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Zinc dimethyldithiocarbamate

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Name

Zinc dimethyldithiocarbamate

EINECS 205-288-3
CAS No. 137-30-4 Density 1.66 g/cm3
PSA 134.68000 LogP 1.52290
Solubility water: 0.0065 g/100 mL Melting Point 248-257 °C(lit.)
Formula C6H12N2S4Zn Boiling Point 129.4 °C at 760 mmHg
Molecular Weight 305.829 Flash Point 32 °C
Transport Information UN 2811 6.1/PG 2 Appearance Odorless white powder
Safety 22-26-28-36/37/39-45-60-61 Risk Codes 22-26-37-41-43-48/22-50/53
Molecular Structure Molecular Structure of 137-30-4 (Zinc bis dimethyldithiocarbamate) Hazard Symbols VeryT+,DangerousN
Synonyms

Corona Corozate;Cuman;Cuman L;Eptac 1;Fuclasin-Ultra;Fulasin;Hermat ZDM;Hexazir;Mezene;Milbam;Molurame;Nocceler PZ;Orchard brand Ziram;Pomarzol Z-forte;Rhodiacid;Sanceler PZ;SoxinalPZ;Trikagol;Ultra Zinc DMC;VulkacitL;Z 75;ZDMC;ZDMC 80;Zerlate;Zimate;Zincbis(dimethyldithiocarbamate);Ziradin;Ziram;Zirberk;Ziride;Zirol;Zirthane;ZnMDC;Zinc, bis(dimethyldithiocarbamato)-(8CI);Aaprotect;Aavolex;Aazira;Accelerator L;Ancazate ME;Carbamodithioic acid, dimethyl-, zinc salt;

Article Data 5

Zinc dimethyldithiocarbamate Synthetic route

137-26-8

Thiram

137-30-4

bis(dimethylcarbamodithioato-κS,κS')zinc(II)

Conditions
ConditionsYield
In acetonitrile Electrolysis; 4 h, initial voltage 10 V, Zn anode; product was collected, washed with acetonitrile and then petroleum ether and dried in vacuo; elem. anal.;>99
7646-85-7

zinc(II) chloride

128-04-1

sodium dimethyldithiocarbamate

137-30-4

bis(dimethylcarbamodithioato-κS,κS')zinc(II)

Conditions
ConditionsYield
In water byproducts: NaCl; ZnCl2, the thiocarbamate in water, immediately pptn.; filtered hot to remove NaCl and any excess of unreacted thiocarbamate, dried (vac. at 80°C), recrystn. (boiling benzene);
In ethanol ZnCl2 is dissolved in the minimum quantity of ethanol; addn. of a saturated ethanolic soln. of organic compound.; pptn., filtn., washing (ethanol);
In water
75-15-0

carbon disulfide

124-40-3

dimethyl amine

7646-85-7

zinc(II) chloride

137-30-4

bis(dimethylcarbamodithioato-κS,κS')zinc(II)

Conditions
ConditionsYield
In acetone direct reaction of ZnCl2 with dimethylamine and carbon disulfide in acetone;
137-30-4

bis(dimethylcarbamodithioato-κS,κS')zinc(II)

75593-47-4

tetra(n-butyl)ammonium benzoxazole-2-thiolate

tetra-n-butylammonium (benzoxazole-2-thiolato)bis(dimethyldithiocarbamato)zincate

Conditions
ConditionsYield
In acetone refluxed for 2 h; cooled, filtered, light petroleum added, crystals filtered off, washed with light petroleum, air dried; elem anal.;100%
137-30-4

bis(dimethylcarbamodithioato-κS,κS')zinc(II)

55948-28-2

tetra(n-butyl)ammonium benzothiazole-2-thiolate

75900-13-9

tetra-n-butylammonium (benzothiazole-2-thiolato)bis(dimethyldithiocarbamato)zincate

Conditions
ConditionsYield
In acetone refluxed for 1 h; soln. filtered, filtrate partialy evapd., crystals filtered off, recrystd. from ethanol-light petroleum; elem anal.;100%
1120-64-5

