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Isoproturon

Identification Structural formula Toxicity Applicable crops Mechanism of action Prevention and control object How to use it Precautions for use Synthesis in Phosgene Method Synthesis in Non-phosgene method Analysis method
Isoproturon
Isoproturon
CAS No.
34123-59-6
Chemical Name:
Isoproturon
Synonyms
IPU;ALON;ip50;IP 50;Sabre;ARELON;Hytane;ip-flo;Tolken;PANRON
CBNumber:
CB1113929
Molecular Formula:
C12H18N2O
Formula Weight:
206.28
MOL File:
34123-59-6.mol

Isoproturon Properties

Melting point:
158°
Boiling point:
345.15°C (rough estimate)
Density 
1.0310 (rough estimate)
refractive index 
1.4760 (estimate)
Flash point:
100 °C
storage temp. 
APPROX 4°C
form 
neat
λmax
240nm(H2O)(lit.)
Merck 
14,5218
BRN 
2214033
CAS DataBase Reference
34123-59-6(CAS DataBase Reference)
NIST Chemistry Reference
Urea, n,n-dimethyl-n'-[4-(1-methylethyl)phenyl]-(34123-59-6)
EPA Substance Registry System
Urea, N,N-dimethyl-N'-[4-(1- methylethyl)phenyl]-(34123-59-6)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  Xi;N,N,Xi,Xn,F
Risk Statements  40-50/53-36-20/21/22-11
Safety Statements  36/37-60-61-26-16
RIDADR  UN 3077
WGK Germany  3
RTECS  YT0170000
HazardClass  9
PackingGroup  III
HS Code  29242990
Toxicity LD50 in mice, rats (mg/kg): 3350, 3600 orally (Thizy, 1972)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H225 Highly Flammable liquid and vapour Flammable liquids Category 2 Danger P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H332 Harmful if inhaled Acute toxicity,inhalation Category 4 Warning P261, P271, P304+P340, P312
H351 Suspected of causing cancer Carcinogenicity Category 2 Warning P201, P202, P281, P308+P313, P405,P501
H410 Very toxic to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 1 Warning P273, P391, P501
Precautionary statements:
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P273 Avoid release to the environment.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P281 Use personal protective equipment as required.
P391 Collect spillage. Hazardous to the aquatic environment
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P501 Dispose of contents/container to..…

Isoproturon price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich N12279 Isoproturon analytical standard 34123-59-6 100mg $41.7 2018-11-20 Buy

Isoproturon Chemical Properties,Uses,Production

Identification

English general name: Isoproturon(BSI,ISO)
Other names: HOE16410; CGA-18731; DPX6774; LS69-1299;IP50;AE F016410;35689RP
Chemical name: 3- (4-isopropylphenyl)-1,1-dimethylurea

Structural formula


The physicochemical properties of this product are colorless crystallization, and the melting point is 158 degrees C. The vapor pressure is 3.15 x 10-3mPa (20 C) and 8.1 x 10-3mPa (25 C). The solubility in different solvents (20 C):22 C, 65mg/L in water, 75g/L in methanol, 63g/L in dichloromethane, 38g/L in acetone, 5g/L in benzene, 0.2g/L in hexane, 4g/L in xylene. Industrial product purity is more than 98.5% and the melting point is 153~156℃. Stable to light, acid and alkali. In strong acid and strong alkali, it can be hydrolyzed to two methylamine and corresponding aromatic amines.

Toxicity

Acute oral administmiceion of LD50 is1826 to 2417mg/kg in mice and 3350mg/kg in mice. No irritation to the eyes and skin. Acute inhalation of LC50 (4 hours) is more than 1.95mg/L air in mice. No action dose for 90 days: mice 400mg/kg feed and dog 50mg/kg feed. No action dose is 80mg/kg feed for two year feeding test in mice. ADI to people is 0.0062mg/kg weight. Non mammal acute oral administration of LD50: Japanese quail 3042 ~ 7926mg/kg, dove >5g/kg. Ichthyism LC50 (96 hours): Golden orfe 129mg/L, blue gill >100mg/L, rainbow trout 90mg/L, rainbow trout 37mg/L, carp 193mg/L, catfish 9mg/L. It's poisonous to bees. Water flea LC50 (48 hours) 507mg/L, seaweed LC50 (72 hours) 0.03mg/L.

