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  • Glyphosate isopropylamine salt
Name:Glyphosate isopropylamine salt
CAS No:38641-94-0

PRODUCT DESCRIPTION

【Name】
Glyphosate isopropylamine salt
【CAS Registry number】
38641-94-0
【Synonyms】
2-(phosphonomethylamino)acetate
propan-2-ylazanium
Nitosorg
Glycine,N-(phosphonomethyl)-,compd. with 2-propanamine (1:1)
Glifonox
Glycel
Glyphosate amine
RodentRodenticidesRodeo
Vision (herbicide)
MON 0139
Ron-do
Roundup
【EINECS(EC#)】
254-056-8
【Molecular Formula】
C6H17N2O5P (Products with the same molecular formula)
【Molecular Weight】
228.183341
【Inchi】
InChI=1S/C3H8NO5P.C3H9N/c5-3(6)1-4-2-10(7,8)9;1-3(2)4/h4H,1-2H2,(H,5,6)(H2,7,8,9);3H,4H2,1-2H3
【InChIKey】
ZEKANFGSDXODPD-UHFFFAOYSA-N
【Canonical SMILES】
CC(C)[NH3+].C(C(=O)[O-])NCP(=O)(O)O

Chemical and Physical Properties

【Appearance】
Clear liquid
【Density】
1.218 g/mL at 25 °C
【Melting Point】
200 C
【Boiling Point】
465.8 °C at 760 mmHg
【Refractive Index】
n20/D 1.435
【Flash Point】
235.5 °C
【Water】
Soluble in water
【Solubilities】
Soluble in water
【Color/Form】
White powder
【Stability】
Stable. Incompatible with strong oxidizing agents.
【Storage temp】
Store above 10F to prevent crystallizing. If allowed to crystallize, place in warm room 68F for several days to redissolve; mix well before reuse.
【Computed Properties】
Molecular Weight:228.183341 [g/mol]
Molecular Formula:C6H17N2O5P
H-Bond Donor:4
H-Bond Acceptor:6
Rotatable Bond Count:3
Exact Mass:228.087508
MonoIsotopic Mass:228.087508
Topological Polar Surface Area:137
Heavy Atom Count:14
Formal Charge:0
Complexity:168
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:2

