Name: Metham sodium
SKU: 137-42-8

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Basic Information

Molecular Structure:
CAS No.:	137-42-8
Name:	Metham sodium

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:	1.2[at 20℃]
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:	C, N
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

Conditions	Yield
With sodium hydroxide In water	100%
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In diethyl ether 0 deg C to r.t.;	A 51% B 95%

...Expand

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In water at 15 - 20℃; for 3h; Substitution;	94%

: 137-42-8
sodium N-methyldithiocarbamate

: 13183-79-4
1-methyl-5-mercaptotetrazole

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In water; acetone at 45℃; for 2h;	88%

Raw Materials

75-15-0

74-89-5

Downstream Products

636-04-4

556-61-6

65872-41-5

100-01-6

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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	LD_Lo	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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Specification