Product Name

  • Name

    Fluazinam

  • EINECS 200-835-2
  • CAS No. 79622-59-6
  • Article Data14
  • CAS DataBase
  • Density 1.766 g/cm3
  • Solubility 1.7 mg l-1 (25 °C)
  • Melting Point 113 °C
  • Formula C13H4Cl2F6N4O4
  • Boiling Point 376.1 °C at 760 mmHg
  • Molecular Weight 465.096
  • Flash Point 181.3 °C
  • Transport Information UN 2811
  • Appearance Light yellow crystals
  • Safety 26-36/37/39-45-60-61-36/37-16
  • Risk Codes 23-41-43-50/53-36-20/21/22-11
  • Molecular Structure Molecular Structure of 79622-59-6 (Fluazinam)
  • Hazard Symbols ToxicT,DangerousN
  • Synonyms Frowncide;Frowncide SC;IKF 1216;Mapro;PP 192;Shirlan (Zeneca);ASC66825;ASC 67178;Altima;
  • PSA 116.56000
  • LogP 7.10540

Synthetic route

2,4-dichloro-3,5-dinitro-benzotrifluoride
29091-09-6

2,4-dichloro-3,5-dinitro-benzotrifluoride

2-amino-3-chloro-5-(trifluoromethyl)pyridine
79456-26-1

2-amino-3-chloro-5-(trifluoromethyl)pyridine

fluazinam
79622-59-6

fluazinam

Conditions
ConditionsYield
With potassium hydroxide In 2-methyltetrahydrofuran at 20℃; for 4h; Concentration; Temperature; Solvent;98%
Stage #1: 2,4-dichloro-3,5-dinitro-benzotrifluoride; 2-amino-3-chloro-5-(trifluoromethyl)pyridine With methoxybenzene; potassium hydroxide at 55℃; for 6h;
Stage #2: With hydrogenchloride at 85℃; pH=3.7; Temperature; Reagent/catalyst; pH-value;		98.5%
With edetate disodium; potassium hydroxide In acetonitrile at 0 - 5℃; for 3h; Reagent/catalyst; Temperature;97.5%
3-trichloromethyl-pyridine
3099-50-1

3-trichloromethyl-pyridine

fluazinam
79622-59-6

fluazinam

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: phosphorus pentachloride / 16 h / 210 °C / Autoclave
2: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave
3: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave
4: potassium hydroxide / acetonitrile / 6.25 h / 5 - 40 °C
View Scheme
Multi-step reaction with 5 steps
1: phosphorus pentachloride / 16 h / 210 °C / Autoclave
2: phosphorus pentachloride / 16 h / 210 °C / Autoclave
3: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave
4: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave
5: potassium hydroxide / acetonitrile / 6.25 h / 5 - 40 °C
View Scheme
5-chloro-3-trichloromethyl pyridine

5-chloro-3-trichloromethyl pyridine

fluazinam
79622-59-6

fluazinam

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: phosphorus pentachloride / 16 h / 210 °C / Autoclave
2: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave
3: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave
4: potassium hydroxide / acetonitrile / 6.25 h / 5 - 40 °C
View Scheme
nicotinic acid
59-67-6

nicotinic acid

fluazinam
79622-59-6

fluazinam

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: phosphorus pentachloride / 14 h / 210 °C / 1500.15 - 27752.8 Torr / Autoclave
2: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave
3: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave
4: potassium hydroxide / acetonitrile / 6.25 h / 5 - 40 °C
View Scheme
Multi-step reaction with 4 steps
1: phosphorus pentachloride / 64 h / 185 °C / 18751.9 - 30003 Torr / Autoclave
2: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave
3: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave
4: potassium hydroxide / acetonitrile / 6.25 h / 5 - 40 °C
View Scheme
Multi-step reaction with 4 steps
1: phosphorus pentachloride / 72 h / 185 °C / 18751.9 - 30003 Torr / Autoclave
2: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave
3: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave
4: potassium hydroxide / acetonitrile / 6.25 h / 5 - 40 °C
View Scheme
2,3-dichloro-5-(trichloromethyl)pyridine
69045-83-6

2,3-dichloro-5-(trichloromethyl)pyridine

fluazinam
79622-59-6

fluazinam

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave
2: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave
3: potassium hydroxide / acetonitrile / 6.25 h / 5 - 40 °C
View Scheme
2,3-dichloro-5-trifluoromethylpyridine
69045-84-7