Applicable crops

It is suitable for crops such as crop wheat, barley, cotton, peanut, corn, rice, potato, soybean, pea, Vicia bean etc..

Mechanism of action

Isoproteron is a substitute for urea selective pre and post buds herbicides.It is mainly absorbed by the root of the clutter, and are less absorbed by the stems and leaves. It will move upward with the water in in the catheter. Many of them are distributed on the tip of the leaf and the leaf edge, and play a role in green cells. It is an inhibitor of the electron transfer of photosynthesis, which interferes with the normal conduct of photosynthesis. In light of light, oxygen and carbon dioxide can not be released, organic matter is stopped, and sensitive weeds are starved to death.

Prevention and control object

Crabgrass, Chenopodium, Alopecurus, bluegrass, ryegrass, and blue violet, Tian lady's-thumb mustard, Tian Ju, knotgrass, spurrey, chickweed and Atriplex, millet grass genus, Amaranthus, wind Agrostis, Centaurea etc..

How to use it

Mainly through the root absorption, can be used as the soil treatment after sowing and before seedling, and can also be used to treat stem and leaf after seedling. Take the wheat field as an example; the pre-treating usually takes place after sowing and before seeding of wheat or barley. With 75% isopropane wet powder 1.5 ~ 2.0kg per hectare, the water will be added at 600 kg evenly sprayed on the soil surface. The post - seedling treatment is usually in the period of 3 leaves of wheat or barley to the early tillering stage. Field weeds are in the 2~5 leaf stage. 75% wet powder per hectare was 1.3 ~ 2kg, and the water is about 600kg, evenly sprayed on the weed stem and leaf. The drug has a half-life in the soil for 20 days, effective for 2~3 months in autumn.

Precautions for use

Synthesis in Phosgene Method

1. For isopropyl benzene with nitric acid, nitrite and isopropyl benzene, and again or against amino isopropyl benzene. 2. Synthesis of isopropane isocyanate by reaction of amino isopropyl benzene with phosgene 3. Isopropane isocyanate reacts with dimethyl ester to produce isoproteron

Synthesis in Non-phosgene method

  1. Reaction with isopropyl aniline with urea instead of phosgene in aqueous solution, forming an intermediate isopropylureas. Then the reaction continues in the dimethylamine agueous solution to get isoproteron with a total yield of 76%.
  2. Under the catalysis of inorganic alkali, the isopropyl three chloroacetanilide and dimethylamine react at 60~80 centigrade for 30 minutes, and the high yield (95%) of isopalon will be obtained.
a. Preparation of isopropyl three chloroacetanilide:
13.5g (0.10mol) trichloroacetic acid is added to the reaction flask, stirring and dropping 14.0g (0.10mol) trichloride.The tempemiceure is controlled at 100~110 degrees centigrade. After dropping, the constant tempemiceure reaction lasts for 30 minutes. And then add the 100ml ice water, vacuum filtered, collect solid and wash it with water to neutral. The white crystal is obtained by recrystallization with ethanol / water. The yield is 91% and the melting point is 123~125℃.
b. Synthesis of isoproteron:
14.0g (0.05mol) p-isopropyl three chloroacetanilide, 5.0g (0.125mol) sodium hydroxide (anhydrous Na2CO3 or K2CO3, yield will be 91% and 92.5%), 4.5g (0.10mol)dimethylamine ( ethanol concentmiceion)and 80ml dimethyl sulfoxide(also two methyl amine or methyl cyanide) are put into the reactor before stirring and heating for 30 minutes. The tempemiceure is controlled at 60~80 degrees centigrade (with the increase of the reaction tempemiceure, the color of the product deepens and the quality decreases).After the end of the reaction, the reaction liquid is poured into the water.After vacuum filter and collection of the solid, recrystallization occurs with ethanol / water to obtain white solids. The yield is 95%, and the melting point is 152~154degrees centigrade.
isopropyl benzene 1.04 Phosgene (80%) 0.84
dimethylbenzene 0.93 Sulphuric acid (93%) 2.24
dimethylamine 0.95 Nitric acid (9%) 0.67

