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28163-00-0

Basic Information
CAS No.: 28163-00-0
Name: 2-Chloro-4-nitrobenzonitrile
Article Data: 11
Molecular Structure:
Molecular Structure of 28163-00-0 (2-Chloro-4-nitrobenzonitrile)
Formula: C7H3ClN2O2
Molecular Weight: 182.566
Synonyms: 2-Chlor-4-nitrobenzonitril;
Density: 1.47 g/cm3
Melting Point: 83-84 °C
Boiling Point: 337 °C at 760 mmHg
Flash Point: 157.6 °C
Appearance: beige powder
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 36/37/38-20/21/22
Safety: 36/37/39-26-22
Transport Information: UN 3276
PSA: 69.61000
LogP: 2.64308
Synthetic route
98606-58-7

2-chloro-4-nitro-benzaldehyde phenylhydrazone

A

28163-00-0

4-nitro-2-chlorobenzonitrile

B

7684-30-2

N,N-dimethyl-N'-phenylcarbamimidic chloride

Conditions
ConditionsYield
With dichloromethylenedimethyliminium chloride In 1,2-dichloro-ethane 1.) room temp., 1 h, 2.) reflux, 4 h;A 89%
B n/a
3011-89-0

Novastat

28163-00-0

4-nitro-2-chlorobenzonitrile

Conditions
ConditionsYield
With trimethylsilylphosphate for 0.416667h; Heating;88%
With thionyl chloride In benzene79%
Multi-step reaction with 3 steps
1: CCl4; PCl5
2: formic acid; benzene
3: 100 - 105 °C
View Scheme
With phosphorus pentachloride In tetrachloromethane
52301-88-9

(2-chloro-4-nitrophenyl)methanol

28163-00-0

4-nitro-2-chlorobenzonitrile

Conditions
ConditionsYield
With ammonium hydroxide; trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; ammonium bromide at 20℃; for 1.66667h; Green chemistry;86%

(2-chloro-4-nitrophenyl)methanamine

28163-00-0

4-nitro-2-chlorobenzonitrile

Conditions
ConditionsYield
With ammonium hydroxide; trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; ammonium bromide at 20℃; for 1.66667h; Green chemistry;86%
42533-63-1

1-(bromomethyl)-2-chloro-4-nitrobenzene

28163-00-0

4-nitro-2-chlorobenzonitrile

Conditions
ConditionsYield
With ammonium hydroxide; trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; ammonium bromide at 20℃; for 1.5h; Green chemistry;85%
773837-37-9

sodium cyanide

Reaxys ID: 23021485

Reaxys ID: 23021485

28163-00-0

4-nitro-2-chlorobenzonitrile

Conditions
ConditionsYield
With copper(l) cyanide at 20℃;83%
619-72-7

4-nitrobenzonitrile

28163-00-0

4-nitro-2-chlorobenzonitrile

Conditions
ConditionsYield
With N-chloro-succinimide; palladium diacetate; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 70℃; for 12h; Sealed tube;83%
50274-95-8

2-chloro-4-nitrobenzyl chloride

28163-00-0

4-nitro-2-chlorobenzonitrile

Conditions
ConditionsYield
With ammonium hydroxide; trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; ammonium bromide at 20℃; for 2h; Green chemistry;80%
5568-33-2

2-chloro-4-nitrobenzaldehyde

28163-00-0

4-nitro-2-chlorobenzonitrile

Conditions
ConditionsYield
With ammonium hydroxide; trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; ammonium bromide at 20℃; for 0.833333h; Green chemistry;78%
856800-39-0

(2-chloro-4-nitro-benzoyl)-amidophosphoryl chloride

28163-00-0

4-nitro-2-chlorobenzonitrile

Conditions
ConditionsYield
at 100 - 105℃;
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    Chemical Name 2-Chloro-4-nitrobenzonitrile Synonyms 2-Chloro-4-nitrobenzonitrile CAS No. 28163-00-0 Molecular formula C7H3ClN2O2

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Specification

The Benzonitrile,2-chloro-4-nitro- with the CAS number 28163-00-0 is also called 2-Chlor-4-nitrobenzonitril. Both the systematic name and IUPAC name are 2-chloro-4-nitrobenzonitrile. Its molecular formula is C7H3ClN2O2. The product category is Aromatic Nitriles. This chemical is a kind of organics. It should be stored in dry and cool environment.

The properties of the Benzonitrile,2-chloro-4-nitro- are: (1)ACD/LogP: 1.85; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.85; (4)ACD/LogD (pH 7.4): 1.85; (5)ACD/BCF (pH 5.5): 14.88; (6)ACD/BCF (pH 7.4): 14.88; (7)ACD/KOC (pH 5.5): 240.39; (8)ACD/KOC (pH 7.4): 240.39; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 69.61 Å2; (13)Index of Refraction: 1.599; (14)Molar Refractivity: 42.18 cm3; (15)Molar Volume: 123.4 cm3; (16)Polarizability: 16.72×10-24cm3; (17)Surface Tension: 62.6 dyne/cm; (18)Enthalpy of Vaporization: 58.02 kJ/mol; (19)Vapour Pressure: 0.000108 mmHg at 25°C.

Preparation: This chemical can be prepared by 2-chloro-4-nitro-benzoic acid amide. This reaction needs reagent trimethylsilyl polyphosphate at heating condition. The reaction time is 25 min. The yield is 88%.

Uses: This chemical can react with methanol to prepare 2-chloro-4-methoxy-benzonitrile. This reaction needs reagent NaOH. The yield is 89%.

While using this chemical, you should be very cautious. This chemical is harmful by inhalation, in contact with skin and if swallowed. It is not only irritating to skin, but also irritating to eyes and respiratory system. Therefore, you should take the following instructions. Firstly, you should not breathe dust. Then you should wear suitable protective clothing, gloves and eye/face protection. Finally in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: N#Cc1ccc(cc1Cl)[N+]([O-])=O
(2)InChI: InChI=1/C7H3ClN2O2/c8-7-3-6(10(11)12)2-1-5(7)4-9/h1-3H
(3)InChIKey: ZIGQFRQZYVQQDR-UHFFFAOYAO