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NABAM

CAS No.142-59-6
Chemical Name:NABAM
CBNumber:CB7722794
Molecular Formula:C4H6N2Na2S4
Formula Weight:256.34
MOL File:142-59-6.mol

NABAM Property

Melting point 76-80 °C
vapor pressure Negligible
storage temp. 0-6°C
solubility Methanol (Slightly), Water (Slightly)
Water Solubility ca. 200 g l^-1 (room temperature)
form Solid
color Off-White to Pale Yellow
Merck 13,6367
Stability Extremely Hygroscopic
LogP 1.656 (est)
Substances Added to Food (formerly EAFUS) DISODIUM ETHYLENEBISDITHIOCARBAMATE
EWG's Food Scores 4-6
FDA UNII 0L6N5662WT
Proposition 65 List Nabam
Pesticides Freedom of Information Act (FOIA) Nabam
EPA Substance Registry System Nabam (142-59-6)

Safety

Hazard Codes :Xn,N
Risk Statements :36/37/38-50/53-43-37-22
Safety Statements :26-36/37/39-61-60-46-24/25-8
RIDADR :UN3077 9/PG 3
RTECS :FA6825000
HS Code :29302000
Hazardous Substances Data :142-59-6(Hazardous Substances Data)
Toxicity :LD50 orally in rats: 395 ±12 mg/kg (Smith)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H317-H335-H410
Precautionary statements P261-P273-P280-P501