2,3-dichloro-5-trifluoromethylpyridine

fluazinam
79622-59-6

fluazinam

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: ammonia / tetrahydrofuran / 28 h / 100 °C / 4500.45 - 12001.2 Torr / Autoclave; Inert atmosphere
2.1: potassium hydroxide / tetrahydrofuran / 1 h / 0 - 5 °C
2.2: 3.5 h / 0 - 10 °C
View Scheme
pent-4-enoyl chloride
39716-58-0

pent-4-enoyl chloride

fluazinam
79622-59-6

fluazinam

C18H10Cl2F6N4O5

C18H10Cl2F6N4O5

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 25℃; for 19h;70%
pent-4-enoyl chloride
39716-58-0

pent-4-enoyl chloride

fluazinam
79622-59-6

fluazinam

C30H17Cl2F6N4O5S2(1+)*BF4(1-)

C30H17Cl2F6N4O5S2(1+)*BF4(1-)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 19 h / 0 - 25 °C
2: trifluoroacetic anhydride; trifluoroacetic acid / acetonitrile / 1.25 h / 0 °C / Inert atmosphere
View Scheme

Fluazinam Chemical Properties

Product Name: Fluazinam (CAS NO.79622-59-6)

Molecular Formula:C13H4Cl2F6N4O4
Molar mass:465.091679g/mol
Density:1.766 g/cm3  
Melting point:113°C                                        
Boiling Point:376.1 °C at 760 mmHg           
Index of Refraction:1.571
Vapour Pressure:7.41E-06 mmHg at 25°C     
Storage temp:2-8°C
Index of Refraction: 1.571 
Molar Refractivity: 86.55 cm3 
Molar Volume: 263.3 cm3 
XLogP3-AA: 6
H-Bond Donor: 1
H-Bond Acceptor: 12
Structure Descriptors of Fluazinam (CAS NO.79622-59-6):
  IUPAC Name: 3-chloro-N-[3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)pyridin-2-amine
  Canonical SMILES: C1=C(C=NC(=C1Cl)NC2=C(C=C(C(=C2[N+](=O)[O-])Cl)C(F)(F)F)[N+](=O)[O-])C
(F)(F)F
  InChI: InChI=1S/C13H4Cl2F6N4O4/c14-6-1-4(12(16,17)18)3-22-11(6)23-9-7(24(26)27)2-5(13(19,20)21)8(15)10(9)25(28)29/h1-3H,(H,22,23) 
  InChIKey: UZCGKGPEKUCDTF-UHFFFAOYSA-N
Product Categories: API intermediates

Fluazinam Uses

 Fluazinam (CAS NO.79622-59-6) is very effective to Botrytis genus Phytophthora, Plasmopara genus Sclerotinia spp and Cladosporium spp bacteria.

Fluazinam Toxicity Data With Reference

1.    

orl-qal LD50:1782 mg/kg

     HBPTO*    Handbook of pesticide toxicology. 2 (2001),1229.
2.    

ihl-rat LC50:470 mg/m3

     HBPTO*    Handbook of pesticide toxicology. 2 (2001),1229.

Fluazinam Safety Profile

Moderately toxic by ingestion and inhalation. Experimental reproductive effects. When heated to decomposition it emits toxic vapors of NOx, F−, and Cl−.
Safety Information of Fluazinam (CAS NO.79622-59-6):
Hazard Codes:T;N,N,T,Xn,F
Risk Statements:
11:  Highly Flammable
20:  Harmful by inhalation
21:  Harmful in contact with skin
22:  Harmful if swallowed 
23:  Toxic by inhalation
36:  Irritating to the eyes
41:  Risk of serious damage to eyes
43:  May cause sensitization by skin contact
50:  Very Toxic to aquatic organisms
53:  May cause long-term adverse effects in the aquatic environment
Safety Statements:
16:  Keep away from sources of ignition - No smoking
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
60:  This material and/or its container must be disposed of as hazardous waste
61:  Avoid release to the environment. Refer to special instructions safety data sheet

Fluazinam Specification

 Fluazinam , its CAS NO. is 79622-59-6, the synonyms are 3-Chloro-n-(3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-2-pyridinamine ; 3-Chloro-n-(3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl)-5-2-pyridinamin ; Frowncide ; Shirlan Flow ; Shirlan (Zeneca) ; Fluazinam solution .

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