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12427-38-2

12427-38-2 Structure

12427-38-2 Structure
IdentificationMore
[Name]

Maneb
[CAS]

12427-38-2
[Synonyms]

CHEM NEB(R)
DITHANE M-22
DITHANE M-22(R)
ETHYLENEBIS(DITHIOCARBAMATO)] MANGANESE
ETHYLENE BIS(DITHIOCARBAMIC ACID), MANGANESE SALT
M-22(R)
MANEB
MANEX
Manganese(Ⅱ)ethylenebis(dithiocarbamate)
MANGANESE ETHYLENE BIS(DITHIOCARBAMATE)
MANZATE
MAZIN
MEB
MULTI-W FL
POLICRITT
TRIMANGOL
((1,2-ethanediylbis(carbamodithioato))(2-))-manganes
(ethylenebis(dithiocarbamato))-manganes
[[1,2-Ethanediylbis[carbamodithioato]](2-)]manganese
1,2-ethanediylbis(carbamodithioato)(2-)-manganese
[EINECS(EC#)]

235-654-8
[Molecular Formula]

C4H6MnN2S4
[MDL Number]

MFCD00046858
[Molecular Weight]

265.3
[MOL File]

12427-38-2.mol
Chemical PropertiesBack Directory
[Appearance]

Brown powder. Decomposes on heating. Partially soluble in water; soluble in chloroform.
[Melting point ]

131°C
[density ]

1.92 g/cm3(Temp: 25 °C)
[vapor pressure ]

Negligible at 20 °C
[storage temp. ]

0-6°C
[form ]

solid
[Water Solubility ]

Insoluble in water
[Hydrolytic Sensitivity]

7: reacts slowly with moisture/water
[Merck ]

13,5743
[BRN ]

3747585
[Contact allergens]

Maneb is a pesticide with fungicide properties, belong-ing to the dithiocarbamate group. Sensitization occursmainly in farmers and agricultural workers.
[CAS DataBase Reference]

12427-38-2(CAS DataBase Reference)
[IARC]

3 (Vol. 12, Sup 7) 1987
[EPA Substance Registry System]

12427-38-2(EPA Substance)
Hazard InformationBack Directory
[Uses]

Maneb is a complex of manganese with the ethylene bis(dithiocarbamate) anionic ligand. Maneb is a foliate fungicide used to protect crops in agriculture. Maneb is also useful in creating a toxin-based animal (usually primates) model of Parkinson's disease.
[Definition]

ChEBI: A polymeric complex of manganese with the ethylene bis(dithiocarbamate) anionic ligand. An agrochemical fungicide, it is used to control a variety of diseases including blight, leaf spot, rust, downy mildew and scab.
[General Description]

MANEB(12427-38-2) is a yellow powder or crystalline solid. MANEB(12427-38-2) is denser than water. Contact may irritate skin, eyes and mucous membranes. MANEB(12427-38-2) may be toxic by ingestion. Likely to generate heat spontaneously upon exposure to air or water. May be sufficient to ignite the material. MANEB(12427-38-2) is used as a fungicide. Formulations of MANEB(12427-38-2) include mixing MANEB(12427-38-2) with many other chemicals such as sulfur, zinc oxide and others to desensitize it. This is done to make MANEB(12427-38-2) easer for application.
[Reactivity Profile]

The BPS Pesticide incident in Helena resulted in an explosion and death of three firemen. The burning of a 1,000 pound sack of Azinphos Methyl or the flashing of Maneb which was present on the facility may have caused the explosion.
[Air & Water Reactions]

Highly flammable. Soluble in water. This material is likely to generate heat spontaneously, especially when wet. The heat may be sufficient to ignite the material. Thio and dithiocarbamates slowly decompose in aqueous solution to form carbon disulfide and methylamine or other amines. Such decompositions are accelerated by acids.
[Health Hazard]

Fire will produce irritating, corrosive and/or toxic gases. Inhalation of decomposition products may cause severe injury or death. Contact with substance may cause severe burns to skin and eyes. Runoff from fire control may cause pollution.
[Potential Exposure]

A potential danger to those involved in manufacture, formulation, and application of this broad spectrum dithiocarbamatefungicide. Some dithiocarbamates have been used as rubber components. DFG warns of danger of skin sensitization. The BPS Pesticide incident in West Helena, AK resulted in an explosion and death of three firemen. The burning of a 1000-lb sack of Azinphos Methyl or the flashing of Maneb which was present on the facility may have caused the explosion
[Fire Hazard]

Flammable/combustible material. May ignite on contact with moist air or moisture. May burn rapidly with flare-burning effect. Some react vigorously or explosively on contact with water. Some may decompose explosively when heated or involved in a fire. May re-ignite after fire is extinguished. Runoff may create fire or explosion hazard. Containers may explode when heated.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
[Shipping]

UN2210 Maneb or Maneb preparations with not <60% maneb, Hazard Class: 4.3; Labels: 4.3-Dangerous when wet material, 4.2-Spontaneously combustible material. UN2968 Maneb stabilized or Maneb preparations, stabilized against self-heating, Hazard Class: 4.3; Labels: 4.3-Dangerous when wet material
[Incompatibilities]

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, water. 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.
[Description]

Maneb is a pesticide with fungicide properties and belongs to the carbamate (bis-dithiocarbamate) group. Sensitization occurs mainly in farmers and agricultural workers.
[Chemical Properties]

Brown powder. Decomposes on heating. Partially soluble in water; soluble in chloroform.
[Chemical Properties]

Maneb is a yellow powder or crystalline solid with a faint odor.
[Waste Disposal]

