Product Name

  • Name

    Ametryn

  • EINECS 212-634-7
  • CAS No. 834-12-8
  • Article Data16
  • CAS DataBase
  • Density 1.15 g/cm3
  • Solubility 209mg/L(25 oC)
  • Melting Point 84-85 °C
  • Formula C9H17N5S
  • Boiling Point 396.4 °C at 760 mmHg
  • Molecular Weight 227.333
  • Flash Point 193.5 °C
  • Transport Information UN 1230 3/PG 2
  • Appearance crystals
  • Safety 2-36-60-61-45-16-7
  • Risk Codes 22-50/53-39-23/24/25-11
  • Molecular Structure Molecular Structure of 834-12-8 (Ametryn)
  • Hazard Symbols HarmfulXn,DangerousN
  • Synonyms 1,3,5-Triazine-2,4-diamine,N-ethyl-N'-(1-methylethyl)-6-(methylthio)- (9CI);2-Ethylamino-4-isopropylamino-6-methylmercapto-s-triazine;2-Ethylamino-4-isopropylamino-6-methylthio-s-triazine;2-Methylthio-4-ethylamino-6-isopropylamino-s-triazine;A 1093;Amephyt;Ametrex;Cemerin;Evik;G 34162;Gesapax;N-Ethyl-N'-(1-methylethyl)-6-(methylthio)-1,3,5-triazine-2,4-diamine;NSC163044;Primatol Z 80;
  • PSA 88.03000
  • LogP 1.99160

Synthetic route

methylthiol
74-93-1

methylthiol

6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
1912-24-9

6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine

A

isopropyl chloride
75-29-6

isopropyl chloride

B

ametryn
834-12-8

ametryn

Conditions
ConditionsYield
With ZSM-5 In isopropyl alcohol at 90 - 110℃; under 3675.37 - 5850.59 Torr; for 1h; Temperature; Pressure; Reagent/catalyst; Sealed tube;A 70.91 g
B 99.9%
6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
1912-24-9

6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

ametryn
834-12-8

ametryn

Conditions
ConditionsYield
With potassium tert-butylate; palladium diacetate; triphenylphosphine; potassium thioacetate In dimethyl sulfoxide at 120℃; Inert atmosphere;84%
With potassium tert-butylate; palladium diacetate; triphenylphosphine; potassium thioacetate In dimethyl sulfoxide at 120℃; Schlenk technique; Inert atmosphere;84%
6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
1912-24-9

6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

ametryn
834-12-8

ametryn

Conditions
ConditionsYield
In tetrahydrofuran; water for 24h; Reflux;65.3%
6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine
1912-24-9

6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine

ametryn
834-12-8

ametryn

2,4-dichloro-6-isopropylamino-1,3,5-triazine
3703-10-4

2,4-dichloro-6-isopropylamino-1,3,5-triazine

ametryn
834-12-8

ametryn

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / water; toluene / 0.25 h / 15 - 20 °C
2: tetrahydrofuran; water / 24 h / Reflux
View Scheme
Methoxycarbonylsulfenyl chloride
26555-40-8

Methoxycarbonylsulfenyl chloride

ametryn
834-12-8

ametryn

C11H19N5O2S2
99384-47-1

C11H19N5O2S2

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane46%
ametryn
834-12-8

ametryn

Hydroxyatrazine
2163-68-0

Hydroxyatrazine

Conditions
ConditionsYield
With dipotassium peroxodisulfate Quantum yield; Kinetics; Further Variations:; Reagents; UV-irradiation;
ametryn
834-12-8

ametryn

A

methylthiol
74-93-1

methylthiol

B

N2-ethyl-N4-isopropyl-1,3,5-triazin-2,4-diamine
4150-65-6

N2-ethyl-N4-isopropyl-1,3,5-triazin-2,4-diamine

C

Hydroxyatrazine
2163-68-0

Hydroxyatrazine

Conditions
ConditionsYield
In water at 24.85℃; pH=6; Kinetics; Irradiation;
ametryn
834-12-8

ametryn

cucurbit[8]uril
259886-51-6

cucurbit[8]uril

C48H48N32O16*C9H17N5S

C48H48N32O16*C9H17N5S

Conditions
ConditionsYield
With formic acid In methanol at 40℃; for 48h;
cucurbituril
80262-44-8

cucurbituril

ametryn
834-12-8

ametryn

A

C36H36N24O12*C9H17N5S

C36H36N24O12*C9H17N5S

B

2C36H36N24O12*C9H17N5S

2C36H36N24O12*C9H17N5S

Conditions
ConditionsYield
With formic acid In methanol at 40℃; for 48h;
ametryn
834-12-8

