Fluoroimide

HCID 93228

Substructure search Find similar structures

Basic information

CAS: 41205-21-4
Standard SMILES: O=C1C(Cl)=C(Cl)C(=O)N1c1ccc(F)cc1
InChIKey: IPENDKRRWFURRE-UHFFFAOYSA-N
Molecular formula: C10H4Cl2FNO2
Average molar mass: 260.04 g/mol
Monoisotopic mass: 258.96031195

Overview

Fluoroimide is a maleimide that is substituted at positions 3 and 4 by chlorines and on the nitrogen by a p-fluorophenyl group. Previously used as a fungicide (now obsolete). It has a role as an antifungal agrochemical. It is an organochlorine pesticide, an organofluorine pesticide, a member of maleimides, a member of monofluorobenzenes and a dicarboximide fungicide.

Names & identifiers

Preferred name: Fluoroimide
IUPAC: 3,4-dichloro-1-(4-fluorophenyl)pyrrole-2,5-dione
English name: Fluoroimide
Molecular formula: C10H4Cl2FNO2
Molecular weight: 260.05

Names & synonyms

Fluoroimide41205-21-43,4-Dichloro-1-(4-fluorophenyl)-1H-pyrrole-2,5-dioneFluoromideSpartcideSparticide2,3-Dichloro-N-4-fluorophenylmaleimideMK 23N-p-Fluorophenyl-2,3-dichloromaleimideUNII-2RA6KRO7U92RA6KRO7U91H-Pyrrole-2,5-dione, 3,4-dichloro-1-(4-fluorophenyl)-

Show more names

mk23SpatcideNSC 622384fluoroimide (jmaf)FLUOROIMIDE STANDARDOTAVA-BB BB7014250005

BRN 1534427DTXSID7058092CHEBI:818263,4-dichloro-1-(4-fluorophenyl)-1N-pyrrole-2,5-dioneRefChem:140946DTXCID3031860609-898-4IPENDKRRWFURRE-UHFFFAOYSA-N

Database identifiers

CAS: 41205-21-4
PubChem CID: 93228
DTXSID: DTXSID7058092
ChEMBL: CHEMBL1989810
ChEBI: CHEBI:81826
UNII: 2RA6KRO7U9
EC Number: 609-898-4
Nikkaji: J1.893G

Properties

Computed structural properties

XLogP: 2.8
Topological polar surface area: 37.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 16
Formal charge: 0
Complexity: 351

Experimental & physicochemical properties

LogP2.3

Physicochemical properties

Melting point: 238 · 238~242℃
Boiling point: 324.7 · 324.7±42.0 °C(Predicted)
Density: 1.63 · 1.63±0.1 g/cm3(Predicted)
vapor pressure: 3.4 x · 3.4 x 10-3 Pa (25 °C)
storage temp.: Inert atmosphere,Room Temperature
solubility: DMSO (Sparingly), Methanol (Slightly)
form: Solid
Water Solubility: 5.9 mg · 5.9 mg l-1 (20 °C)
pka: -4.79 · -4.79±0.60(Predicted)
color: Off-White to Light Yellow
Henry's Law Constant: 7.7 · 7.7×10-1 mol/(m3Pa) at 25℃, Ebert et al. (2023)
EWG's Food Scores: 1 · 1
FDA UNII: 2 RA6KRO7U9 · 2RA6KRO7U9
Symbol(GHS): 5 · GHS05,GHS06,GHS09
Signal word: Danger
Hazard statements: 318 · H318-H331-H411
Precautionary statements: 261 · P261-P273-P280-P305+P351+P338-P311
Hazard Codes: T,N
Risk Statements: 23 · 23-41-51/53
Safety Statements: 26 · 26-39-45-61
RIDADR: 2811 · UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s., HI: all

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

P261, P264+P265, P271, P273, P280, P304+P340, P305+P354+P338, P316, P317, P321, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H361: Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]

Hazard information

Hazard Classes and Categories · 2 items

Eye Dam. 1 (100%)

Acute toxicity (Inhalation: Dusts and mists) - Category 3

Safety data

ridadr: UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s., HI: all
risk_code: 23-41-51/53
Signal word: Danger
Symbol(GHS): GHS05,GHS06,GHS09
hazard_code: T,N
safety_code: 26-39-45-61
Hazard statements: H318-H331-H411
Precautionary statements: P261-P273-P280-P305+P351+P338-P311

Chemistry & industry

Applications · 1 item

UsesFluoroimide is used to control Monilinia mali and Mycosphaerella pomi in apples, Diaporthe citri and Elsinoe fawcetti in citrus, Corticium spp. in rubber trees, Botryfis cinerea and Peronospora destructor in onions, Colletotrichum theae-sinensis and Exobasidium vexans in tea, Phytophthora infestans in potatoes at 2-5 kg a.i. ha-1 and Cercospora kaki and Mycosphaerella mwae in persimmons at 0.5-2 kg ha-1.

Suppliers30 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]

上海腾准生物科技有限公司19821570922 · [email protected]

梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]

Additional notes

DefinitionChEBI: A maleimide that is substituted at positions 3 and 4 by chlorines and on the nitrogen by a p-fluorophenyl group. Previously used as a fungicide (now obsolete).