2,6-Dibromo-4-(trifluoromethoxy)aniline

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2,6-Dibromo-4-(trifluoromethoxy)aniline manufacturers

2,6-Dibromo-4-(trifluoromethoxy)aniline Basic information
Uses
Product Name:2,6-Dibromo-4-(trifluoromethoxy)aniline
Synonyms:3,5-Dibromo-4-(trifluoromethoxy)aniline;3.5-Dibromo-4-Aminotrifluoromethoxybenzen;3,5-Dibromo-4-Aminotrifluoromethoxy;3,5-DIBROMO-4-AMINOTRIFLUOROMETHOXY BENZENE 99+%;3,5-dibromo-5-AminoTrifluoromethoxybenzene;4-Amino-3,5-dibromotrifluoromethoxybenzene;2,6-Dibromo-4-(trifluoromethoxy)aniline 97%;2,6-Dibromo-4-(trifluoromethoxy)aniline97%
CAS:88149-49-9
MF:C7H4Br2F3NO
MW:334.92
EINECS:201-805-1
Product Categories:amine| alkyl bromide
Mol File:88149-49-9.mol
2,6-Dibromo-4-(trifluoromethoxy)aniline Structure
2,6-Dibromo-4-(trifluoromethoxy)aniline Chemical Properties
Melting point 70-74 °C(lit.)
Boiling point 65/0.1mm
density 2.036±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka-0.38±0.10(Predicted)
color White to Off-White
InChIInChI=1S/C7H4Br2F3NO/c8-4-1-3(14-7(10,11)12)2-5(9)6(4)13/h1-2H,13H2
InChIKeyJBSWOEGXMADXOU-UHFFFAOYSA-N
SMILESC1(N)=C(Br)C=C(OC(F)(F)F)C=C1Br
CAS DataBase Reference88149-49-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-60-37
WGK Germany 3
HazardClass IRRITANT
HS Code 29222990
MSDS Information
ProviderLanguage
SigmaAldrich English
2,6-Dibromo-4-(trifluoromethoxy)aniline Usage And Synthesis
Uses2,6-Dibromo-4-(trifluoromethoxy)benzenamine is used in the synthesis of novel pyridylpyrazole acid derivatives in the preparation of agricultural insecticides.
Chemical PropertiesLight pink powder
Uses2,6-Dibromo-4-(trifluoromethoxy)benzenamine is used in the synthesis of novel pyridylpyrazole acid derivatives in the preparation of agricultural insecticides.
Synthesis
4-(Trifluoromethoxy)aniline

461-82-5

2,6-Dibromo-4-(trifluoromethoxy)aniline

88149-49-9

The general procedure for the synthesis of 2,6-dibromo-4-(trifluoromethoxy)aniline from p-trifluoromethoxyaniline was as follows: first, 156 g of the crystallized mother liquor containing sodium sulfate was filtered into a 250 mL four-necked flask and the stirring apparatus was started. Subsequently, 17.5 g (0.175 mol) of the reagent was slowly added dropwise, followed by 36.5 g of sodium bromide (0.354 mol) and 30 g (99% purity, 0.168 mol) of 4-trifluoromethoxyaniline. The temperature of the reaction system was adjusted to above 30 °C and the dropwise addition of 38 g of 35% hydrogen peroxide solution was started. During the dropwise addition, if the temperature increased to 50 °C, the reaction temperature was controlled between 50 and 55 °C by adjusting the dropwise acceleration of the coolant. After the dropwise addition was completed, the reaction temperature was maintained to drop and the reaction was continued to be held for 3 hours. Upon completion of the reaction, the system was cooled to about 30°C and the filtration operation was carried out. The resulting filter cake was dried to obtain 55.8 g of white crystals of 2,6-dibromo-4-trifluoromethoxyaniline, which was analyzed by high performance liquid chromatography (HPLC) with a purity of 99.6% and a yield of 99.2%.

References[1] Patent: CN106631839, 2017, A. Location in patent: Paragraph 0022-0033
[2] Organic Letters, 2011, vol. 13, # 20, p. 5636 - 5639
2,6-Dibromo-4-(trifluoromethoxy)aniline Preparation Products And Raw materials
Raw materials4-(Trifluoromethoxy)aniline
Preparation ProductsThifluzamide
Tag:2,6-Dibromo-4-(trifluoromethoxy)aniline(88149-49-9) Related Product Information
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