Zinc dimethyldithiocarbamate

Chemical properties

White and odorless when pure. Almost insoluble inwater; soluble in acetone, carbon disulfide, chloroform, dilute alkalies, and concentrated hydrochloric acid.

The Uses of Zinc dimethyldithiocarbamate

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.

The Uses of Zinc dimethyldithiocarbamate

Rubber vulcanization accelerator; agricultural fungicide.

The Uses of Zinc dimethyldithiocarbamate

Ziram is a protective fungicide applied to foliage to control diseases on pome fruit, stone fruit, nuts, vines, vegetables and ornamentals. It is used to control scab in apples and pears and Monilia, Alternaria, Septoria, peach leaf curl, shot hole, rusts, black rot and anthracnose. It is also used as a wildlife repellent, smeared as a paste onto tree trunks or sprayed onto ornamentals, dormant fruit trees and other crops.

Definition

ChEBI: A dithiocarbamate salt that is the zinc salt of dimethyldithiocarbamic acid. It is a broad-spectrum fungicide and bird and animal repellent that is also used to accelerate the vulcanisation of rubber.

Air & Water Reactions

Thio and dithiocarbamates slowly decompose in aqueous solution to form carbon disulfide and methylamine or other amines. Such decompositions are accelerated by acids. Insoluble in water.

Reactivity Profile

Zinc bis 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 bis dimethyldithiocarbamate is corrosive to iron and copper. Zinc bis dimethyldithiocarbamate is incompatible with strong oxidizing agents and acids. Zinc bis dimethyldithiocarbamate is also incompatible with mercury.

Hazard

Strong irritant to eyes and mucous membranes.

Fire Hazard

Zinc bis dimethyldithiocarbamate is combustible. Zinc bis dimethyldithiocarbamate may form explosive dust-air mixtures.

Flammability and Explosibility

Not classified

Agricultural Uses

Fungicide, Microbiocide, Animal repellant: Ziram is an agricultural fungicide registered to control fungal diseases on a wide range of crops including stone fruits, pome fruits, nut crops, vegetables and commercially grown ornamentals, and as a soil and seed treatment. In addition, it is formulated as a bird and rabbit repellent for outdoor foliar applications to ornamentals. Registered for use in EU countries . Registered for use in the U.S.

Trade name

AAPROTECT®; AAVOLEX®; AAZIRA®; ACCELERATOR®-L; ACCELERATOR® MZ® Powder; ACETO ZDED®; ACETO ZDMD®; ALCOBAM ZM®; ANCANZATE ME®; CARBAZINC®; CIRAM®; CORONA COROZATE®; COROZATE®; CUMAN®; CUMAN L®; CYMATE®; DRUPINA® 90; EPTAC-1®; FUCLASIN®; FUCLASIN® ULTRA; FUKLASIN®; FUNGOSTOP®; HERMAT ZDM®; HEXAZIR®; KARBAM WHITE®; KYPZIN®; METHASAN®; METHAZATE®; MEXENE®; MEZENE®; MILBAM®; MILBAN®; MOLURAME®; MYCRONIL®; OCTOCURE ZDM-50®; ORCHARD® BRAND ZIRAM; PERKACIT ZDMC®; POMARSOL® Z FORTE; PRODARAM®; PROKIL® Ziram; RHODIACID®; SOXINAL®-PZ; SOXINOL®-PZ; TRICARBAMIX Z®; TSIMAT®; TSIRAM® (Russian); ULTRA ZINC DMC®; VANCIDE® MZ-96; VANCIDE® 51Z Dispersion (with Zinc 2-mercaptobenzothiazolate); VANCIDE® 51Z Dispersion (with Ziram); ZERLATE®; ZINCMATE®; ZIMATE®; ZIMATE®; METHYL®; ZIRAMVIS®; ZIRASAN®; ZIRBERK®; ZIREX 90®; ZIRIDE®; ZIRTHANE®; ZITOX®

Contact allergens

Ziram is a rubber vulcanization accelerator of the dithiocarbamate group. Sensitization was reported in several patients. Ziram is also used as a fungicide and can cause contact dermatitis in agricultural workers.

Safety Profile

Poison by ingestion,intraperitoneal, and intravenous routes. Moderately toxicby inhalation. Questionable carcinogen with experimentalcarcinogenic and tumorigenic data. An experimentalteratogen. Other experimental reproductive effects.Human mutation d

Metabolic pathway

Ziram is one of the metal containing dithiocarbamates which generates dimethyldithiocarbamic acid by being cleaved in acidic conditions and in biological media. The resulting acid is conjugated with glucose and alanine in plants and with glucuronic acid in mammals. Dimethyldithiocarbamic acid is further degraded to dimethylamine and CS2. An extensive review of the properties of dithiocarbamate pesticides was published by the World Health Organisation (WHO, 1988) from which much of the following information is taken.

Purification Methods

Crystallise this herbicide several times from hot toluene or from hot CHCl3 by addition of EtOH. [Beilstein 4 III 149, 4 IV 234.]

Degradation

Ziram is decomposed in acidic media and by UV irradiation (PM). Ziram is stable in alkaline media but unstable in acidic conditions, decomposing to dimethylamine and carbon disulfide.