CAS No.99-30-9,2,6-Dichloro-4-nitroaniline Suppliers

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Basic Information

Molecular Structure:
CAS No.:	99-30-9
Name:	2,6-Dichloro-4-nitroaniline
Article Data:	53

Formula:	C₆H₄Cl₂N₂O₂
Molecular Weight:	207.016
Synonyms:	Aniline,2,6-dichloro-4-nitro- (6CI,8CI);1-Amino-2,6-dichloro-4-nitrobenzene;2,6-Dichloro-4-nitrobenzenamine;2,6-Dichloro-p-nitroaniline;4-Nitro-2,6-dichloroaniline;AL 50;Allisan;Batran;Bortran;Botran;Botran 75B;Botran 75W;CNA;DCNA;Ditranil;NSC 218;U-2069;
EINECS:	202-746-4
Density:	1.624 g/cm³
Melting Point:	190-192 °C(lit.)
Boiling Point:	323 °C at 760 mmHg
Flash Point:	149.1 °C
Solubility:	1 g/L in water at 60 °C
Appearance:	yellow granular powder and chunks
Hazard Symbols:	Xi,Xn
Risk Codes:	33-36/37/38-20/21/22
Safety:	22-26-36-37/39
Transport Information:	UN 2811
PSA:	71.84000
LogP:	3.58820

Synthetic route

: 100-01-6
4-nitro-aniline

: 99-30-9
4-nitro-2,6-dichloroaniline

Conditions

Conditions	Yield
With hydrogenchloride; dihydrogen peroxide In water at -8 - 20℃; for 2h; Temperature; Reagent/catalyst;	99.5%
With N-chloro-N-(benzenesulfonyl)benzenesulfonamide In acetonitrile at 20 - 25℃; for 0.133333h; Green chemistry;	99%
Stage #1: 4-nitro-aniline With hydrogenchloride In water at 63℃; for 0.5h; Stage #2: With chlorine In water for 0.166667h; Temperature; Time;	98.65%

: 609-20-1
2,6-dichloro-p-phenylenediamine

: 99-30-9
4-nitro-2,6-dichloroaniline

Conditions

Conditions	Yield
With 1,9-diperoxynonanedioic acid In acetonitrile at 50℃; for 0.5h;	92%

: 59992-52-8
2,6-dichloro-4-aminonitrobenzene

: 99-30-9
4-nitro-2,6-dichloroaniline

Conditions

Conditions	Yield
With nickel(II) tetrafluoroborate hexahydrate; ammonia; hydrogen; bis(2-diphenylphosphinoethyl)phenylphosphine In 2,2,2-trifluoroethanol at 120℃; under 37503.8 Torr; for 24h; chemoselective reaction;	90%

: 100-01-6
4-nitro-aniline

A: 99-30-9
4-nitro-2,6-dichloroaniline

B: 121-87-9
2-Chloro-4-nitroaniline

Conditions

Conditions	Yield
With N-chloro-N-(benzenesulfonyl)benzenesulfonamide In 1,4-dioxane at 20 - 25℃; Solvent; Green chemistry;	A n/a B 50%
With hydrogenchloride; sodium chlorate In water; acetic acid at 20℃; for 40h;	A 9% B 32%
Chlorierung;
With methanol; chlorine

: 22134-75-4
4-amino-3,5-dichloro-benzenesulfonamide

: 99-30-9
4-nitro-2,6-dichloroaniline

Conditions

Conditions	Yield
With ammonium nitrate; sulfuric acid at 0 - 5℃; for 0.25h;	21%

: 100-01-6
4-nitro-aniline

A: 99-30-9
4-nitro-2,6-dichloroaniline

B: 121-87-9
2-Chloro-4-nitroaniline

C: 3646-57-9, 89103-79-7
bis(4-nitrophenyl)diazene

Conditions

Conditions	Yield
With sodium hydroxide; sodium hypochlorite In ethanol at 25℃; for 0.0833333h;	A n/a B 15% C 9%

...Expand

: 60-29-7
diethyl ether

: 408326-80-7
N,N-dichloro-4-nitro-aniline

: 99-30-9
4-nitro-2,6-dichloroaniline

: 697-88-1
4-bromo-2,6-dichloroaniline

: 99-30-9
4-nitro-2,6-dichloroaniline

Conditions

Conditions	Yield
With nitric acid; acetic acid

: 13633-34-6
1,3-dichloro-2,5-dinitro-benzene

: 99-30-9
4-nitro-2,6-dichloroaniline

Conditions

Conditions	Yield
With ethanol; ammonia in der Kaelte;

