| Identification | More | [Name]
2,6-Dichloro-4-nitroaniline | [CAS]
99-30-9 | [Synonyms]
1-AMINO-2,6-DICHLORO-4-NITROBENZENE
2,6-DICHLORO-4-NITROANILINE
2,6-DICHLORO-P-NITRO ANILINE
ALLISAN
ALLISAN(R)
BOTRAN
BOTRAN(R)
CNA
DCNA
DCNA(R)
DICHLORAN
DICHLORAN(R)
DICHLORO(2,6-)-4-NITROANILINE
DICLORA
DICLORAN
DITRANIL(R)
'LGC' (1116)
RD 6584(R)
STRALE
2,6-Dichlor-4-nitroanilin | [EINECS(EC#)]
202-746-4 | [Molecular Formula]
C6H4Cl2N2O2 | [MDL Number]
MFCD00007677 | [Molecular Weight]
207.01 | [MOL File]
99-30-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Dicloran is a yellow crystalline solid or power.
Odorless. | [Melting point ]
190-192 °C (lit.) | [Boiling point ]
130°C 2mm | [density ]
1.6257 (rough estimate) | [vapor pressure ]
1.6 x 10-4 Pa (20 °C) | [refractive index ]
1.6560 (estimate) | [Fp ]
130°C/2mm | [storage temp. ]
0-6°C | [solubility ]
0.006g/l (HSDB) | [form ]
neat | [pka]
pK1:-3.31(+1) (25°C) | [color ]
Light Yellow to Yellow | [Water Solubility ]
1 g/L (60 ºC) | [BRN ]
1459581 | [Henry's Law Constant]
1.2×102 mol/(m3Pa) at 25℃, HSDB (2015) | [InChI]
1S/C6H4Cl2N2O2/c7-4-1-3(10(11)12)2-5(8)6(4)9/h1-2H,9H2 | [InChIKey]
BIXZHMJUSMUDOQ-UHFFFAOYSA-N | [SMILES]
Nc1c(Cl)cc(cc1Cl)[N+]([O-])=O | [LogP]
2.800 | [CAS DataBase Reference]
99-30-9(CAS DataBase Reference) | [NIST Chemistry Reference]
2,6-Dichloro-4-nitroaniline(99-30-9) | [EPA Substance Registry System]
99-30-9(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
  
GHS06,GHS08,GHS09 | [Signal word ]
Danger | [Hazard statements ]
H300+H310+H330-H373-H410 | [Precautionary statements ]
P262-P273-P280-P302+P352+P310-P304+P340+P310-P314 | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R33:Danger of cumulative effects.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
2811 | [WGK Germany ]
3
| [RTECS ]
BX2975000
| [TSCA ]
Yes | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29214210 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 1 Dermal
Acute Tox. 2 Inhalation
Acute Tox. 2 Oral
Aquatic Chronic 1
STOT RE 2 | [Hazardous Substances Data]
99-30-9(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Potential Exposure]
Dichloran is a substituted benzene/
chlorophenyl fungicide Used to control fungi on a variety
of crops. The top crop usages in California are on celery,
head lettuce, and grapes (table, wine and raisin). | [First aid]
Move victim to fresh air. Call 911 or emergency
medical service. Give artificial respiration if victim is not
breathing. Do not use mouth-to-mouth method if victim
ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way
valve or other proper respiratory medical device | [Shipping]
UN2811 Toxic solids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical
Name Required | [Incompatibilities]
Keep away from strong oxidizing agents,
strong acids; acid anhydrides; acid chlorides; acetic anhydride; and carbon dioxide
| [Description]
Dicloran is a protective fungicide. It has a low aqueous solubility and is volatile. Based on its chemical properties, it may leach to groundwater. It can also be quite persistent in soils but not usually so in water. It is moderately toxic to mammals but is not expected to bioaccumulate. Exposure may damage reproduction and/or development. Dicloran is moderately toxic to most aquatic organisms, birds, honeybees and earthworms. | [Chemical Properties]
Dicloran is a yellow crystalline solid or power.
