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Zinc Dimethyldithiocarbamate is a coordination complex of zinc with dimethyldithiocarbamate. Zinc Dimethyldithiocarbamate is a pale yellow solid that is used as a fungicide, the sulfur vulcanization of rubber, and other industrial applications.
A dithiocarbamate salt that is the zinc salt of dimethyldithiocarbamic acid.
CAS: 137-30-4
MF: C6H12N2S4Zn
MW: 305.83
EINECS: 205-288-3
Synonyms
THIONIC;POMARSOL Z;POMARSOL Z(R);MILBAM(R);AAVOLEX;KARBAM WHITE(R);FUCLASIN;FUCLASINE(R)
;137-30-4;Dimethyldithiocarbamate zinc salt;zinc;N,N-dimethylcarbamodithioate;DTXCID301464;CAS-137-30-4;(T-4)-bis(dimethylcarbamodithioato-kappaS,kappaS')zinc;SCHEMBL22004;Zinc Dimethyl Dithio Carbamate;Bis(dimethyldithiocarbamato)zinc;bis(dimethylcarbamothioylthio)zinc;Bis-dimethyldithiocarbamate de zinc;Zinc dimethyldithiocarbamate, 97%;Tox21_201910;Tox21_300503;MFCD00064797;AKOS015960834;Bis(dimethylcarbamodithioato-S,S')zinc;Zinc bis(dimethylthiocarbamoyl)disulfide;NCGC00254404-01;NCGC00259459-01;Ziram, PESTANAL(R), analytical standard;Zinc bis(dimethyldithiocarbamoyl)disulphide;Zinc dimethyldithiocarbamate, purum, >=97.0% (KT)
Zinc Dimethyldithiocarbamate is a broad-spectrum fungicide and bird and animal repellent that is also used to accelerate the vulcanisation of rubber.
Ditiocarb zinc, also known as Zinc Dimethyldithiocarbamate, is a known chelator for copper and zinc.
Zinc Dimethyldithiocarbamate also a dermatological sensitizer and allergen.
Sensitivity to ditiocarb zinc may be identified with a clinical patch test.
Zinc Dimethyldithiocarbamate Chemical Properties
Melting point: 248-257 °C(lit.)
Boiling point: 335.83℃[at 101 325 Pa]
Density: 1.66
Vapor pressure: <1 x 10-6 Pa
Storage temp. :APPROX 4°C
Solubility: DMSO (Sparingly), Methanol (Sparingly)
Form: Powder
Specific Gravity: 1.71
Color: White
Odor: odorless when pure
Water Solubility: 0.0065 g/100 mL
Hydrolytic Sensitivity 4: no reaction with water under neutral conditions
Merck: 14,10172
BRN: 3707008
InChIKey: DUBNHZYBDBBJHD-UHFFFAOYSA-L
LogP: 1.65 at 20℃
CAS DataBase Reference: 137-30-4(CAS DataBase Reference)
IARC: 3 (Vol. Sup 7, 53) 1991
NIST Chemistry Reference: Zinc Dimethyldithiocarbamate(137-30-4)
EPA Substance Registry System: Ziram (137-30-4)
White and odorless when pure.
Almost insoluble inwater; soluble in acetone, carbon disulfide, chloroform, dilute alkalies, and concentrated hydrochloric acid.
Chemistry
Zinc Dimethyldithiocarbamate is a prototypical zinc dithiocarbamate, a broad class of coordination complexes with the formulae Zn(R2NCS2)2, where R can be varied.
Such compounds are produced by treating zinc and dithiocarbamate (R2NCS2−), as illustrated with dimethyldithiocarbamate:
2 (CH3)2NCS2− + Zn2+ → Zn((CH3)2NCS2)2
Annually, approximately 1.9 million pounds of the active ziram ingredient are used.
Zinc Dimethyldithiocarbamate is often sold in powder or granule form.
Zinc Dimethyldithiocarbamate complexes degrade thermally to give zinc sulfide.
Structure
Compounds of the type Zn(S2CNR2)2 are dimeric, i.e. their proper formula is [Zn(S2CNR2)2]2.
Each Zn center is in a distorted pentacoordinate site, with four Zn–S bonds of 2.3 Å length and one Zn–S interaction is over 2.8 Å in length.
Mono-zinc derivatives are obtained by adding strong ligands (L) such as amines, which give adducts Zn(S2CNR2)2L.
Uses
Zinc Dimethyldithiocarbamate is a protective fungicide applied to foliage to control diseases on pome fruit, stone fruit, nuts, vines, vegetables and ornamentals.
Zinc Dimethyldithiocarbamate is used to control scab in apples and pears and Monilia, Alternaria, Septoria, peach leaf curl, shot hole, rusts, black rot and anthracnose.
Zinc Dimethyldithiocarbamate is also used as a wildlife repellent, smeared as a paste onto tree trunks or sprayed onto ornamentals, dormant fruit trees and other crops.
Zinc Dimethyldithiocarbamate is a member of a class of dithiocarbamates, and has been used in agriculture as a fungicide and in the rubber industry as a vulcanization accelerator.
Known as ziram in agriculture, Zinc Dimethyldithiocarbamate was introduced in the United States in 1960 as a broad-spectrum fungicide.
Zinc Dimethyldithiocarbamate was used to address scab on apples and pears, leaf curl in peaches, and anthracnose and blight in tomatoes.
In 1981, additional uses for Zinc Dimethyldithiocarbamate were approved, including the prevention of leaf blight and scab on almonds, shot-hole in apricots, brown rot and leaf spot in cherries, and scab and anthracnose in pecans.
Zinc Dimethyldithiocarbamate also began to be used on residential ornaments as a bird and mammal repellent.
As a protectant fungicide, Zinc Dimethyldithiocarbamate is active on the plant’s surface where it forms a chemical barrier between the plant and a fungus.
A protectant fungicide is not absorbed into the plant and must be applied prior to infection.
Zinc Dimethyldithiocarbamate can either be directly sprayed on to a plant’s leaf or it can be used as a soil and seed treatment.
The top five crops Zinc Dimethyldithiocarbamate is used on are: almonds, peaches, nectarines, pears, and table and raisin grapes.
Alternatively, ziram is used as an additive ingredient in industrial adhesives, caulking, and paint. It also serves as a bird and mammal repellent on outdoor ornamental items.
Reactivity Profile
Zinc Dimethyldithiocarbamate is a dithiocarbamate.
Flammable gases are generated by the combination of thiocarbamates and dithiocarbamates with aldehydes, nitrides, and hydrides.
Thiocarbamates and dithiocarbamates are incompatible with acids, peroxides, and acid halides.
Zinc Dimethyldithiocarbamate is corrosive to iron and copper.
Zinc Dimethyldithiocarbamate is incompatible with strong oxidizing agents and acids.
Zinc Dimethyldithiocarbamate is also incompatible with mercury.
Ecological effects
The U.S. Environmental Protection Agency has concluded that ziram poses a low toxicity risk to mammals, a moderate risk to birds, and a high risk to aquatic species.
After reviewing studies that investigated the effect of Zinc Dimethyldithiocarbamate on aquatic organisms, the Pesticide Action Network Pesticide Database concluded that its LC50 dose (amount of pesticide that is lethal to 50% of the test organisms within the stated study time) for amphibians places it in the "highly toxic" category.
