Sodium Dimethyldithiocarbamate

HCID 560256CAS 128-04-1

Basic information

Standard SMILES
CN(C)C(=S)[S-].[Na+]
InChIKey
VMSRVIHUFHQIAL-UHFFFAOYSA-M
Molecular formula
C3H6NNaS2
Average molar mass
143.21 g/mol
Monoisotopic mass
142.98393582

Names & identifiers

Preferred name
Sodium Dimethyldithiocarbamate
IUPAC
sodium N,N-dimethylcarbamodithioate
English name
Sodium dimethyldithiocarbamate
Molecular formula
C3H6NNaS2
Molecular weight
143.21

Names & synonyms

Sodium dimethyldithiocarbamate128-04-1Sodium dimethylcarbamodithioateDimethyldithiocarbamic acid sodium saltSodium dimethyl dithiocarbamateSanceler SWing Stop BDiaprosim AB 13VinditatVinstopSdmdtcDiram
Show more names
sddcmslSodium DimethyLSODIUM N,N-DIMETHYLDITHIOCARBAMATEDimethyl dithiocarbamate, sodium saltSODIUM DIMETHYLDITHIOCARBAMATE DIHYDRATEdimethyl-carbamodithioic acid sodium salt
SodamMethyl namateAceto SDD 40Nocceler SThiostop NVulnopol NMAlcobam NMCarbam S

Database identifiers

CAS
128-04-1、72140-17-1
PubChem CID
560256
DTXSID
DTXSID6027050
ChEMBL
CHEMBL569460
ChEBI
CHEBI:230449
UNII
769GO8W6QQ
EC Number
204-876-7
Nikkaji
J55.519C

Properties

Computed structural properties

Topological polar surface area
36.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
7

Experimental & physicochemical properties

pHpH = 10.1 (1% aqueous solution); pH 12.6 (32% aqueous solution)
Density1.43 g/mL at 20 °C
Color/FormYellow liquid (40% w/w aqueous solution)
SolubilityMiscible with water
DecompositionWhen heated to decomposition it emits toxic fumes of /nitrogen and sulfur oxides as well as sodium oxide/.
Melting Point110 °C

Physicochemical properties

Melting point
120 · 120-122 °C (dec.)(lit.)
Density
1.17 · 1.17
vapor pressure
0 Pa · 0Pa at 25℃
storage temp.
0 · 0-6°C
solubility
Soluble in water
form
powder to crystal

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H332 (12.2%): Harmful if inhaled [Warning Acute toxicity, inhalation];H400 (93.3%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410 (60.2%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard];H411 (12.7%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P261, P271, P273, P304+P340, P317, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 450 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 6 items

Chemical: Carbamodithioic acid, dimethyl-, sodium salt

Hazard Traits - Developmental Toxicity;Authoritative List - Prop 65;Report - regardless of intended function of ingredient in the product

Carbamodithioic acid, N,N-dimethyl-, sodium salt (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Carbamodithioic acid, N,N-dimethyl-, sodium salt (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

2002/2076

Status: Active Update: 07-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13669;Status: Active Update: 19-02-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/6685;Status: Cease Manufacture Update: 27-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25217

Sodium dimethyldithiocarbamate: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsFlash point data for this compound are not available. It is probably not flammable. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition it emits very toxic fumes. (NTP, 1992)
Hazards SummaryMay cause irritation; [MSDSonline] Several of the dialkyldithiocarbamates are known skin sensitizers; See Carba mix.
FDA RequirementsSodium dimethyldithiocarbamate is an indirect food additive for use only as a component of adhesives.
Reactive GroupThiocarbamate Esters and Salts/Dithiocarbamate Esters and Salts

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

Disposal Methods · 1 item

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Allowable TolerancesA tolerance of 25 parts per million is established for residues of the fungicide sodium dimethyldithiocarbamate, calculated as zinc ethylenebisdithiocarbamate, in or on melon.
Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicology

Ecotoxicity Values · 5 items

LC50 Poecilia reticulata 2.6 mg/L/96 hr /Conditions of bioassay not specified in source examined/

LC50 Salmo gairdneri (early life stage) 6.4 ug/L/60 day /Conditions of bioassay not specified in source examined/

LC50 Cyprinodon variegatus (Sheepshead minnow) 107 mg/L/24 hr; 63.0 mg/L/48 hr; 60.1 mg/L/72 hr, 96 hr; flow-through

LC50 Oncorhynchus mykiss (Rainbow trout) 32.2 mg/L/24 hr; 7.12 mg/L/48 hr; 6.69 mg/L/72 hr, 96 hr; flow-through

For more Ecotoxicity Values (Complete) data for SODIUM N,N-DIMETHYLDITHIOCARBAMATE (16 total), please visit the HSDB record page.