Odorless. | [Chemical Properties]
yellow granular powder and chunks | [Waste Disposal]
Consult with a licensed waste
disposal service or environmental regulatory agencies for
guidance on acceptable disposal practices. Dissolve or mix
material with a combustible solvent and burn in a chemical
incinerator equipped with an afterburner and scrubber | [Uses]
Dichloran is a component for pesticide formulations. | [Uses]
Dicloran is a protectant fungicide used to control various rots
pathogens (Botrytis, Monilinia, Rhizopus and Sclerotinia) in a wide
variety of fruits and vegetables. | [Uses]
It is used as dyestuff, agricultural and pharmaceutical intermediate. | [Definition]
ChEBI: A nitroaniline that is 4-nitroaniline in which the hydrogens at positions 2 and 6 are replaced by chlorines. An agricultural fungicide, it is not approved for use in the European Union. | [Agricultural Uses]
Fungicide: Used to control fungi on a variety of crops. The top
crop usages in California are on celery, head lettuce, and
grapes (table, wine and raisin). Not approved for use in
EU countries. Actively registered in the U.S. Sixty-five
global suppliers. | [Trade name]
AL-50®; ALLISAN®; BORTRAN®;
BOTRAN®; DITRANIL®; FUMITE DICLORAN SMOKE
ACARICIDE®; RESISAN®; RD-6584®; U-2069® | [Mechanism of action]
Protective, contact action, thought to act by inhibiting respiration inhibiting spore germination. Lipid peroxidation inhibitor. | [Synthesis]
The general procedure for the synthesis of 2,6-dichloro-4-nitroaniline from 4-nitroaniline was as follows: 30 mL of the mother liquor obtained in step 1) was added to a 500 mL three-necked flask with 13.8 g (0.1 mol) of p-nitroaniline, and the mixture was cooled down to 10 °C under mechanical stirring. Subsequently, 25.5 mL of 30% hydrogen peroxide solution (dried and processed at 20°C) was slowly added dropwise for 2 hours. Upon completion of the reaction, the mixture was allowed to stand at room temperature until a solid precipitate precipitated. The filter cake and the filtrate were separated by filtration, and the filter cake was dried at 65 °C for 4 hours to give 20.5 g of 2,6-dichloro-4-nitroaniline in 99.0% yield. The volume of the filtrate collected in step 3) was about 240 mL, and the concentration of HCl in the filtrate was measured to be 25.8% by titration using 1 mol/L sodium hydroxide standard solution. | [Metabolic pathway]
The metabolism of 2,6-dichloro-4-nitroaniline (DCNA)
in rat hepatic microsomes gives rise to the unique
metabolite 3,5-dichloro-4-aminophenol (DCAP). | [Purification Methods]
Crystallise Dichloran from aqueous EtOH or *benzene/EtOH. [Beilstein 12 IV 1681.] | [Degradation]
Dicloran (1) is stable to hydrolytic degradation (pH 5-9) up to 300 °C.
Degradation occurred when dicloran in pH 7 solution was irradiated with
UV light (>290 nm); the estimated DT50 was 41 days (PM). Smith-Downey
and Fordham (1990) reported the hydrolysis of dicloran in 6 M base to
yield 3,5-dichloro-4-aminophenol(2) as the only product detected. | [References]
[1] Patent: CN104592044, 2016, B. Location in patent: Paragraph 0038; 0039; 0091
[2] Patent: CN104610071, 2016, B. Location in patent: Paragraph 0037-0039
[3] Synthetic Communications, 2012, vol. 42, # 24, p. 3655 - 3663,9
[4] Patent: CN105461571, 2016, A. Location in patent: Paragraph 0042; 0043; 0044; 0045; 0046
[5] Tetrahedron Letters, 2003, vol. 44, # 21, p. 4085 - 4088 | [Pesticide Type]
Fungicide |
|
| Company Name: |
J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
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Alfa Aesar
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400-6106006 |
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http://chemicals.thermofisher.cn |
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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Jia Xing Isenchem Co.,Ltd
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0573-85285100 18627885956 |
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https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
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Maya High Purity Chemicals
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+86 (573) 82222445 (0)18006601000 452520369 |
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