| Identification | More | [Name]
(3-((6-Chloro-3-pyridinyl)methyl)-2-thiazolidinylidene)cyanamide | [CAS]
111988-49-9 | [Synonyms]
[3-(6-CHLORO-3-PYRIDINYLMETHYL)-2-THIAZOLIDINYLIDENE]CYANAMIDE
THIACLOPRID
(3-((6-chloro-3-pyridinyl)methyl)-2-thiazolidinylidene)-cyanamid
3-(2-chlor-5-pyridylmethyl)-2-cyaniminothiazolidin
ntn33894
Cyanamide, 3-(6-chloro-3-pyridinyl)methyl-2-thiazolidinylidene-
thiacloprid (bsi, pa iso)
yrc 2894
CHLORNICOTINYL
[[3-[(6-chloropyridin-3-yl)methyl]thiazolidin-2-ylidene]amino]formonitrile
3-（6-chloro-3-pyridinylmethyl)-1,3-thiazolidin-2-ylidence cyanamida
Bay YRC 2894
Calypso | [EINECS(EC#)]
601-147-9 | [Molecular Formula]
C10H9ClN4S | [MDL Number]
MFCD02101042 | [Molecular Weight]
252.72 | [MOL File]
111988-49-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
128-129° | [Boiling point ]
423.1±55.0 °C(Predicted) | [density ]
1.42±0.1 g/cm3(Predicted) | [vapor pressure ]
0-0Pa at 20-25℃ | [storage temp. ]
0-6°C | [solubility ]
Chloroform: Slightly Soluble,Methanol: Slightly Soluble | [form ]
neat | [pka]
0.01±0.10(Predicted) | [color ]
White to off-white | [Henry's Law Constant]
9.0×108 mol/(m3Pa) at 25℃, HSDB (2015) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C10H9ClN4S/c11-9-2-1-8(5-13-9)6-15-3-4-16-10(15)14-7-12/h1-2,5H,3-4,6H2/b14-10+ | [InChIKey]
HOKKPVIRMVDYPB-GXDHUFHOSA-N | [SMILES]
N1(CCS/C/1=N/C#N)CC1=CN=C(Cl)C=C1 | [LogP]
1.3-1.4 at 24℃ and pH4-9 | [Surface tension]
72mN/m at 150mg/L and 20℃ | [CAS DataBase Reference]
111988-49-9(CAS DataBase Reference) | [EPA Substance Registry System]
111988-49-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/22:Harmful by inhalation and if swallowed .
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S60:This material and/or its container must be disposed of as hazardous waste . | [RIDADR ]
2588 | [WGK Germany ]
2 | [RTECS ]
GS6093749 | [REACH Registrations]
Active | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29349990 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Acute Tox. 4 Inhalation
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Repr. 1B
STOT SE 3 | [Hazardous Substances Data]
111988-49-9(Hazardous Substances Data) | [Toxicity]
LD50 in male, female rats (mg/kg): 836, 444 orally; >2000, >2000 dermally; LC50 (4 hr) in male, female rats (mg/m3): >2535, 1223; LC50 (96 hr) in rainbow trout (mg/l): 30.5 (Elbert) |
| Hazard Information | Back Directory | [Hazard]
Moderately toxic by ingestion and inhalation. A reproductive hazard. | [Uses]
Insecticide. | [Definition]
ChEBI:Thiacloprid is a nitrile that is cyanamide in which the hydrogens are replaced by a 1,3-thiazolidin-2-ylidene group which in turn is substituted by a (6-chloropyridin-3-yl)methyl group at the ring nitrogen. It has a role as a xenobiotic, an environmental contaminant and a neonicotinoid insectide. It is a member of thiazolidines, a nitrile and a monochloropyridine. It is functionally related to a 2-chloropyridine and a cyanamide. | [Production Methods]
The production of thiacloprid involves a multi-step synthesis based around coupling two key intermediates. First, 2-cyanoimino-1,3-thiazolidine is synthesized from precursors like cyanamide, carbon disulfide, and cysteamine hydrochloride through cyclization reactions. Separately, 2-chloro-5-chloromethylpyridine is prepared from 2-chloro-5-methylpyridine via chlorination. These two intermediates are then reacted in a suitable solvent, such as methanol or n-butanol, in the presence of a base like guanidine, which facilitates nucleophilic substitution to form the final product. | [General Description]
Thiacloprid is a chloronicotinyl insecticide, which can be commonly used in agriculture in order to control various sucking insects like aphids, whiteflies and some jassids. It can also be actively used against weevils, leaf miners and various species of beetles.
Find more information here: Neonicotinoids | [Mechanism of action]
Contact and stomach action with some systemic properties. Nicotinic acetylcholine receptor (nAChR) channel blocker. | [storage]
Store at -20°C | [Pesticide Type]
Insecticide; Molluscicide |
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