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 2.2(SRC), determined from a water solubility of 1X10+6 mg/L (miscible)(2) and a regression-derived equation(3), indicates that sodium N,N-dimethylthithiocarbamate is expected to have very high mobility in soil(SRC). Hydrolysis half-life of 18 minutes, 25.9, and 433.3 hours were reported for sodium N,N-dimethylthithiocarbamate at pH 5, 7, and 9, respectively(2); this compound would be expected to hydrolyze in moist neutral or acidic soils(SRC). The estimated pKa of sodium N,N-dimethydithiocarbamate is 5.4(6), indicating that this compound will primarily exist in the dissociated form at environmentally relevant pHs; therefore, volatilization from moist soil surfaces is not expected to be an important fate process(SRC). Sodium N,N-dimethylthithiocarbamate is not expected to volatilize from dry soil surfaces since it is a salt and will be nonvolatile(SRC). Photolysis in aqueous solution and on soil was found to be an important degradation process for a related compound, ziram(4), and may also be important for sodium N,N-dimethylthithiocarbamate(SRC). Sodium N,N-dimethylthithiocarbamate, present at 100 mg/L, reached 2% of its theoretical BOD in 28 days at 25 °C using an activated sludge inoculum at 30 mg/L and the Japanese MITI test(5); however, this result may be due to the biocidal properties of sodium N,N-dimethylthithiocarbamate(SRC). In an anaerobic degradation test with sodium N,N-dimethylthithiocarbamate, tetramethyl thiuram disulfide and tetramethyl thiuram monosulfide were the major decomposition products(2).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 2.2(SRC), determined from a water solubility of 1X10+6 mg/L (miscible)(2) and a regression-derived equation(3), indicates that sodium N,N-dimethylthithiocarbamate is not expected to adsorb to suspended solids and sediment(SRC). The estimated pKa of sodium N,N-dimethylthithiocarbamate is 5.4(6), indicating that this compound will primarily exist in the dissociated form at environmentally relevant pHs; therefore, volatilization from moist soil surfaces is not expected to be an important fate process(SRC). Bioconcentration is not expected to be a significant fate for sodium N,N-dimethylthithiocarbamate, due to its rapid hydrolysis at neutral and acidic pH(2) and its ionic character(SRC). Hydrolysis half-life of 18 minutes, 25.9, and 433.3 hours were reported for sodium N,N-dimethylthithiocarbamate at pH 5, 7, and 9, respectively(2). Photolysis in aqueous solution was found to be an important degradation process for a related compound, ziram(4), and may also be important for sodium N,N-dimethylthithiocarbamate(SRC). Sodium N,N-dimethylthithiocarbamate, present at 100 mg/L, reached 2% of its theoretical BOD in 28 days at 25 °C using an activated sludge inoculum at 30 mg/L and the Japanese MITI test(5); however, this result may be due to the biocidal properties of sodium N,N-dimethylthithiocarbamate(SRC). In an anaerobic degradation test with sodium N,N-dimethylthithiocarbamate, tetramethyl thiuram disulfide and tetramethyl thiuram monosulfide were the major decomposition products(2).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), sodium N,N-dimethylthithiocarbamate will solely in the particulate phase in the ambient atmosphere, since it is a salt and will be nonvolatile(SRC). Particulate-phase sodium N,N-dimethylthithiocarbamate will be removed from the atmosphere by wet and dry deposition(SRC).

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Ecotoxicity Excerpts · 1 item

/AQUATIC SPECIES/ Early life stages of Salmo gairdneri, from the fertilized egg to the early fry stage, were continuously exposed to various dialkyldithiocarbamates (DDCs), ethylenebisdithiocarbamates (BDCs) and a number of degradation products. Both DDCs and BDCs induced embryotoxicity, but DDCs were generally found to be more toxic than BDCs. For some DDCs adverse effects, below ppb-level were observed. All compounds, including carbon disulfide, were shown to have teratogenic properties. The most striking effects were severe spinal and vertebral abnormalities, mostly associated with retarded yolk sac resorption. /Dialkyldithiocarbamates/

Soil Adsorption/Mobility · 1 item

The Koc of sodium N,N-dimethylthithiocarbamate is estimated as 2.2(SRC), using a water solubility of sodium N,N-dimethylthithiocarbamate(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that sodium N,N-dimethylthithiocarbamate is expected to have very high mobility in soil. Hydrolysis half-life of 18 minutes, 25.9, and 433.3 hours were reported for sodium N,N-dimethylthithiocarbamate at pH 5, 7, and 9, respectively(1);this compound would be expected to hydrolyze in moist neutral or acidic soils(SRC).

Artificial Pollution Sources · 1 item

Sodium N,N-dimethylthithiocarbamate's production and use as a disinfectant, corrosion inhibitor, coagulant, vulcanizing agent, chelating agent, and fungicide(1) may result in its release to the environment through various waste streams(SRC). Sodium N,N-dimethylthithiocarbamate is used in water treatment, the rubber industry and is a registered biocide for cutting oils and aqueous systems in industries such as leather tanning and paper manufacturing(2). It is also used as an antimicrobial agent in paints(3).

