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137-42-8

Basic Information
CAS No.: 137-42-8
Name: Carbamodithioic acid,methyl-, monosodium salt (9CI)
Article Data: 4
Cas Database
Molecular Structure:
Molecular Structure of 137-42-8 (Carbamodithioic acid,methyl-, monosodium salt (9CI))
Formula: C2H4NNaS2
Molecular Weight: 129.182
Synonyms: Carbamicacid, methyldithio-, monosodium salt (8CI);BAY 5590;Carbam;Geort;Karbation;Maposol;Metam-sodium;Monam;Nematin;Sepivam;Sistan;Sodium metam;Sodium methyldithiocarbamate;Sodium monomethyldithiocarbamate;Trimaton;VPM;Vapam HL;Woodfume;Metham sodium;
EINECS: 205-293-0
Density: N/A
Melting Point: N/A
Boiling Point: 120.3 °C at 760 mmHg
Flash Point: 26.6 °C
Solubility: 72.2 g/100 mL at 20 °C in water
Appearance: yellow to light yellow-green aqueous solution
Hazard Symbols: CorrosiveC, DangerousN
Risk Codes: 22-31-34-50/53-43
Safety: 26-36/37/39-45-60-61
Transport Information: UN 2811
PSA: 69.42000
LogP: 1.07910
Synthetic route
75-15-0

carbon disulfide

74-89-5

methylamine

137-42-8

sodium N-methyldithiocarbamate

Conditions
ConditionsYield
With sodium hydroxide In water100%
With sodium hydroxide In methanol; diethyl ether at 20℃; for 24h;98%
With sodium hydroxide In ethanol; water at 20℃; pH=9.5 - 10; Addition;
With sodium hydroxide In water at 20℃; for 3h; Sealed tube;
144-54-7

N-methyldithiocarbamic acid

137-42-8

sodium N-methyldithiocarbamate

Conditions
ConditionsYield
With sodium hydroxide In water at 25℃; for 2.5h; Sealed tube;
137-42-8

sodium N-methyldithiocarbamate

102-92-1

cinnamoyl chloride

120189-50-6

6-phenyl-3-methylpropiorhodanine

Conditions
ConditionsYield
In water; acetone at 45℃; for 2h;95%
137-42-8

sodium N-methyldithiocarbamate

4903-36-0

N-phenyl-benzimidoyl chloride

A

556-61-6

methyl thioisocyanate

B

636-04-4

N-Phenylbenzothioamide

Conditions
ConditionsYield
In diethyl ether 0 deg C to r.t.;A 51%
B 95%
137-42-8

sodium N-methyldithiocarbamate

814-68-6

acryloyl chloride

7629-41-6

3-Methyl-4-oxo-2-thioxo-tetrahydro-1,3-thiazin

Conditions
ConditionsYield
In water; acetone for 1h; Ambient temperature;94%
137-42-8

sodium N-methyldithiocarbamate

61921-33-3, 22440-58-0

p-nitrocinnamoyl chloride

121216-02-2

3-Methyl-6-(4-nitro-phenyl)-2-thioxo-[1,3]thiazinan-4-one

Conditions
ConditionsYield
In water; acetone for 1h; Ambient temperature;94%
137-42-8

sodium N-methyldithiocarbamate

609-15-4

ethyl 2-chloro-3-oxo-butyrate

313513-95-0

ethyl α-(N-methyl)dithiocarbamoylacetoacetate

Conditions
ConditionsYield
In water at 15 - 20℃; for 3h; Substitution;94%
137-42-8

sodium N-methyldithiocarbamate

13183-79-4

1-methyl-5-mercaptotetrazole

Conditions
ConditionsYield
With sodium azide; sodium hydroxide In water at 95℃; for 14h; Temperature;93.6%
137-42-8

sodium N-methyldithiocarbamate

10487-71-5

crotonyl chloride

25201-16-5

3,6-dimethyl-2-thioxo-[1,3]thiazinan-4-one

Conditions
ConditionsYield
In water; acetone for 1h; Ambient temperature;90%
137-42-8

sodium N-methyldithiocarbamate

42996-84-9, 34446-64-5

p-methoxycinnamoyl chloride

121215-96-1

6-(4-Methoxy-phenyl)-3-methyl-2-thioxo-[1,3]thiazinan-4-one

Conditions
ConditionsYield
In water; acetone at 45℃; for 2h;88%
Raw Materials
75-15-0
74-89-5
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Specification