NABAM Chemical Properties,Usage,Production

Chemical Properties Colorless crystalline solid (when pure). Light amber crystalline solid or 22% wettable powder solution. Slight odor of sulfide.
Chemical Properties Colorless crystals when pure. Easily sol-uble in water.
Uses Plant fungicide, starting material for derivativesthat are also pesticides.
Uses Nabam provides protection against fungal diseases of cotton, capsicums and onions when applied to soil.
Definition ChEBI: A dithiocarbamate salt that is the disodium salt of ethylenebis(dithiocarbamic acid). A fungicide, algicide and bactericide used on various crops including on cotton, capsicums, onions and rice crops, it is considered to be a carcinogen, so is not licensed for use within the European Union. Mixing nabam with zinc sulfate affords the fungicide zineb.
General Description Colorless to light amber solid with a a slight odor. Mixes with water.
Air & Water Reactions Water soluble. Decomposes in boiling hot to give poisonous hydrogen sulfide and flammable carbon disulfide.
Reactivity Profile NABAM 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.
Hazard Irritant to skin and mucous membranes, nar-cotic in high concentrations, use may be restricted.
Health Hazard Contact with liquid irritates eyes and may cause mild to severe erythema of skin as well as sensitization reactions.
Fire Hazard Behavior in Fire: If water solution boils, poisonous hydrogen sulfide and highly flammable carbon disulfide vapors form.
Agricultural Uses Fungicide, Algaecide, Herbicide, Microbiocide: Nabam is a broad-spectrum fungicide/bactericide/ algaecide used to prevent crop damage by fungi, to protect harvested products from deterioration, and as an industrial microbiocide. As a result of the U.S. EPA review of nabam in 1989, all food uses were voluntarily canceled by the manufacturers except for one FDA-regulated food use on sugar mill grinding, crusher and/or diffuser systems, e.g., processing water systems. Registered only for nonfood application. Not approved for use in EU countries. Registered for use in the U.S. and Canada.
Trade name AMA-30®, Kemira Chemical (Finland); CAMBELL’S® NABAM SOIL FUNGICIDE; CARBON D®; NALCO D-62C44®; CHEM-BAM®; DITHANE A-40®; DITHANE A-46®; DITHANE D-14®[C]; NAFUN-IPO®; NALCO® D-62C44; PARZATE®; SPRING-BAK®
Safety Profile intraperitoneal route. Experimental teratogenic and reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx, Na2O, and SOx. See also CARBAMATES.
Potential Exposure Nabam is a broad spectrum dithiocarbamate fungicide/bactericide/algaecide/herbicide/microbiocide used to prevent crop damage by fungi, to protect harvested products from deterioration, and as an industrial microbiocide. As a result of the United States Environmental Protection Agency review of nabam in 1989, all food uses were voluntarily canceled by the manufacturers except for one FDA-regulated food use on sugar mill grinding, crusher, and/or diffuser systems, e.g., processing water systems. All other uses of nabam are for the control of algae, slime-forming bacteria, and fungi in indoor nonfood environments, paper mills, water cooling systems, drilling mud and packer fluids, and secondary oil recovery water system. Registered in the United States only for nonfood application.
Metabolic pathway Nabam and other alkylenebis(dithi0carbamate) fungicides are degraded and metabolised via a common pathway. Limited information is available to describe the fate of nabam in soil and animals. Based on information generated with structurally similar compounds (see maneb, zineb), the initial degradation reaction of nabam in water and plants involves the dissociation of the metal complex and decomposition to numerous degradation products including ethylenethiourea (ETU) and ethyleneurea (EU) as major products (Scheme 1).
Shipping UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard Class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
Purification Methods It crystallises (as hexahydrate) from aqueous ethanol. It is a skin irritant. [Beilstein 4 III 149, 4 IV 234.]
Degradation In aqueous solution, ethylenebis( thiocarbamate) compounds (eg. maneb, zineb) decompose to yield ethylenetl.uourea (ETU, 2) and 5,6-dihydro- 3H-imidazo[2,l-c]-1,2,4-dithiazole-3-thione(3) (kaars Sijpestijn and Vonk, 1974). Nabam (1) decomposed to a complex pattern of degradation products when exposed to aqueous solution at 90 °C (Marshall, 1977). A possible degradation pathway involves the oxidation of nabam to ethylenethiuram disulfide (4) which is further degraded to ETU (2) and compound 3. Other decomposition products included carbon disulfide, hydrogen sulfide, ethylene diisothiocyanate (5), β-aminoethy 1 isothiocyanate (6), β-aminoethyl dithiocarbamate (7) and ethylenediamine (8). The primary hydrolytic and thermal degradation pathways of nabam are presented in Scheme 1
ETU in aqueous solution was ultimately converted into 2-imidazoline (9) and EU (10) (kaars Sijpesteijn and Vonk, 1974).
Incompatibilities Combustible material. Dust may form explosive mixture in air, water, acid, oxidizing materials. Heat or contact with moisture or acids causes rapid decomposition and the generation of toxic and flammable hydrogen sulfide and carbon disulfide. Dithiocarbamate esters are combustible. They react violently with powerful oxidizers such as calcium hypochlorite. Poisonous gases are generated by the thermal decomposition of dithiocarbamate compounds, including carbon disulfide, oxides of sulfur, oxides of nitrogen, hydrogen sulfide, ammonia, and methylamine. Thio and dithiocarbamates slowly decompose in aqueous solution to form carbon disulfide and methylamine or other amines. Such decompositions are accelerated by acids. Flammable gases are generated by the combination of dithiocarbamate with aldehydes, nitrides, and hydrides. Dithiocarbamate are incompatible with acids, peroxides, and acid halides. Corrosive to iron, copper, brass, and zinc metals, especially in the presence of moisture. Heat alkalies (lime), moisture can cause decomposition. Decomposes on prolonged storage; by moisture, light, and heat. Degradation produces ethylene thiourea.
Toxics Screening Level The initial threshold screening level (ITSL) for NABAM is 1 μg/m3 based on an annual averaging time.
Waste Disposal Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal. A potential candidate for liquid injection incineration at a temperature range of 650 1600℃ and a residence time 0.1-2 seconds. Also, a potential candidate for rotary kiln incineration at a temperature range of 820 1600℃ and residence times of seconds for liquids and gases, and hours for solids.