60168-88-9 Usage
Uses
Different sources of media describe the Uses of 60168-88-9 differently. You can refer to the following data:
1. Fenarimol is a broad spectrum pyrimidine carbinol fungicide with
protective, curative and eradicative activities against powdery mildew
(Erysiphe spp., Pudusphaera leucutricha, Uncinula necatur, Sphaerutheca spp.,
Leveillula spp.) and scab (Venturia spp.) in many crops. It also controls
powdery mildew (Sphaerutheca pannusa) in ornamentals and Fusarium
patch (Micruduccium niuale), Take-all patch (Laefisaria fuciformis), Dollar
spot (Sderutina humeucavpa) and red thread (Gaeumannumyces graminis) in
turf and amenity grasses.
2. Fenarimol is a pyrimidine based fungicide which acts against rusts, blackspot and mildew fungi and it works by inhibiting the fungus’s biosynthesis of important steroid molecules.
General Description
Pure white crystalline solid. Used as a fungicide. Irritates skin and mucous membranes.
Reactivity Profile
Fenarimol produces toxic gases when heated to decomposition.
Safety Profile
Moderately toxic by
ingestion. Experimental reproductive
effects. Mutation data reported. When
heated to decomposition it emits toxic
fumes of Cland NOx.
Metabolic pathway
The primary dissipation mechanism of fenarimol in the environment
involves photolysis on plants/soil surfaces and water. More than 80
photoproducts have been observed, resulting from the reduction of the
pyrimidine ring, hydrolysis, ring migration and cleavage of the phenyl
and pyrimidine ring moieties. Under laboratory conditions in the dark,
fenarimol is relatively persistent in soil, but a more rapid dissipation was
observed under field conditions with DT50 values of 18-140 days, attributed
to photolysis of fenarimol on the soil surface. Fenarimol degrades
in/on plant foliage/fruit surfaces mainly by photochemical processes.
In animals, fenarimol is metabolised extensively to yield hydroxylated,
cleavage and dechlorination products. The primary photolytic and
metabolic pathways of fenarimol are presented in Schemes 1 and 2.
Degradation
Fenarimol(1) is stable in sterile buffered water in the dark at pH 3,6 and 9
at 25 °C, 37 °C and 52 °C for 28 days (Decker and Sullivan, 1975) but is
readily degraded via photolysis. The photolytic DT50 in distilled water
under natural sunlight and clear sky conditions at 40°N in mid-summer
was approximately 12 hours (Day, 1975). The primary aqueous photolysis
reaction involved the migration of the pyrimidine ring to one of
the chlorophenyl rings, followed by the oxidation of the carbinol moiety
to the corresponding ketone to yield 4-chloro-2-(5-pyrimidyl)-2'-chlorobenzophenone
(2).
Fenarimol was extensively photodegraded on solid surfaces. More than
80 photodegradation products were formed when fenarimol was exposed
to sunlight on a stainless steel surface for up to 200 hours (Althaus and
Bewley, 1978a). All photoproducts were formed at very low levels (less
than 3% each) and 14 were identified. An abbreviated photogradation
pathway of fenarimol is presented in Scheme 1. These products were
generated from the following reactions: the migration of the pyrimidine
ring to one of the chlorophenyl rings, followed by the oxidation of the
carbinol moiety to yield compound 2; cleavage of either one of the
chlorophenyl (to yield 3,4) or pyrimidine rings (5,6); aryl hydroxylation
of one of the chlorophenyl rings (7); carbinol dehydroxylation reaction
to yield 8 and a bridged fluorene product (9) from the dechlorination
reaction. Various cleavage products (carboxylic acids) derived from the
chlorophenyl (10-13) and the pyrimidine moieties (14) were also
observed.
Check Digit Verification of cas no
The CAS Registry Mumber 60168-88-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,0,1,6 and 8 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 60168-88:
(7*6)+(6*0)+(5*1)+(4*6)+(3*8)+(2*8)+(1*8)=119
119 % 10 = 9
So 60168-88-9 is a valid CAS Registry Number.
InChI:InChI=1/C17H12Cl2N2O/c18-13-7-5-11(6-8-13)16(22)12-9-20-17(21-10-12)14-3-1-2-4-15(14)19/h1-10,16,22H
60168-88-9Relevant articles and documents
Preparation of Functionalized Diaryl- and Diheteroaryllanthanum Reagents by Fast Halogen–Lanthanum Exchange
Benischke, Andreas D.,Anthore-Dalion, Lucile,Berionni, Guillaume,Knochel, Paul
supporting information, p. 16390 - 16394 (2017/11/28)
Aryl and heteroaryl halides (X=Br, I) undergo a fast and convenient halogen–lanthanum exchange with nBu2LaMe, which leads to functionalized diaryl- and diheteroaryllanthanum derivatives. Subsequent trapping reactions with selected electrophiles, such as ketones, aldehydes, or amides, proceeded smoothly at ?50 °C in THF, affording polyfunctionalized alcohols and carbonyl derivatives. Kinetic competition experiments revealed a similar reactivity trend as for Br/Mg exchange, but 106-times higher rates, making it comparable to Br/Li exchange.
Iminooxy-substituted benzyl phenyl ethers, processes and intermediates for their preparation, compositions comprising them, and their use for controlling harmful fungi
-
, (2008/06/13)
Iminooxy-substituted benzyl phenyl ethers of the formula I in which the substituents and the index are as defined below: Y is H, CH3, F or Cl; Q is C(═CHOCH3)—COOCH3, C(═CHCH3)—COOCH3, C(═NOCH3)—COOCH3, C(═NOCH3)—CONHCH3 or N(—OCH3)—COOCH3; X is hydrogen, halogen, alkyl, alkoxy or CF3; m is 1 or 2, where the radicals X may be different if m=2; R1 is alkyl and R2 is hydrogen or alkyl; or R1 and R2 together are cyclopropyl, cyclopentyl or cyclohexyl; R3 is alkyl or CF3; and R4 is alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl or haloalkynyl; processes and intermediates for their preparation, compositions comprising them, and their use, are described.
Bisimino-substituted phenyl compounds and their use as pesticides
-
, (2008/06/13)
Imino-substituted phenyl compounds of the formula I where the substituents have the following meanings:z is a group A or B ?where? denotes the bond with the phenyl ring and?Ra is halogen, alkyl or alkoxy;y is halogen, alkyl, haloalkyl or alkoxy;n is 0, 1 or 2, it being possible for the radicals Y to be different if n=2;R1 is halogen, haloalkyl or alkoxy;R2 is alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl or haloalkynyl;R3 is cyano, alkyl, haloalkyl, alkoxy, cycloalkoxy, alkoxyalkyl;?unsubstituted or substituted cycloalkyl, aryl, aryloxy or arylmethylene, heteroaryl, heterocyclyl,?C(R3a)=N—OR3b or C(R3a)=CR3cR3d, whereR3a, R3b, R3c, R3d independently of one another are hydrogen, alkyl or unsubstituted or substituted phenyl,processes for their preparation, and their use.