: 408326-80-7
N,N-dichloro-4-nitro-aniline

: 99-30-9
4-nitro-2,6-dichloroaniline

Conditions

Conditions	Yield
With hydrogenchloride; diethyl ether
With diethyl ether
With acetic anhydride

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Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

Specification

The Benzenamine,2,6-dichloro-4-nitro-, with the CAS registry number 99-30-9, is also known as 2,6-Dichloro-4-nitrobenzenamine. It belongs to the product categories of Intermediates of Dyes and Pigments; Pharmaceutical intermediate. Its EINECS number is 202-746-4. This chemical's molecular formula is C₆H₄Cl₂N₂O₂ and molecular weight is 207.01. What's more, its systematic name is 2,6-dichloro-4-nitroaniline. Its classification codes are: (1)Agricultural Chemical; (2)Fungicide, bactericide, wood preservative; (3)Mutation data; (4)Tumor data. It should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from oxides, strong acids, heat and fire. It should also be prevented from direct sunlight. It is used as dye intermediates.

Physical properties of Benzenamine,2,6-dichloro-4-nitro- are: (1)ACD/LogP: 3.54; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.54; (4)ACD/LogD (pH 7.4): 3.54; (5)ACD/BCF (pH 5.5): 287.48; (6)ACD/BCF (pH 7.4): 287.48; (7)ACD/KOC (pH 5.5): 2002.05; (8)ACD/KOC (pH 7.4): 2002.05; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 49.06 Å²; (13)Index of Refraction: 1.655; (14)Molar Refractivity: 46.82 cm³; (15)Molar Volume: 127.4 cm³; (16)Polarizability: 18.56×10^-24cm³; (17)Surface Tension: 63.8 dyne/cm; (18)Density: 1.624 g/cm³; (19)Flash Point: 149.1 °C; (20)Enthalpy of Vaporization: 56.49 kJ/mol; (21)Boiling Point: 323 °C at 760 mmHg; (22)Vapour Pressure: 0.000269 mmHg at 25°C.

Preparation: this chemical can be prepared by paranitroaniline chloridizing in the mixture of hydrochloric acid and glacial acetic acid.

Uses of Benzenamine,2,6-dichloro-4-nitro-: it can be used to produce 1,2,3-trichloro-5-nitro-benzene. It will need reagents conc. aq. HCl, conc. aq. H₂SO₄, Cu₂Cl₂ and solvent acetic acid with the reaction time of 1 hour. The yield is about 47%.

Benzenamine,2,6-dichloro-4-nitro- can be used to produce 1,2,3-trichloro-5-nitro-benzene

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. It has a danger of cumulative effects. You should not breathe dust. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc(cc(Cl)c1N)[N+]([O-])=O
(2)Std. InChI: InChI=1S/C6H4Cl2N2O2/c7-4-1-3(10(11)12)2-5(8)6(4)9/h1-2H,9H2
(3)Std. InChIKey: BIXZHMJUSMUDOQ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
duck	LD50	oral	> 2gm/kg (2000mg/kg)		Pesticide Manual. Vol. 9, Pg. 265, 1991.
guinea pig	LD50	oral	1450mg/kg (1450mg/kg)		Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 343, 1966.
mammal (species unspecified)	LD50	unreported	1500mg/kg (1500mg/kg)		"Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 87, 1971.
mouse	LD50	intravenous	56mg/kg (56mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03022.
mouse	LD50	oral	1500mg/kg (1500mg/kg)		Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 343, 1966.
mouse	LD50	skin	> 5gm/kg (5000mg/kg)		Pesticide Manual. Vol. 9, Pg. 265, 1991.
mouse	LD50	unreported	4490mg/kg (4490mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT BEHAVIORAL: ATAXIA	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 54(11), Pg. 4, 1989.
rabbit	LD50	skin	> 2gm/kg (2000mg/kg)		Pesticide Manual. Vol. 9, Pg. 265, 1991.
rat	LC50	inhalation	> 21600mg/m³/1 (21600mg/m³)		Pesticide Manual. Vol. 9, Pg. 265, 1991.
rat	LD50	oral	2400mg/kg (2400mg/kg)	BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA	Office of Toxic Substances Report. Vol. OTS.