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| CAS No.: | 99-30-9 |
|---|---|
| Name: | 2,6-Dichloro-4-nitroaniline |
| Molecular Structure: | |
|
|
|
| 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 |
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| 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% |
| 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 | 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% |
| 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 | 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 | Yield |
|---|---|
| With sodium hydroxide; sodium hypochlorite In ethanol at 25℃; for 0.0833333h; | A n/a B 15% C 9% |
| 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 | 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 | Yield |
|---|---|
| With hydrogenchloride; diethyl ether | |
| With diethyl ether | |
| With acetic anhydride |
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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%.
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. |