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Fipronil

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Identification
Molecular formula
C12H4Cl2F6N4OS
CAS number
120068-37-3
IUPAC name
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile
State
State
At room temperature, Fipronil is typically found in a solid state in the form of a crystalline powder.
Melting point (Celsius)
200.00
Melting point (Kelvin)
473.15
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.15
General information
Molecular weight
437.15g/mol
Molar mass
437.1530g/mol
Density
1.4770g/cm3
Appearence

Fipronil is a white powder with no characteristic odor. It is commonly used as an insecticide and appears in its pure form as a crystalline substance. In formulations, it can appear in granule or liquid states depending on the type of product in which it is used.

Comment on solubility

Solubility of 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile

The solubility of the compound 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile (C12H4Cl2F6N4OS) is influenced by its unique structural features and the presence of various functional groups. Understanding the solubility behavior of such complex compounds is crucial in fields like pharmaceuticals and agrochemicals.

Key points regarding its solubility include:

  • Polarity: The presence of electronegative atoms such as chlorine, fluorine, and sulfur can enhance the polarity of the molecule, potentially leading to its solubility in polar solvents.
  • Functional Groups: The amino group may promote hydrogen bonding, which is essential for solubility in water, while the trifluoromethyl groups may have a contrasting effect, influencing hydrophobic interactions.
  • Solvent Interaction: The solubility can vary significantly in different solvents; for instance, it may be more soluble in organic solvents due to its bulky, non-polar regions but less so in water.

As a general observation, chemical compounds with complex structures often exhibit variable solubility characteristics that depend on the solvent environment. Therefore, it is always recommended to conduct solubility tests in various solvent systems to better understand the behavior of such compounds.

Interesting facts

Interesting Facts About 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile

This compound, commonly referred to in the scientific community for its unique properties, is a member of the pyrazole family, which is notable for its diverse biological activities.

Biological Significance

  • Pharmaceutical Potential: Compounds like this one are often explored for their effects on various biological targets. Its specific structure may allow it to interact effectively with certain proteins or receptors in the body.
  • Pesticidal Applications: The presence of multiple chlorine and trifluoromethyl groups suggests the compound might exhibit activity as an agrochemical, particularly as a pesticide or herbicide where chlorinated compounds are often effective.
  • Research Interest: Its complex structure makes it a subject of interest for scientists studying new materials and drugs due to the unique arrangement of its functional groups.

Chemical Characteristics

The intricate arrangement of atoms within this compound leads to some fascinating chemical behaviors:

  • It contains several electronegative atoms like chlorine and fluorine, which enhance its reactivity.
  • The carbonitrile functional group plays a vital role in forming strong bonds, influencing the compound’s stability and reactivity.
  • The sulfinyl group suggests potential oxidative properties, making it suitable for various reactions in synthetic chemistry.

Structural Features

The detailed structure includes:

  • Amino group (-NH2) that can act as a hydrogen bond donor, enhancing interaction with biological targets.
  • Trifluoromethyl groups (-CF3) which are well-known for influencing lipophilicity and metabolic stability.
  • Dichloro substitutions, offering unique electronic properties and potential for biological activity.

In conclusion, 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile stands out not only for its chemical complexity but also for its potential applications in pharmaceuticals and agriculture. As research continues, this compound might pave the way for innovative discoveries!