2-methyl-4,5-dihydro-1,3-oxazole

137-30-4

bis(dimethylcarbamodithioato-κS,κS')zinc(II)

[Zn(S2CNMe2-κ(2)S)2(2-methyl-2-oxazoline-κ(1)N)]*H2O

Conditions
ConditionsYield
In toluene Zn-complex dissolved in toluene, ligand added, refluxed for 18 h, cooledto room temp.; filtered, evapd. to dryness, washed with Et2O; elem. anal.;82%
137-30-4

bis(dimethylcarbamodithioato-κS,κS')zinc(II)

13704-09-1

(S)-(-)-ethyl mandelate

ethyl (R)-2-((dimethylcarbamothioyl)thio)-2-phenylacetate

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In toluene at 2 - 20℃; for 17h;81%
137-30-4

bis(dimethylcarbamodithioato-κS,κS')zinc(II)

129117-00-6

{(CH3CH2CH2CH2)4N}(1+)*{S2COC2H5}(1-)={(CH3CH2CH2CH2)4N}{S2COC2H5}

{(CH3CH2CH2CH2)4N}(1+)*{Zn(S2CN(CH3)2)2(S2COC2H5)}(1-)={(CH3CH2CH2CH2)4N}{Zn(S2CN(CH3)2)2(S2COC2H5)}

Conditions
ConditionsYield
In acetone addn. of solid (Zn(S2CNMe2)2) in small portions to a soln. of (N-n-Bu4)(S2COEt) in acetone (room temp.), stirring (2 h); filtration, addn. of light petroleum (b.p. 60-80°C), refrigeration (0°C, 2 d), crystn., suction filtration in air, drying, recrystn. (light petroleum/acetone (1:1), room temp.); elem. anal.;80%
10431-98-8

2-ethyl-4,5-dihydrooxazole

137-30-4

bis(dimethylcarbamodithioato-κS,κS')zinc(II)

[Zn(S2CNMe2-κ(2)S)2(2-ethyl-2-oxazoline-κ(1)N)]

Conditions
ConditionsYield
In toluene Zn-complex dissolved in toluene, ligand added, refluxed for 23 h, cooledto room temp.; filtered, evapd., digested in CH2Cl2, filtered, evapd. to dryness; elem.anal.;40%
137-30-4

bis(dimethylcarbamodithioato-κS,κS')zinc(II)

937-14-4

3-chloro-benzenecarboperoxoic acid

906063-87-4

Zn(N,N-dimethyldithiocarbamato)(O-dmDTC)

Conditions
ConditionsYield
In chloroform; acetonitrile a soln. of ClC6H4CO3H in CHCl3/MeCN added dropwise to a soln. of Zn complex in CHCl3 at 4°C, stirred for 10-12 h; evapd. (vac.), washed (cold MeCN); elem. anal.;34%

Zinc dimethyldithiocarbamate Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 12 (1976),p. 259.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; NTP Carcinogenesis Bioassay (feed); Clear Evidence: mouse, rat NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-238,83 . . EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory. Zinc and its compounds are on the Community Right-To-Know List.

Zinc dimethyldithiocarbamate Specification

The Zinc dimethyldithiocarbamate , with cas registry number of 137-30-4, has other registry numbers including (1)111922-61-3 ; (2)12768-61-5 ; (3)12773-04-5 ; (4)14459-91-7 ; (5)14460-20-9 ; (6)17125-91-6 ; (7)19488-81-4 ; (8)31300-71-7 ; (9)50933-80-7 ; (10)55870-88-7 ; (11)8059-74-3 ; (12)8070-07-3 ; (13)98391-07-2. The chemical belongs to the categories of (1)Organometallics; (2)Analytical Chemistry; (3)Classes of Metal Compounds; (4)Environmental Endocrine Disruptors; (5)Transition Metal Compounds; (6)Zn (Zinc) Compounds; (7)Alphabetic; (8)European Community: ISO and DIN; (9)Fungicides; (10)Pesticides; (11)ZMethod Specific. Its IUPAC name is called zinc N,N-dimethylcarbamodithioate . The systematic name is zinc bis(dimethylcarbamodithioate) .

