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QUINOXYFEN structure
QUINOXYFEN structure

QUINOXYFEN

Iupac Name:5,7-dichloro-4-(4-fluorophenoxy)quinoline
CAS No.:124495-18-7
Molecular Weight:308.13
Introduction: Quinoxyfen is under development for the control of powderymildew in cereals and grapes. View more+
1. Names and Identifiers
1.1 Name
QUINOXYFEN
1.2 Synonyms

(5,7-dichloro-4-quinolyl) (4-fluorophenyl) ether 5,7-Dichloro-4-(4-fluorophenoxy)quinoline Atlas DE 795 FORTRESS(R) Legend Legend (fungicide) Legend Elios Quinoline, 5,7-dichloro-4-(4-fluorophenoxy)- Quinoxyfen 100mg [124495-18-7] Quintec Quintec 2SC

1.3 CAS No.
124495-18-7
1.4 CID
3391107
1.5 EINECS(EC#)
602-997-3
1.6 Molecular Formula
C15H8Cl2FNO (isomer)
1.7 Inchi
InChI=1S/C15H8Cl2FNO/c16-9-7-12(17)15-13(8-9)19-6-5-14(15)20-11-3-1-10(18)2-4-11/h1-8H
1.8 InChkey
WRPIRSINYZBGPK-UHFFFAOYSA-N
1.9 Canonical Smiles
C1=CC(=CC=C1OC2=C3C(=CC(=CC3=NC=C2)Cl)Cl)F
1.10 Isomers Smiles
C1=CC(=CC=C1OC2=C3C(=CC(=CC3=NC=C2)Cl)Cl)F
2. Properties
3.1 Density
1.430
3.1 Melting point
105-106°
3.1 Boiling point
423℃
3.1 Refractive index
1.648
3.1 Flash Point
>100 °C
3.1 Vapour pressure
5.62E-07mmHg at 25°C
3.1 Precise Quality
306.99700
3.1 PSA
22.12000
3.1 logP
5.47300
3.1 Solubility
0.12 mg l-1 (20 °C)
3.2 Appearance
liquid
3.3 Chemical Properties
Off-White Solid
3.4 pKa
2.87±0.50(Predicted)
3.5 StorageTemp
0-6°C
3. Use and Manufacturing
4.1 Definition
ChEBI: A member of the class of quinolines carrying two chloro substituents at positions 5 and 7 together with a 4-fluorophenoxy substituent at position 4. A fungicide used mainly to control powdery mildew in cereals.
4.2 Environmental Fate
The stability of quinoxyfen in the soil has been shownto vary depending on soil type and source. DT50 valuesobtained in the field varied from 5 to 454 days for arange of soil types. The strong adsorptive properties ofquinoxyfen reduce its soil dissipation rate, but result inno leaching potential of this fungicide into waterways orgroundwater. The primary metabolite formed in the soil is3-hydroxyquinoxyfen . A secondary soil metaboliteis 5,7-dichloro-4-hydroxyquinoline (DCHQ). DCHQ wasalso found not to leach, even in sandy soils. Under acidicaqueous conditions, DCHQ was the primary metabolitefound, and this was produced in greater quantities atacidic pHs. An additional metabolite was isolated fromboth water and the sediment in an aqueous clay loamsystem. Although not positively identified, it is suspectedto be 6-hydroxyquinoxyfen.A similar hydrolysis profile is observed in wateras in soil (3). The primary product produced underacidic conditions in the absence of light was DCHQ.However, in the presence of light, photolysis was greatlyincreased and dose dependent on the amount of sunlightreceived. The primary photolysis product was 2-chloro-10-fluoro[1]benzopyrano[2,3,4-de]quinoline (CFBPQ).
4.3 Usage
Quinoxyfen is under development for the control of powderymildew in cereals and grapes.
4. Safety and Handling
5.1 Hazard Codes
Xi,N
5.1 Risk Statements
43-50/53
5.1 Safety Statements
24-37-46-60-61
5.1 Packing Group
III
5.1 Hazard Class
9
5.1 RIDADR
UN3077 9/PG 3
5.1 WGK Germany
3
5.1 RTECS
VB4287500
5.1 Toxicity
LD50 orally in rats: >5000 mg/kg; dermally in rabbits: >2000 mg/kg; by inhalation in rats: >3.38 mg/l (Longhurst)
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin sensitization, Category 1

Hazardous to the aquatic environment, short-term (Acute) - Category Acute 1

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H317 May cause an allergic skin reaction

H410 Very toxic to aquatic life with long lasting effects

Precautionary statement(s)
Prevention

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P272 Contaminated work clothing should not be allowed out of the workplace.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P273 Avoid release to the environment.

Response

P302+P352 IF ON SKIN: Wash with plenty of water/...

P333+P313 If skin irritation or rash occurs: Get medical advice/attention.

P321 Specific treatment (see ... on this label).

P362+P364 Take off contaminated clothing and wash it before reuse.

P391 Collect spillage.

Storage

none

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

7. Synthesis Route
124495-18-7Total: 1 Synthesis Route
8. Precursor and Product
9. Other Information
9.0 Merck
14,8079
9.1 Chemical Properties
Off-White Solid
9.2 Uses
Agricultural fungicide.
9.3 Definition
ChEBI: A member of the class of quinolines carrying two chloro substituents at positions 5 and 7 together with a 4-fluorophenoxy substituent at position 4. A fungicide used mainly to control powdery mildew in cereals.
10. Computational chemical data
  • Molecular Weight:308.13g/mol
  • Molecular Formula:C15H8Cl2FNO
  • Compound Is Canonicalized:True
  • XLogP3-AA:5.1
  • Exact Mass:306.9966974
  • Monoisotopic Mass:306.9966974
  • Complexity:325
  • Rotatable Bond Count:2
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:3
  • Topological Polar Surface Area:22.1
  • Heavy Atom Count:20
  • Defined Atom Stereocenter Count:0
  • Undefined Atom Stereocenter Count:0
  • Defined Bond Stereocenter Count:0
  • Undefined Bond Stereocenter Count:0
  • Isotope Atom Count:0
  • Covalently-Bonded Unit Count:1
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