31895-22-4

Basic information

• Product Name: Thiocyclam hydrogen oxalate
• Synonyms: Evisect;N,N-dimethyl-1,2,3-trithiaxan-5-ylamine oxalate;N,N-Dimetnyl-1,2,3-trithian-5-ylamine;Sulfoxane;THIOCYCLAM HYDROGEN OXALATE STANDARD;bis(1,2,3-trithiacyclohexyldimethylammonium) oxalate thiocyclam-oxalate;Thiocyclam oxalate;Bis(1,2,3-trithiacyclohexyldimethylammon
• CAS NO: 31895-22-4
• Molecular Formula: C₂H₂O₄*C₅H₁₁NS₃
• Molecular Weight: 271.38
• EINECS: 250-859-2
• Product Categories: E-GPesticides;Nereistoxin analogueAlphabetic;Alpha sort;Insecticides;Pesticides&Metabolites;TF - TO
• Mol File: 31895-22-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 280.7 °C at 760 mmHg
• Flash Point: 130 °C
• Appearance: /
• Vapor Pressure: 5.45 x 10-4 Pa (20 °C)
• Storage Temp.: 0-6°C
• PKA: 3.95 (acid), 7.0 (base)
• Water Solubility: 16.3 g l-1(20 °C, pH 6.8)
• BRN: 4771240
• CAS DataBase Reference: Thiocyclam hydrogen oxalate(CAS DataBase Reference)
• NIST Chemistry Reference: Thiocyclam hydrogen oxalate(31895-22-4)
• EPA Substance Registry System: Thiocyclam hydrogen oxalate(31895-22-4)

Safety Data

• Hazard Codes: Xn,N
• Statements: 21/22-50/53
• Safety Statements: 36/37-46-60-61
• RIDADR: 2588
• WGK Germany: 3
• RTECS: YL8300000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 31895-22-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 31895-22-4 differently. You can refer to the following data:
1. Thiocyclam is used to protect against Lepidoptera, Coleoptera, some Diptera and Thysanoptera. It is used to control Colorado beetle in potatoes, Lepidoptera and Coleoptera pest complexes in rape, stem borers in irrigated rice, corn borers and Tanymecus in maize, weevils and other Coleoptera in sugar beet, stem borers in sugar cane, Lepidoptera in fruit trees and leaf miners in vegetables.
2. Thiocyclam (trade name Evisect) is a broad-spectrum nereistoxin analogue insecticide used widely for agricultural applications.

Definition

ChEBI: An oxalate salt resulting from the formal reaction of equimolar amounts of thiocyclam and oxalic acid. A nicotinic acetylcholine receptor agonist, it was used as a broad-spectrum insecticide. It is not approved for use within the European Union.

Metabolic pathway

Thiocyclam is a propesticide of the natural product nereistoxin which is a potent insect neurotoxin isolated from the annelid Lumbviconeveis hetevopoda. Thiocyclam is rapidly converted into nereistoxin in biological media, the latter being relatively stable. See the entry for cartap for some further information on nereistoxin.

Degradation

The DT50 value for hydrolysis of thiocyclam hydrogen oxalate at pH 5 is 6 months and at pH values in the range 7-9 is 5-7 days (25 °C). It is degraded in natural water (not specified) via nereistoxin (2) and its oxide (3) to compounds of lower molecular weight. The rate of degradation is increased by irradiation with light. It is degraded by sunlight, the DT50 value being 2-3 days in surface waters (PM).

InChI:InChI=1/2C5H11NS3.C2H2O4/c2*1-6(2)5-3-4-7-9-8-5;3-1(4)2(5)6/h2*5H,3-4H2,1-2H3;(H,3,4)(H,5,6)

Upstream product

• 1631-52-3 4-N,N-dimethylamino-1,2-dithiolane oxalate 

Relevant articles and documents

Thiocyclam durch Schweflung von Nereistoxin

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