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Thiodicarb

Thiodicarb Structure
CAS No.
59669-26-0
Chemical Name:
Thiodicarb
Synonyms
LARVIN;Thiodicard;Bis[1-methylthioacetaldehyde-O-(N-methylcarbamoyl)oximino]sulfide;NIVRAL;CHIPCO;SKIPPER;semevin;uc51762;uc51769;uc80502
CBNumber:
CB9185450
Molecular Formula:
C10H18N4O4S3
Molecular Weight:
354.47
MOL File:
59669-26-0.mol
Modify Date:
2023/5/15 10:42:51

Thiodicarb Properties

Melting point 168-172°C
Boiling point 433.8±28.0 °C(Predicted)
Density 1.4000
vapor pressure 5.1×10-3 Pa (20 °C)
refractive index 1.6000 (estimate)
storage temp. 0-6°C
solubility Chloroform (Slightly), Methanol (Slightly)
pka -1.79±0.70(Predicted)
Water Solubility 35 mg l-1(25 °C)
Merck 13,9403
CAS DataBase Reference 59669-26-0(CAS DataBase Reference)
EPA Substance Registry System Thiodicarb (59669-26-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS09
Signal word  Danger
Hazard statements  H301-H330-H400
Precautionary statements  P260-P264-P270-P271-P273-P304+P340+P310
Hazard Codes  T+
Risk Statements  25-26
Safety Statements  28-36/37-45
RIDADR  2757
WGK Germany  3
RTECS  KJ4301050
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 in rats (mg/kg): 160 orally, >1600 dermally (Sousa)

Thiodicarb price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 68124 Thiodicarb reference material 59669-26-0 100MG ₹16324.1 2022-06-14 Buy
Sigma-Aldrich 34375 Thiodicarb PESTANAL?, analytical standard 59669-26-0 250MG ₹10327.05 2022-06-14 Buy
Sigma-Aldrich(India) 34375 Thiodicarb PESTANAL?, analytical standard 59669-26-0 250MG ₹10327.05 2022-06-14 Buy
Product number Packaging Price Buy
68124 100MG ₹16324.1 Buy
34375 250MG ₹10327.05 Buy
34375 250MG ₹10327.05 Buy

Thiodicarb Chemical Properties,Uses,Production

Description

Thiodicarb, 3,7,9,13-tetramethyl-5,11- dioxa-2,8,14-trithia-4,7,9,12-tetra-azapentadeca-3,12-di ene-6,10-dione (IUPAC), consists of colorless crystals, which are sparingly soluble in water, readily soluble in dichloromethane, acetone, methanol, and xylene. Thiodicarb is produced by reaction of N,N -thiobis(methylcarbamic acid fluoride) with 2-methylthioacetaldoxim in the presence of a base.

Uses

Thiodicarb is used as an insecticide.

General Description

Colorless to pale tan crystals. Non corrosive. Used as an insecticide.

Air & Water Reactions

Hydrolyzed by strong acid or base.

Reactivity Profile

A carbamate derivative. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.

Agricultural Uses

Insecticide, Molluscicide, Ovicide: Not approved for use in EU countries. Registered for use in the U.S. Thiodicarb is used primarily on cotton, sweet corn, and soybeans. The remaining usage is spread among leafy vegetables, cole crops, ornamentals, and other minor use sites. Thiodicarb acts as an ovicide against cotton bollworms and budworms.

Trade name

CGA® 45156; CHIPCO[C]; DICARBOSULF®; DICARBASULF®; LARVIN®; LEPICRON®; SEMEVIN®; NIVRAL®; UC-51762®; UC 51769®; UC 80502®

Environmental Fate

Soil. Under aerobic and anaerobic soil conditions, thiodicarb degrades to methomyl and methomyl oxime (Hartley and Kidd, 1987). The reported half-life in various soils is 3–8 days (Hartley and Kidd, 1987).

Metabolic pathway

The initial metabolic reaction of thiodicarb in soils, plants and animals is the hydrolytic or thiolytic cleavage of the N-S bond to methomyl. The subsequent metabolic pathway of methomyl involves hydrolysis / elimination reactions to yield S-methyl-N-hydroxythioacetimidate and ultimately acetonitrile and CO2 as the major terminal products. The metabolic pathways of thiodicarb are presented in Scheme l. See also the methomyl entry.

CHIPCO DICARBASULF 3,7,9,13-TETRAMETHYL-5,11-DIOXA-2,8,14-TRITHIA-4,7,9,12-TETRAAZAPENTADECA-3,12-DIENE-6,10-DIONE NIVRAL SKIPPER SEMEVIN(R) THIODICARB Dimethyl N,N'-[thiobis[(methylimino)carbonyloxy]]bis(thioimidoacetate) N,N'-[Thiobis[(methylimino)carbonyloxy]]bis-ethanimidothioic acid dimethyl ester 3,7,9,13-tetramethyl-5,11-dioxa-2,8,14-trithia-4,7,9,12-tetrazapentadeca-3,12-diene-6,10-dione OMS 3026 LARVIN(R) Dimethyl N,N'-[thiobis[(methylimino)carbonyloxy]]bis(thioimidoacetate)Methomyl Thiodicarb 250mg [59669-26-0] 2,4,8-TriMethyl-5-oxo-6-oxa-3,9-dithia-2,4,7-triazadec-7-enoic Acid [1-(Methylthio)ethylidene]azanyl Ester a93-29311 bismethomylthioether cga45156 dicarbosulf dimethyl-n,n-(thio-bis-(methylimino)carbonyloxy)-bis-(ethanimidothioate) Ethanimidothioicacid,N’,N’-(thiobis((methylimino)carbonyloxy))bis-,dimethylester larvinthiodicarbinsecticideovicide lepicron liushuanwei n,n’-(thiobis((methylimino)carbonyloxy))bisethanimidothioicaciddimethylest n,n’-(thiobis((methylimino)carbonyloxy))bis-ethanimidothioicacidimethyle n,n’-(thiobis((methylimino)carbonyloxy))bis-ethanimidothioicacidimethylester n,n’-bis(1-methylthioacetaldehydeo-(n-methylcarbamoyl)oxime)sulfide semevin uc51762 uc51769 uc80502 (3EZ,12EZ)-3,7,9,13-tetramethyl-5,11-dioxa-2,8,14-trithia-4,7,9,12-tetraazapentadeca-3,12-diene-6,10-dione AI3-29311 Semevin(Union Carbide) NITRAPYRIN PESTANAL (2-CHLORO-6-TRICHLO& THIODICARB, 250MG, NEAT thiocarb (bsi,iso,ansi) methyl N-[methyl-[methyl-(1-methylsulfanylethylideneamino)oxycarbonylamino]sulfanylcarbamoyl]oxyethanimidothioate thiodicarb 95% Thiodicarb Solution, 1000ppm Thiodicarb in Methanol Thiodicarb@1000 μg/mL in Acetonitrile Thiodicarb Standard Thiodicarb @100 μg/mL in MeOH 6-Oxa-3,9-dithia-2,4,7-triazadec-7-enoic acid, 2,4,8-trimethyl-5-oxo-, [1-(methylthio)ethylidene]azanyl ester Thiodicarb Solution in Methanol, 1000μg/mL Bis[1-methylthioacetaldehyde-O-(N-methylcarbamoyl)oximino]sulfide LARVIN Thiodicard 59669-26-0 C10H18N4O4S3 Aliphatics Sulfur & Selenium Compounds Alpha sort MolluscicidesPesticides&Metabolites Q-ZAlphabetic MolluscicidesAlphabetic