Analysis method

High performance liquid chromatography (HPLC), ultraviolet detector UV- 254nm, Chromatographic column: S:100, 5 mu, 250 x 4.6 (I.D) mm, mobile phase: n-heptane chloroform (1% acetic acid) - ethanol =70:15:1. The flow micee is 3.0ml/ minutes.Retention time: 7.5 minutes for isoprotrol. Internal standard (acetyl aniline) for 12 minutes. The prepamiceion of the solution: The standard products and samples containing ISO proteron 50mg are added to the 24mg internal standard, and the two chloro methyl was dissolved in the 50ml volume bottle. Or use the mobile phase: cyclohexane - isopropanol =90:10, flow micee of 1.5ml/ minutes, Retention time: internal standard (acetanilide, 2.5mg/ml mobile phase) 6.55 minutes, isoproteron for 9.52 minutes. Preparation of solution: take the standard products and samples containing iso - proteron of 500mg, respectively.First, 10ml isopropanol is uded to get it dissolved and cyclohexane is used to get it dissolved in 100ml. The solution of 5.0ml is taken out together with the internal standard solution of 5.0ml. Get it dissolved in a 50ml volumetric bottle with a mobile phase.

Chemical Properties

White Solid

Uses

Pre-and post-emergence herbicide for control of annual grasses and broad-leaved weeds. Herbicide.

Definition

ChEBI: A member of the class of ureas that is 1,1-dimethylurea substituted by a p-cumenyl group at position 3. A selective, systemic herbicide used to control annual grasses and broadleaf weeds in cereals, its use within the EU has been banned after eptember 2017 on the grounds of potential groundwater contamination and risks to aquatic life; there have also been concerns about its endocrine-disrupting properties.

Hazard

Moderately toxic by ingestion, inhalation, and skin contact.

Isoproturon Preparation Products And Raw materials

Raw materials

Preparation Products


Isoproturon Suppliers

Global( 109)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32764 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 20001 58
J & K SCIENTIFIC LTD. 400-666-7788 +86-10-82848833
+86-10-82849933 jkinfo@jkchemical.com;market6@jkchemical.com China 96815 76
Chemsky(shanghai)International Co.,Ltd. 021-50135380
shchemsky@sina.com China 32520 50
XiaoGan ShenYuan ChemPharm co,ltd Tell:86-712-2580635 Mobile:15527768850 . 15527768836
86-712-2580625 QQ:1623551145 sales02@farchem.com China 9136 52
Syntechem Co.,Ltd Please Email
E-Mail Inquiry info@syntechem.com China 13092 57
BEST-REAGENT 028-85973071 028-85973075
028-85973075 service@best-reagent.com China 9968 57
Shanghai Sunway Pharmaceutical Technology Co., Ltd +86 (21) 51613915
+86 (21) 51613951 sales@sunwaypharm.com China 9917 57
Chengdu Ai Keda Chemical Technology Co., Ltd. 4008-755-333 ; 028-86676798 ; 028-86757656
028-86757656 aikeshiji@163.com China 9884 55
TCI Japan 03-3668-0489
03-3668-0520 Sales-JP@TCIchemicals.com Japan 28606 80

View Lastest Price from Isoproturon manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-12-20 Isoproturon
34123-59-6
US $1.00 / kg 1kg 99% Customized career henan chemical co

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