Regulatory information

Regulatory Information · 6 items

Chemical: Carbamodithioic acid, dimethyl-, sodium salt

Hazard Traits - Developmental Toxicity;Authoritative List - Prop 65;Report - regardless of intended function of ingredient in the product

Carbamodithioic acid, N,N-dimethyl-, sodium salt (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Carbamodithioic acid, N,N-dimethyl-, sodium salt (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

2002/2076

Status: Active Update: 07-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13669;Status: Active Update: 19-02-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/6685;Status: Cease Manufacture Update: 27-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25217

Sodium dimethyldithiocarbamate: Does not have an individual approval but may be used under an appropriate group standard

FDA RequirementsSodium dimethyldithiocarbamate is an indirect food additive for use only as a component of adhesives.
FIFRA Requirements · 2 items

A tolerance is established for residues of the fungicide sodium dimethyldithio-carbamate, calculated as zinc ethylenebisdithiocarbamate, in or on melon.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Sodium dimethyldithiocarbamate is found on List B. Case No: 2180; Pesticide type: fungicide, antimicrobial; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the RED document.; Active ingredient (AI): sodium dimethyldithiocarbamate; Data Call-in (DCI) Date(s): 9/27/91; AI Status: The producers of the pesticide have made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.

Safety data

F
21
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
-
tsca
TSCA listed
rtecs
FD3500000
ridadr
UN 3082 9 / PGIII

Chemistry & industry

Pharmacology

Absorption, Distribution and Excretion · 1 item

...Partition of Mn in the presence of potassium ethylxanthate, sodium diethyldithiophosphate, sodium dimethyldithiocarbamate, and sodium diethyldithiocarbamate between octanol and Tris-HCl buffer showed formation of lipophilic complex with the latter two compounds, but not with the former. However, these four chelating agents all decreased Mn uptake in the /Brown/ trout /(Salmo trutta)/ by 40-45%. ...

Uses & manufacturing

Uses · 6 items

Used as a disinfectant, corrosion inhibitor, coagulant, vulcanizing agent, chelating agent, fungicide, and biocide (paints, cutting oils, water treatment, leather tanning, and paper manufacturing); [HSDB]

Metal Machining [Category: Heat or Machine];Pulp and Paper Processing [Category: Industry];Painting (Pigments, Binders, and Biocides) [Category: Paint];Using Disinfectants or Biocides [Category: Clean];Farming (Pesticides) [Category: Industry];Sewer and Wastewater Treatment [Category: Industry];Leather Tanning and Processing [Category: Industry]

For sodium dimethyldithiocarbamate (USEPA/OPP Pesticide Code: 034804) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Disinfectant. Corrosion inhibitor. Coagulant. Vulcanizing agent. Chelating agent. Fungicide.

Used as a vulcanization ultra-accelerator for mixes based on synthetic and natural rubbers (for example butadiene rubber) and natural and synthetic latex. A fungicide.

In water treatment, the rubber industry and is a registered biocide for cutting oils and aqueous systems in industries such as leather tanning and paper manufacturing.

U.S. Production · 2 items

2023: 2,500,000 - <4,000,000 lb;2022: 2,500,000 - <4,000,000 lb;2021: 2,500,000 - <4,000,000 lb;2020: 2,500,000 - <4,000,000 lb

Carbamodithioic acid, dimethyl-, sodium salt is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Consumer UsesSolids separation (precipitating) agent, not otherwise specified
Industry UsesReducing agent;Solids separation (precipitating) agent, not otherwise specified
Methods of ManufacturingSDMC is manufactured by combining dimethylamine with carbon disulfide in a solution of sodium hydroxide, forming the water-soluble dithiocarbamate salt.
General Manufacturing Information · 3 items

Oil and Gas Drilling, Extraction, and Support activities;Services;Other (requires additional information);Utilities

Carbamodithioic acid, N,N-dimethyl-, sodium salt (1:1): ACTIVE

Photodegradation product of tetramethylthioram disulfide.

Applications · 3 items

DescriptionDithiocarbamates (DCs) are a well-known group of pesticides which have been used to control a number of species belonging to taxonomically different groups, e.g., bacteria, fungi, nematodes, and molluscs for over 60 years. The first integrated product containing sodium dimethyldithiocarbamate (SDMC) was registered in 1949.

UsesSodium dimethyldithiocarbamate(SDMC) is used as a disinfectant, corrosion inhibitor, coagulant, vulcanizing agent, chelating agent, and fungicide. SDMC is used in water treatment, the rubber industry, and is a registered biocide for cutting oils and aqueous systems in industries such as leather tanning and paper manufacturing. It is also used as an antimicrobial agent in paints. generally SDMC are able to function as metal chelators and have been used in metal finishing operations and wastewater treatments to enhance the precipitation of metals. As a free radical inhibitor, it has been used in the rubber industry to rapidly stop the polymerization of synthesis. It is also used as a biocide for cutting oils and aqueous systems such as leather tanning and paper manufacturing.

General DescriptionCrystals or liquid. Becomes anhydrous at 266°F.

Preparation methods

PreparationSodium dimethyldithiocarbamate is prepared by combining dimethylamine with carbon disulfide in a solution of sodium hydroxide, forming the water-soluble dithiocarbamate salt.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
武汉吉业升化工有限公司027-83360216 18040558719 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]

Related reactions

5 records

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