ametryn

cucurbituril
259886-50-5

cucurbituril

C9H17N5S*C42H42N28O14

C9H17N5S*C42H42N28O14

Conditions
ConditionsYield
With formic acid In methanol at 40℃; for 48h;
(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

ametryn
834-12-8

ametryn

ametryn fumarate

ametryn fumarate

Conditions
ConditionsYield
In ethanol; water at 45℃;
maleic acid
110-16-7

maleic acid

ametryn
834-12-8

ametryn

ametryn maleate

ametryn maleate

Conditions
ConditionsYield
In ethanol; water at 45℃;
MCPA
94-74-6

MCPA

ametryn
834-12-8

ametryn

2-methyl,4-chlorophenoxyacetic acid ametryn

2-methyl,4-chlorophenoxyacetic acid ametryn

Conditions
ConditionsYield
In n-heptane at 5℃;
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

ametryn
834-12-8

ametryn

3,6-dichloro-2-methoxybenzoic acid : 4-N-ethyl-6-methylsulfanyl-2-N-propan-2-yl-1,3,5-triazine-2,4-diamine (1:1)

3,6-dichloro-2-methoxybenzoic acid : 4-N-ethyl-6-methylsulfanyl-2-N-propan-2-yl-1,3,5-triazine-2,4-diamine (1:1)

Conditions
ConditionsYield
In n-heptane at 50℃; for 48h;

Ametryn Chemical Properties

Molecular Structure:

Molecular Formula: C9H17N5S
Molecular Weight: 227.3298
IUPAC Name: 4-N-Ethyl-6-methylsulfanyl-2-N-propan-2-yl-1,3,5-triazine-2,4-diamine
Synonyms of Ametryn (CAS NO.834-12-8): 1,3,5-Triazine-2,4-diamine, N-ethyl-N'-(1-methylethyl)-6-(methylthio)- ; 1,3,5-Triazine-2,4-diamine, N-ethyl-N'-(1-methylethyl)-6-(methylthio)- (9CI) ; s-Triazine, 2-ethylamino-4-isopropylamino-6-methylthio- ; 2-(Ethylamino)-4-(isopropylamino)-6-(methylthio)-s-triazine ; N-Ethyl-N'-(1-methylethyl)-6-(methylthio)-1,3,5-triazine-2,4-diamine
CAS NO: 834-12-8
Classification Code: Agricultural Chemical ; Herbicide ; Mutation data ; Reproductive Effect ; Skin / Eye Irritant
Melting point: 84-85°C 
Index of Refraction: 1.556
Molar Refractivity: 63.2 cm3
Molar Volume: 196.5 cm3
Surface Tension: 54.4 dyne/cm
Density: 1.15 g/cm3
Flash Point: 193.5 °C
Enthalpy of Vaporization: 64.66 kJ/mol
Boiling Point: 396.4 °C at 760 mmHg
Vapour Pressure: 1.72E-06 mmHg at 25°C

Ametryn Uses

 Ametryn (CAS NO.834-12-8) is used to control broad-leaved and grasses weeds in banana, orange, coffee, sugar cane, tea and non-cultivated land.

Ametryn Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 965mg/kg (965mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 29, 1966.
rabbit LD50 skin 8160mg/kg (8160mg/kg)   "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.
rat LC50 inhalation > 2200mg/m3/4H (2200mg/m3)   Farm Chemicals Handbook. Vol. -, Pg. C19, 1991.
rat LD50 oral 508mg/kg (508mg/kg)   Fundamental and Applied Toxicology. Vol. 7, Pg. 299, 1986.
rat LD50 skin > 3gm/kg (3000mg/kg)   Fundamental and Applied Toxicology. Vol. 7, Pg. 299, 1986.

Ametryn Safety Profile

Safety Information of Ametryn (CAS NO.834-12-8):
Hazard Codes: N  ,Xn  ,T ,F 
Risk Statements: 22-50/53-39/23/24/25-23/24/25-11
22: Harmful if swallowed
50/53: Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
39/23/24/25: Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed 
23/24/25: Toxic by inhalation, in contact with skin and if swallowed 
11: Highly Flammable 
Safety Statements: 2-36-60-61-45-16-7
2: Keep out of the reach of children 
36: Wear suitable protective clothing 
60: This material and/or its container must be disposed of as hazardous waste 
61: Avoid release to the environment. Refer to special instructions safety data sheet 
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
16: Keep away from sources of ignition - No smoking 
7: Keep container tightly closed
RIDADR: UN 1230 3/PG 2
RTECS: XY9100000
Hazardous Substances Data: 834-12-8(Hazardous Substances Data)
Moderately toxic by ingestion. Mildly toxic by skin contact. An eye irritant. When heated to decomposition it emits very toxic fumes of NOx and SOx.

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