Product Name

  • Name

    Flurprimidol

  • EINECS
  • CAS No. 56425-91-3
  • Article Data7
  • CAS DataBase
  • Density 1.28 g/cm3
  • Solubility
  • Melting Point 94-96°
  • Formula C15H15F3N2O2
  • Boiling Point 386 °Cat760mmHg
  • Molecular Weight 312.292
  • Flash Point 187.2 °C
  • Transport Information
  • Appearance Off-white to buff powder with slight aromatic odor.
  • Safety Moderately toxic by ingestion and skin contact routes. When heated to decomposition it emits toxic vapors of NOx and F−.
  • Risk Codes 22-36-38
  • Molecular Structure Molecular Structure of 56425-91-3 (Flurprimidol)
  • Hazard Symbols Xn
  • Synonyms Cutless;EL 500;
  • PSA 55.24000
  • LogP 3.26710

Synthetic route

4-trifluoromethoxyphenyl-5-pyrimidyl ketone
1401217-86-4

4-trifluoromethoxyphenyl-5-pyrimidyl ketone

isopropylmagnesium chloride
1068-55-9

isopropylmagnesium chloride

α-isopropyl-α-[p-(trifluoromethoxy)phenyl]-5-pyrimidinemethanol
56425-91-3

α-isopropyl-α-[p-(trifluoromethoxy)phenyl]-5-pyrimidinemethanol

Conditions
ConditionsYield
With lithium chloride; zinc(II) chloride In tetrahydrofuran at 0℃; for 0.5h;94%
5-bromopyrimidine
4595-59-9

5-bromopyrimidine

2-methyl-1-(4-(trifluoromethoxy)phenyl)propan-1-one
56425-84-4

2-methyl-1-(4-(trifluoromethoxy)phenyl)propan-1-one

α-isopropyl-α-[p-(trifluoromethoxy)phenyl]-5-pyrimidinemethanol
56425-91-3

α-isopropyl-α-[p-(trifluoromethoxy)phenyl]-5-pyrimidinemethanol

Conditions
ConditionsYield
Stage #1: 5-bromopyrimidine With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Schlenk technique;
Stage #2: 2-methyl-1-(4-(trifluoromethoxy)phenyl)propan-1-one In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;		70%
Stage #1: 5-bromopyrimidine With n-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h; Schlenk technique; Inert atmosphere;
Stage #2: 2-methyl-1-(4-(trifluoromethoxy)phenyl)propan-1-one In tetrahydrofuran; cyclohexene at 20℃; for 1h; Schlenk technique; Inert atmosphere;		70%
2-methyl-1-(4-(trifluoromethoxy)phenyl)propan-1-one
56425-84-4

2-methyl-1-(4-(trifluoromethoxy)phenyl)propan-1-one

5-pyrimidine lithium
133538-11-1

5-pyrimidine lithium

α-isopropyl-α-[p-(trifluoromethoxy)phenyl]-5-pyrimidinemethanol
56425-91-3

α-isopropyl-α-[p-(trifluoromethoxy)phenyl]-5-pyrimidinemethanol

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃;70%
5-[4-(trifluoromethoxy)benzyl]pyrimidine
1401217-85-3

5-[4-(trifluoromethoxy)benzyl]pyrimidine

α-isopropyl-α-[p-(trifluoromethoxy)phenyl]-5-pyrimidinemethanol
56425-91-3

α-isopropyl-α-[p-(trifluoromethoxy)phenyl]-5-pyrimidinemethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tert.-butylhydroperoxide / N-hydroxyphthalimide / 6 h / Irradiation; Cooling
2: lithium chloride; zinc(II) chloride / tetrahydrofuran / 0.5 h / 0 °C
View Scheme

Flurprimidol Specification

The Flurprimidol , its cas register number is 56425-91-3. The IPUAC name about this chemicals is 2-Methyl-1-pyrimidin-5-yl-1-[4-(trifluoromethoxy)phenyl]propan-1-ol . The enthalpy of vaporization about it is 66.96 kJ/mol, vapour pressure is 1.2E-06 mmHg at 25 °C , index of refraction is 1.517 . Classification code about this chemicals are Agricultural Chemical; Growth regulator / Fertilizer; Plant growth regulator .

This chemicals can be described computed from structure:
1) SMILES: CC(C)C(C1=CC=C(C=C1)OC(F)(F)F)(C2=CN=CN=C2)O
2) InChI: InChI=1S/C15H15F3N2O2/c1-10(2)14(21,12-7-19-9-20-8-12)11-3-5-13(6-4-11)22-15(16,17)18/h3-10,21H,1-2H3

The most important thing about Flurprimidol is the toxicity, following is the form:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 418mg/kg (418mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: ATAXIA
BEHAVIORAL: COMA		 National Technical Information Service. Vol. OTS0543092,
quail LD50 oral > 2gm/kg (2000mg/kg)   Pesticide Manual. Vol. 9, Pg. 422, 1991.
rabbit LD50 skin > 2gm/kg (2000mg/kg)   Merck Index. Vol. 11, Pg. 658, 1989.
rat LC50 inhalation 1100mg/m3/4H (1100mg/m3) SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE
LUNGS, THORAX, OR RESPIRATION: DYSPNEA
SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 National Technical Information Service. Vol. OTS0536993,
rat LD50 oral 709mg/kg (709mg/kg)   Pesticide Manual. Vol. 9, Pg. 422, 1991

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