The Metham sodium, with the CAS registry number 137-42-8,is also known as Methylcarbamodithioic acid sodium salt; Sodium monomethyldithiocarbamate. It belongs to the product categories of META - METH;Pesticides&Metabolites. This chemical's molecular formula is C2H4NNaS2 and molecular weight is 129.17.Its EINECS number is 205-293-0. What's more,Its systematic name is Metham sodium. It is a yellow to light yellow-green aqueous solution which is generally used as a broad-spectrum soil fumigant for fungi, bacteria, nematodes and insects.It decomposes, when diluted with water, to methyl isothiocyanate (MITC, a lachrymator) and/or to hydrogen sulfide. It can also decompose to carbon disulfide and monomethylamine if contacted with a strong acid. The decomposition products are flammable and toxic. It is compatible with additional water and strong aqueous acids. In addition, it is corrosive to copper, brass and zinc, and may soften and/or discolor iron. Store it in a cool, dry, locked place out of  reach of children. Do not store it below 32 ℉. It crystallizes at lower temperatures.

Physical properties about  Metham sodium are:
(1)ACD/LogP:  0.782; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  -1.77; (4)ACD/LogD (pH 7.4):  -2.89; (5)ACD/BCF (pH 5.5):  1.00; (6)ACD/BCF (pH 7.4):  1.00; (7)ACD/KOC (pH 5.5):  1.00; (8)ACD/KOC (pH 7.4):  1.00; (9)#H bond acceptors:  1; (10)#H bond donors:  1; (11)#Freely Rotating Bonds:  0; (12)Flash Point:  26.6 °C; (13)Enthalpy of Vaporization:  35.84 kJ/mol; (14)Boiling Point:  120.3 °C at 760 mmHg; (15)Vapour Pressure:  15.3 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:[Na+].[S-]C(=S)NC;
(2)Std. InChI:InChI=1S/C2H5NS2.Na/c1-3-2(4)5;/h1H3,(H2,3,4,5);/q;+1/p-1;
(3)Std. InChIKey:AFCCDDWKHLHPDF-UHFFFAOYSA-M.

Safety Information of Metham sodium:
The Metham sodium Contact with acids liberates toxic gas and Causes burns. It may cause sensitization by skin contact.And it is very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.So it should be avoid release to the environment. Refer to special instructions safety data sheet.And this material and/or its container must be disposed of as hazardous waste.When you use it,you should  wear suitable protective clothing, gloves and eye/face protection.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

The toxicity data of  Metham sodium are as follows:

cat LDLo oral 100mg/kg (100mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 34(5), Pg. 33, 1969.
guinea pig LD50 oral 815mg/kg (815mg/kg)   Hygiene and Sanitation Vol. 32(2), Pg. 169, 1967.
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   Farmakologiya i Toksikologiya Vol. 32, Pg. 356, 1969.
mouse LD50 oral 50mg/kg (50mg/kg)   Residue Reviews. Vol. 10, Pg. 97, 1965.
mouse LD50 unreported 285mg/kg (285mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 213, 1971.
quail LD50 unreported 500mg/kg (500mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C196, 1991.
rabbit LD50 oral 320mg/kg (320mg/kg)   Hygiene and Sanitation Vol. 32(2), Pg. 169, 1967.
rabbit LD50 skin 800mg/kg (800mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.
rat LD50 oral 450mg/kg (450mg/kg)   Farmakologiya i Toksikologiya Vol. 32, Pg. 356, 1969.
rat LD50 skin 636mg/kg (636mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 106, 1982.
rat LD50 unreported 550mg/kg (550mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(6), Pg. 21, 1982.

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