In N,N-dimethyl-formamide at 100℃; for 72h;	48%

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

: 19166-62-2
malononitrile oxime ether sodium salt

: C11H8N4O4

Conditions

Conditions	Yield
In acetonitrile at 80℃;	40%

: 50-00-0
formaldehyd

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

: (2-chloro-ethyl)-(2-chloromethyl-4-nitro-phenyl)-ether

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid weiteres Edukt: ZnCl2;

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

: 77-17-8
Normeperidine

: 114158-57-5
1-[2-(4-nitro-phenoxy)-ethyl]-4-phenyl-piperidine-4-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With pentan-1-ol; sodium carbonate

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

: 109-89-7
diethylamine

: 19881-36-8
diethyl-[2-(4-nitro-phenoxy)-ethyl]-amine

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

: 62-53-3
aniline

: 25836-86-6
N-<2-(p-nitrophenoxy)ethyl>aniline

Conditions

Conditions	Yield
With sodium hydroxide
at 150 - 180℃;

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

: 940-14-7
4-nitrophenylvinylether

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol
With potassium tert-butylate Kinetics;

: 288-32-4
1H-imidazole

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

A: 2301-25-9
1-(4-nitrophenyl)-1H-imidazole

B: 75912-69-5
1-[2-(4-nitro-phenoxy)ethyl]-1H-imidazole

Conditions

Conditions	Yield
With sodium hydride 1.) DMF, 100 deg C, 10 min, 2.) DMF, heating, 5.5 h; Yield given. Yields of byproduct given;

...Expand

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

: 99719-37-6
5-methoxy-1,2-dihydro-indazol-3-one

: 197584-30-8
5-methoxy-1-[2-(4-nitrophenoxy)ethyl]-1H-indazole-3-ol

Conditions

Conditions	Yield
With sodium hydroxide Heating;

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

: 506-59-2
N,N-dimethylammonium chloride

: 51344-13-9
N,N-dimethyl-2-(4-nitrophenoxy)ethylamine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃;

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

: 2,6-dimethylphenyl (2,4-dimethoxyphenyl)-(2-((4-((2-(dimethylamino)ethyl)oxy)phenyl)amino)-4-pyrimidinyl)carbamate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: K2CO3 / acetonitrile / 80 °C 2: H2 / Pd/C / ethanol / 16 h / 20 °C 3: 40 percent / trifluoroacetic acid / propan-2-ol / 24 h / 100 °C View Scheme

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

: 62345-76-0
4-<2-(dimethylamino)ethoxy>aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3 / acetonitrile / 80 °C 2: H2 / Pd/C / ethanol / 16 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 4 h / 100 °C / Inert atmosphere 2: palladium on activated charcoal; hydrogen / methanol / 20 °C View Scheme

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

: 681259-29-0
4-(2-chloroethoxy)-2-nitroaniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 88 percent / Zn; acetic acid / 6 h / 80 °C 2: 68 percent / aq. HNO3 / 1 h / Heating 3: 75 percent / aq. HCl / 4 h / Heating View Scheme

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

: 672961-06-7
N-[4-(2-chloroethoxy)-2-nitrophenyl]acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 88 percent / Zn; acetic acid / 6 h / 80 °C 2: 68 percent / aq. HNO3 / 1 h / Heating View Scheme

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

: 5-[2-(4-phenyl-piperazin-1-yl)-ethoxy]-1H-benzotriazole

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 88 percent / Zn; acetic acid / 6 h / 80 °C 2: 68 percent / aq. HNO3 / 1 h / Heating 3: 75 percent / aq. HCl / 4 h / Heating 4: 70 percent / K2CO3; KI / dimethylformamide / 24 h / 80 °C 5: Ra-Ni; hydrazine hydrate / ethanol; 1,2-dichloro-ethane / 1 h / 50 °C 6: 58 percent / aq. sodium nitrite; acetic acid / 0 - 70 °C View Scheme

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

: 5-[2-(4-phenylpiperazin-1-yl)-ethoxy]-1H-benzoimidazol

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 88 percent / Zn; acetic acid / 6 h / 80 °C 2: 68 percent / aq. HNO3 / 1 h / Heating 3: 75 percent / aq. HCl / 4 h / Heating 4: 70 percent / K2CO3; KI / dimethylformamide / 24 h / 80 °C 5: Ra-Ni; hydrazine hydrate / ethanol; 1,2-dichloro-ethane / 1 h / 50 °C 6: 62 percent / H2O / 2 h / 100 °C View Scheme

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

: 681259-59-6
4-[2-(4-phenylpiperazin-1-yl)-ethoxy]-benzene-1,2-diamine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 88 percent / Zn; acetic acid / 6 h / 80 °C 2: 68 percent / aq. HNO3 / 1 h / Heating 3: 75 percent / aq. HCl / 4 h / Heating 4: 70 percent / K2CO3; KI / dimethylformamide / 24 h / 80 °C 5: Ra-Ni; hydrazine hydrate / ethanol; 1,2-dichloro-ethane / 1 h / 50 °C View Scheme

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

Product Name

1-(2-Chloroethoxy)-4-nitrobenzene

Synthetic route

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

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