Physical properties of Zinc dimethyldithiocarbamate are: (1) ACD/LogP: 0.75 ; (2) # of Rule of 5 Violations: 0 ; (3) ACD/LogD (pH 5.5): -1.06 ; (4) ACD/LogD (pH 7.4): -2.68 ; (5) ACD/BCF (pH 5.5): 1 ; (6) ACD/BCF (pH 7.4): 1 ; (7) ACD/KOC (pH 5.5): 1 ; (8) ACD/KOC (pH 7.4): 1 ; (9) #H bond acceptors: 1 ; (10) #H bond donors: 0 ; (11) #Freely Rotating Bonds: 0 ; (12) Flash Point: 32 °C; (13) Enthalpy of Vaporization: 36.7 kJ/mol ; (14) Boiling Point: 129.4 °C at 760 mmHg ; (15) Vapour Pressure: 10.2 mmHg at 25°C ; (16) Appearance: odorless white powder.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed, very toxic by inhalation, and irritating to respiratory system. It is also very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. Wear suitable protective clothing, gloves and eye/face protection. After contact with skin, wash immediately with plenty of soap-suds. Do not breathe dust. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. Or if you feel unwell, seek medical advice immediately (show the label whenever possible.). This material and its container must be disposed of as hazardous waste. Avoid release to the environment. It should be stored at APPROX 4°C.

You can still convert the following datas into molecular structure:
(1) SMILES:[Zn+2].S=C([S-])N(C)C.[S-]C(=S)N(C)C;
(2) InChI:InChI=1/2C3H7NS2.Zn/c2*1-4(2)3(5)6;/h2*1-2H3,(H,5,6);/q;;+2/p-2;
(3) InChIKey:DUBNHZYBDBBJHD-NUQVWONBAT

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 100mg/kg (100mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
guinea pig LD50 oral 200mg/kg (200mg/kg)   Farmakologiya i Toksikologiya Vol. 32, Pg. 356, 1969.
guinea pig LDLo intraperitoneal 30mg/kg (30mg/kg) BEHAVIORAL: COMA Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 41, Pg. 662, 1952.
mammal (species unspecified) LD50 unreported 1400mg/kg (1400mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 213, 1971.
mouse LC50 inhalation > 1056mg/m3/2H (1056mg/m3) SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 12(4), Pg. 12, 1968.
mouse LD50 intraperitoneal 15500ug/kg (15.5mg/kg)   Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 17, Pg. S155, 1992.
mouse LD50 intravenous 18mg/kg (18mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04886,
mouse LD50 oral 480mg/kg (480mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Farmakologiya i Toksikologiya Vol. 28, Pg. 230, 1965.
mouse LD50 subcutaneous 309mg/kg (309mg/kg)   Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 17, Pg. S155, 1992.
rabbit LD50 oral 400mg/kg (400mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 1250, 1966.
rabbit LD50 skin > 2gm/kg (2000mg/kg)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1090-1045,
rabbit LDLo intraperitoneal 50mg/kg (50mg/kg) BEHAVIORAL: COMA Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 41, Pg. 662, 1952.
rat LC50 inhalation 26mg/m3/2H (26mg/m3)   National Technical Information Service. Vol. OTS0540394,
rat LD50 intraperitoneal 8700ug/kg (8.7mg/kg)   Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 17, Pg. S155, 1992.
rat LD50 oral 267mg/kg (267mg/kg)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1090-1045,
rat LD50 skin > 6gm/kg (6000mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C329, 1991.
rat LD50 subcutaneous 69mg/kg (69mg/kg)   Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 17, Pg. S155, 1992.
rat LD50 unreported 1230mg/kg (1230mg/kg)   Environmental Quality and Safety, Supplement. Vol. 3, Pg. 618, 1975.

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