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410551

Sigma-Aldrich

[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazine

98%

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About This Item

Linear Formula:
Cl2C6H2(CF3)NHNH2
CAS Number:
86398-94-9
Molecular Weight:
245.03
MDL number:
MFCD00085001
UNSPSC Code:
12352100
PubChem Substance ID:
24865533
NACRES:
NA.22

assay

98%

mp

58-60 °C (lit.)

SMILES string

NNc1c(Cl)cc(cc1Cl)C(F)(F)F

InChI

1S/C7H5Cl2F3N2/c8-4-1-3(7(10,11)12)2-5(9)6(4)14-13/h1-2,14H,13H2

InChI key

FYOWOHMZNWQLFG-UHFFFAOYSA-N

General description

[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazine is a hydrazine derivative. It reacts with excess of ethyl acetoacetate to afford 1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-3,4-dimethylpyrano[2,3-c]pyrazol-6(1H)-one.

Application

[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazine may be used for the synthesis of pyrazolo[4,3-d]isoxazole derivatives. It may also be used in the synthesis of following N-(2,6-dichloro-4-trifluoromethyl)phenyl-N′-(1-phenylethylidene) hydrazines:
  • N-(2,6-dichloro-4-trifluoromethyl)phenyl-N′-(1-phenylethylidene)hydrazine
  • N-(2,6-Dichloro-4-trifluoromethyl)phenyl-N′-[1-(4-chlorophenyl)ethylidene]hydrazine
  • N-(2,6-Dichloro-4-trifluoromethyl)phenyl-N′-[1-(3-chlorophenyl)ethylidene]hydrazine
  • N-(2,6-Dichloro-4-trifluoromethyl)phenyl-N′-[1-(4-bromophenyl)-ethylidene]hydrazine
  • N-(2,6-Dichloro-4-trifluoromethyl)phenyl-N′-[1-(3-bromophenyl)ethylidene]hydrazine
  • N-(2,6-Dichloro-4-trifluoromethyl)phenyl-N′-[1-(4-methoxyphenyl)ethylidene]-hydrazine
  • N-(2,6-Dichloro-4-trifluoromethyl)phenyl-N′-[1-(4-trifluoromethylphenyl)-ethylidene]hydrazine
  • N-(2,6-Dichloro-4-trifluoromethyl)phenyl-N′-[1-(4-nitrophenyl)ethylidene]hydrazine
  • N-(2,6-Dichloro-4-trifluoromethyl)phenyl-N′-[1-(6-methoxy-naphthalen-2-yl)-ethylidene]hydrazine

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Huanan Hu et al.
Molecules (Basel, Switzerland), 15(10), 7472-7481 (2010-10-27)
A series of novel 1-[(2,6-dichloro-4-trifluoromethyl)phenyl]-3-aryl-¹H-pyrazole-4-carbaldehydes were synthesized using the Vilsmeier-Haack reagent. The structures of all the title compounds have been confirmed by elemental analysis, ¹H-NMR and ¹³C-NMR and in addition, the structure of intermediate 5b was investigated by X-ray crystallography.
Hoong-Kun Fun et al.
Acta crystallographica. Section E, Structure reports online, 68(Pt 8), o2350-o2350 (2012-08-21)
In the title compound, C(15)H(9)Cl(2)F(3)N(2)O(2), the 1,6-dihydro-pyrano[2,3-c]pyrazole ring system is almost planar, with a maximum deviation of 0.0226 (14) Å, and forms a dihedral angle of 69.90 (6)° with the benzene ring. In the crystal, mol-ecules are linked into a helical chain along
SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF FUSED ISOXAZOLE DERIVATIVES USING GRINDING METHOD.
Badrey MG and Gomha SM.
International Journal of Pharmacy and Pharmaceutical Sciences, 6(7) (2014)

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