Synonyms
fipronil
120068-37-3
Termidor
Fipronil [ISO]
RM 1601
MB 46030
(+/-)-Fipronil
HSDB 7051
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile
NSC-758960
UNII-QGH063955F
FRONTLINE
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile
5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-1h-pyrazole-3-carbonitrile
DTXSID4034609
CHEBI:83394
Fipronil (ema epar: veterinary)
QGH063955F
M & B 46030
RM-1601
MB-46030
CHEMBL101326
DTXCID2014609
EC 424-610-5
BROADLINE COMPONENT FIPRONIL
Fipronil (JAN)
5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinylpyrazole
NSC 758960
(RS)-5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile
NCGC00094574-06
FIPRONIL [JAN]
C12H4Cl2F6N4OS
FIPRONIL (MART.)
FIPRONIL [MART.]
1H-Pyrazole-3-carbonitrile, 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethane)sulfinyl-1H-pyrazole-3-carbonitrile
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(S)-trifluoromethylsulfinyl]pyrazole-3-carbonitrile
1H-Pyrazole-3-carbonitrile, 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-trifluoromethanesulfinyl-1H-pyrazole-3-carbonitrile
CAS-120068-37-3
rac-fipronil
Fipronil (Standard)
Fipronil 1000 microg/mL in Acetone
MFCD00867812
Fipronil 10 microg/mL in Acetonitrile
Fipronil 100 microg/mL in Acetonitrile
Fipronil [INN:BAN]
FIPRONIL [HSDB]
5-Amino-1-
FIPRONIL [MI]
UPCMLD-DP011
Fluocyanobenpyrazole;Termidor
CBiol_001754
SCHEMBL15088
BSPBio_001315
BSPBio_002266
KBioGR_000035
KBioSS_000035
5-amino-1-(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyl)-4-trifluoromethylsulfinylpyrazole-3-carbonitile
MLS004712079
SPECTRUM1505354
CHEBI:5063
UPCMLD-DP011:001
UPCMLD-DP011:002
BCBcMAP01_000152
HY-B0822R
KBio2_000035
KBio2_002603
KBio2_005171
KBio3_000069
KBio3_000070
Bio1_000040
Bio1_000529
Bio1_001018
Bio2_000035
Bio2_000515
HMS1361B17
HMS1791B17
HMS1922F08
HMS1989B17
HMS2093D09
HMS3402B17
Pharmakon1600-01505354
BCP14931
HY-B0822
Tox21_111300
Tox21_301114
AC-427
BDBM50106148
CM-102
NSC758960
s5366
AKOS015960931
FIPRONIL COMPONENT OF BROADLINE
Fluocyanobenpyrazole, Taurus, Termidor
Tox21_111300_1
CCG-213975
FA23290
KS-5066
IDI1_033785
NCGC00094574-01
NCGC00094574-02
NCGC00094574-03
NCGC00094574-05
NCGC00094574-07
NCGC00094574-08
NCGC00094574-09
NCGC00094574-10
NCGC00094574-11
NCGC00094574-12
NCGC00094574-13
NCGC00094574-15
NCGC00255014-01
SMR000777967
SY066868
SBI-0206839.P001
DB-041522
M&B 46030
CS-0012838
F0822
Fipronil, PESTANAL(R), analytical standard
NS00000349
D01042
AB00643326_02
EN300-6490177
AN-668/13934001
Q415933
SR-05000002006
SR-05000002006-1
BRD-A50675702-001-03-0
BRD-A50675702-001-04-8
BRD-A50675702-001-07-1
Fipronil, certified reference material, TraceCERT(R)
Z2417820389
5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylsulfinylpyrazole
5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylsulphinylpyrazole
5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoro-methylphenyl)-4-trifluoromethylsulfinylpyrazole
5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinyl-pyrazole
5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinylpyrazol e
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulphinylpyrazole
(+-)-5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carbonitrile
(RS)-5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile
424-610-5
5-amino-1 -(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinyl-1 H-pyrazole-3-carbonitrile
5-AMINO-1-(2,6-DICHLORO-.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-P-TOLYL)-4-((TRIFLUOROMETHYL)SULFINYL)PYRAZOLE-3-CARBONITRILE
5-amino-1-(2,6-dichloro-4-(trifluoromethyl) phenyl)-4-((trifluoromethyl) sulfinyl)-1H-pyrazol-3-carbonitrile
5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylsulfinyl)-1H-pyrazole-3-carbonitrile
5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylsulphinyl pyrazole
5-AMINO-1-(2,6-DICHLORO-alpha,alpha,alpha-TRIFLUORO-P-TOLYL)-4-((TRIFLUOROMETHYL)SULFINYL)PYRAZOLE-3-CARBONITRILE
5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-3-cyano-4-(trifluoromethyl)sulfinylpyrazole
5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethyl)sulfinylpyrazole-3-carbonitrile
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl) -4-trifluoromethylsulphinylpyrazole
601-663-4
Fipronil;(+/-)-Fipronil;1-(2,6-Dichloro-4-trifluoromethylphenyl)-3-cyano-5-amino-4-(trifluoromethylsulfinyl)pyrazole
rac-5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carbonitrile