Generators of waste containing this contaminant (≥100 kg/mo) must conform to EPA regulations governing storage, transportation, treatment, and waste disposal. Maneb is unstable to moisture and is hydrolyzed by acids and hot water. It decomposes at about 100℃ but may spontaneously decompose vigorously when stored in bulk. Incineration is the preferred disposal means. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office
[Agricultural Uses]

Fungicide: Maneb is an ethylene(bis)dithiocarbamate fungicide used in the control of early and late blights on potatoes and tomatoes and many other diseases of fruits, vegetables, field crops, and ornamentals. Maneb controls a wider range of diseases than other fungicides. It is available as granular, wettable powder, flowable concentrate, and ready-to-use formulations. Maneb is widely used by itself and in combination with other pesticides on a variety of crops. Principal uses in California are for head and leaf lettuce, walnuts, almonds, onions, potatoes and broccoli.
[Trade name]

(The U.S. EPA lists more than 460 active and/ or canceled products containing maneb) AAMANGAN®; AKZO CHEMIE MANEB®; BASF-MANEB SPRITZPULVER®; BAVISTIN M®; COSMIC®; CHEM NEB®; CHLOROBLE M®; CLEANACRES®; CR 3029®; DELSENE M FLOWABLE®; DITHANE-22®; F 10®; FARMANEB®; IDA MANEB®; KASCADE®; KYPMAN 80®; LONOCOL M®; MANAM®; MANEB 80®; MANEBA®; MANEBE®; MANEBGAN®; MANESAN®; MANESAN®; MANEX®; MANOC®; MANZATE®; MANZATE D®; MANZATE MANEB FUNGICIDE®; MANZEB®; MANZI®; M-DIPHAR®; MULTI-W®; NEREB®; NESPOR®; NEWSPOR®; PLANTIFOG 160 M®; POLYRAM M®; REMASAN CHLOROBLE M®; RHODIANEHE®; SOPRANEBE®; SQUADRON AND QUADRANGLE MANEX®; SUPERMAN MANEB F®; SUP'R FLO®; TERSAN-LSR®; TRIMANGOL®; TRIMANOC®; TRITHAC®; TUBOTHANE®; UNICROP MANEB®; VANCIDE®; VANCIDE MANEB 80®; VASSGRO MANEX®; VITAVAX® Maneb
[Metabolic pathway]

Maneb and other alkylenebis(dithi0carbamate) fungicides are degraded and metabolised via a common pathway. The primary degradation reaction of maneb in water, soils, plants and animals involves the initial dissociation of the metal complex and decomposition to numerous degradation products including ethylenethiourea (ETU) and ethyleneurea (EU) as major products (Scheme 1).
[storage]

Color Code—Red: Flammability Hazard: Store in a flammable liquid storage area or approved cabinet away from ignition sources and corrosive and reactive materials. Prior to working with this chemical you should be trained on its proper handling and storage. Maneb must be stored to avoid contact with water, since violent reactions occur. Store in tightly closed containers in a cool, well-ventilated area away from acids, moisture, heat, and oxidizing materials. Where possible, automatically transfer material from drums or other storage containers to process containers. A regulated, marked area should be established where this chemical is handled, used, or stored in compliance with OSHA Standard 1910.1045.
[Purification Methods]

Crystallise this fungicide from EtOH. It is soluble in CHCl3. It is a skin irritant.[Beilstein 4 III 149, 4 IV 234.]
[Degradation]

Maneb (1) was rapidly hydrolysed in aqueous solutions (pH 5, 7 and 9) with DT50 values of <24 hours (PM). Dithiocarbamate compounds decompose in aqueous solutions following a common pathway that involves the dissociation of the metal complex, and rapid rearrangement reactions to yield 5,6-dihydro-3H-imidazo[2,1-c]-1,2,4-dithiazole-3-thione (2) which is further degraded slowly to ETU (3). ETU in aqueous solution was ultimately converted into 2-imidazoline (4) and EU (5) (kaars Sijpesteijn and Vonk, 1974).
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R43:May cause sensitization by skin contact.
R37:Irritating to the respiratory system.
[Safety Statements ]

S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S46:If swallowed, seek medical advice immediately and show this container or label .
S24/25:Avoid contact with skin and eyes .
S8:Keep container dry .
[RIDADR ]

2210
[WGK Germany ]

1
[RTECS ]

OP0700000
[TSCA ]

No
[HazardClass ]

4.2
[PackingGroup ]

III
[Safety Profile]

Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental carcinogenic and tumorigenic data. Mutation data reported. A fungcide. May ignite spontaneously in air. When heated to decomposition it emits highly toxic fumes of NOx and SOx. See also MANGANESE COMPOUNDS and CARBAMATES.
[Hazardous Substances Data]

12427-38-2(Hazardous Substances Data)
[Toxicity]

LD50 oral in rat: 3gm/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Zinc chloride-->Ethylenediamine-->Mancozeb-->Zineb-->NABAM
[Preparation Products]

Mancozeb
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Manganese(II) ethane-1,2-diylbis(dithiocarbamate)(12427-38-2).msds
Questions And AnswerBack Directory
[Preparation]

Manganese ethylenebis(thiocarbamate) is made by adding disodium ethylenebis( dithiocarbamate) (also, known as Nabam, commercially available) to an aqueous solution of manganese(II) sulfate:
NaSC(=S)NHCH2CH2NHC(=S)SNa + MnSO4 → C4H6MnN2S4 + Na2SO4
Alternatively, the compound may be prepared by neutralizing an aqueous solution of disodiummethylenebis(dithiocarbamate) (Nabam) with acetic acid followed by addition of manganese(II) chloride solution.
Spectrum DetailBack Directory
[Spectrum Detail]

Maneb(12427-38-2)MS
Maneb(12427-38-2)IR1
Maneb(12427-38-2)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

12427-38-2(sigmaaldrich)
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