Safety and Handling

【Hazard Codes】
Xi: Irritant;
【Risk Statements】
R36
【Safety Statements 】
26
【Safety】
Low toxicity by ingestion and skin contact. Human mutation data reported. When heated to decomposition it emits toxic vapors of NOx and POx.
【Skin, Eye, and Respiratory Irritations】
Some glyphosate end-use products are in Toxicity Categories I or II form primary eye irritation or skin irritation. In California, glyphosate ranks high among pesticides causing illness or injury to workers, who report numerous incidents of eye and skin irritation from splashes during mixing and loading.
【Cleanup Methods】
If a spill occurs, clean it up promptly. Don't wash it away. Instead, sprinkle the spill with sawdust, vermiculite, or kitty litter. Sweep it into a plastic garbage bag, and dispose of it as directed on the pesticide product label.
After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide..To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash.
【Fire Fighting Procedures】
Water spray, foam, dry chemical, carbon dioxide or any Class B agent.
【Formulations/Preparations】
As of 2006, 43 active registrants of pesticide formulations containing glyphosate isopropylamine at concentrations ranging from 
'Rodeo', 'Roundup', soluble concentrate (480 g glyphosate- mono(isopropylammonium/l); 'Spasor', soluble concentrate (410 g glyphosate- mono(isopropylammonium/kg); 'Sting', soluble concentrate (240 g glyphosate- mono(isopropylammonium)/l with surfactant). Mixtures include: 'Bronco', emulsifiable concentrate (168 g glyphosate-mono(isopropylammonium) + 312 g alachlor/l); 'Landmaster', soluble concentrate (144 g ai glyphosate- mono(isopropylammonium) + 227 g ai 2,4-D-isopropylammonium/l) /Glyphosate-mono(isopropylammonium)/
Combinations: Glifonox, Roundup may be tank mixed with Lasso, and atrazine, for use in minimum tillage systems for corn. With Lasso, Lorox, Lexone, Canopy, Command, Dual, Gemini, Lorox Plus, Preview, Prowl, Turbo, Scepter, Squadron, Lariat, Bullet, Dual, Bicep, cyanazine, simazine, and Prowl for use in minimum tillage systems for soybeans. Lider (atrazine, metolachlor/atrazine, metolachlor/simazine).
The original glyphosate formulation concentrate (Roundup Herbicide, Monsanto) contained the isopropylamine salt of glyphosate (41% w/v), a polyethoxylated tallow amine surfactant (15.4% w/v), and water.
Accord Herbicide, 41.5% glyphosate, isopropylamine salt
Backdraft SL Herbicide, 13.6% Glyphosate, isopropylamine salt, 1.7% Imazaquin
Cornerstone, 41% glyphosate, isopropylamine salt
Expert Herbicide, 22.9% Atrazine, 10.8% Glyphosate, isopropylamine salt, 18.6% (S)-2-Chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylet
Extreme Herbicide, 22.0% Glyphosate, isopropylamine salt, 1.8% Imazethapyr
Glyfos AQ Aquatic Herbicide, 53.8% glyphosate isopropylamine salt
Landmaster BW Herbicide, 20.6% isopropylamine 2,4-dichlorophenoxyacetate and 12.9% glyphosate, isopropylamine salt
MON 139, 62% Technical Solution
MON 58442 Herbicide, 16% atrazine, 8.2T glyphosate, isopropylamine salt, 21.6% acetochlor
Polado L Plant Growth Regulator, 53.8% glyphosate, isopropylamine salt
Ranger Herbicide, 28.6% glyphosate, isopropylamine salt
Roundup Original II, 41.0% glyphosate, isopropylamine salt
Roundup Herbicide, 41% Glyphosate, isopropyl salt
Roundup Custom Herbicide, 53.8% glyphosate, isopropylamine salt
Shackle Herbicide, 0.96% glyphosate, isopropylamine salt
Vision; product similar to Roundup
SINGLE ACTIVE INGREDIENT: Form Not Identified/Liquid 53.50 % glyphosate, isopropylamine salt; 41.00 % glyphosate, isopropylamine salt. Form Not Identified/Solid: 76.00 % glyphosate, isopropylamine salt. Liquid-Ready to Use:19.70 % glyphosate, isopropylamine salt; 18.30 % glyphosate, isopropylamine salt; 15.80 % glyphosate, isopropylamine salt; 1.00 % glyphosate, isopropylamine salt; 0.96 % glyphosate, isopropylamine salt; 0.50 % glyphosate, isopropylamine salt. Manufacturing Use: 94.00 % glyphosate, isopropylamine salt. Pelleted/Tableted: 83.50 % glyphosate, isopropylamine salt; 60.00 % glyphosate, isopropylamine salt. Pressurized Liquid: 0.96 % glyphosate, isopropylamine salt;0.75 % glyphosate, isopropylamine salt. Soluble Concentrate/Liquid: 62.00 % glyphosate, isopropylamine salt; 53.80 % glyphosate, isopropylamine salt;41.50 % glyphosate, isopropylamine salt; 41.00 % glyphosate, isopropylamine salt;28.60 % glyphosate, isopropylamine salt;25.10 % glyphosate, isopropylamine salt;18.00 % glyphosate, isopropylamine salt; 10.00 % glyphosate, isopropylamine salt; 8.20 % glyphosate, isopropylamine salt; 7.00 % glyphosate, isopropylamine salt; 5.00 % glyphosate, isopropylamine salt. Soluble Concentrate/Solid: 93.96 % glyphosate, isopropylamine salt.
MULTIPLE ACTIVE INGREDIENT: Liquid-Ready to Use 12.40 % glyphosate, isopropylamine salt + 1 other AI; 7.70 % glyphosate, isopropylamine salt + 1 other AI; 0.50 % glyphosate, isopropylamine salt + 1 other AI; 0.25 % glyphosate, isopropylamine salt + 1 other AI. Soluble Concentrate/Liquid: 16.50 % glyphosate, isopropylamine salt + 1 other AI; 14.80 % glyphosate, isopropylamine salt + 1 other AI; 13.30 % glyphosate, isopropylamine salt + 1 other AI; 12.90 % glyphosate, isopropylamine salt + 1 other AI.
【Other Preventative Measures】
Worker Protection Standard (WPS) Requirements. Any product whose labeling permits use in the production of an agricultural plant on any farm, forest, nursery or greenhouse must comply with the labeling requirements of: PR Notice 93-7, "Labeling Revisions Required by the Worker Protection Standard (WPS)," andPR Notice 93-11, "Supplemental Guidance for PR Notice 93-7." Unless specifically directed in the RED, all statements required by these two PR Notices must appear on product labeling exactly as instructed in the Notices. Labels /for glyphosate isopropylamine salt were required to/ be revised by April 21, 1994, for products distributed or sold by the primary registrant or supplementally registered distributors, and by October 23, 1995, for products distributed or sold by anyone.
/Glyphosate Isopropylamine/ Products Not Primarily Intended for Home Use: Uses Within the Scope of the Worker Protection Standard (WPS) - A 12-hour restricted entry interval (REI) is required for all products with uses within the scope of the WPS, except products intended primarily for home use. The PPE for early entry should be that required for applicators of glyphosate, except any applicator requirement for an apron or respirator is waived. This REI and PPE should be inserted into the standardized statements required by PR Notice 93-7. Sole Active Ingredient End-Use Products - Labels must ... adopt the entry restrictions set forth in this section. ... Multiple Active Ingredient Products - ... A specific time period in hours or days is considered more protective than "until sprays have dried" or "dusts have settled."
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Wear the items of protective clothing the label requires: for example, non-absorbent gloves (not leather or fabric), rubber footwear (not canvas or leather), a hat, goggles, or a dust-mist filter. If no specific clothing is listed, gloves, long-sleeved shirts and long pants, and closed shoes are recommended. You can buy protective clothing and equipment at hardware stores or building supply stores.
Outdoor Applications. Never apply pesticides outdoors on a windy day (winds higher than 10 mph). Position yourself so that a light breeze does not blow pesticide spray or dust into your face.
【Protective Equipment and Clothing】
Some glyphosate end-use products are in Toxicity Categories I or II form primary eye irritation or skin irritation. In California, glyphosate ranks high among pesticides causing illness or injury to workers, who report numerous incidents of eye and skin irritation from splashes during mixing and loading.
【Octanol/Water Partition Coefficient】
log Kow = -5.4
【Disposal Methods】
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Safe Disposal of Pesticides. The best way to dispose of small amounts of excess pesticides is to use them - apply them - according to the directions on the label. If you cannot use them, ask your neighbors whether they have a similar pest control problem and can use them. If all of the remaining pesticide cannot be properly used, check with your local solid waste management authority, environmental agency, or health department to find out whether your community has a household hazardous waste collection program or a similar program for getting rid of unwanted, leftover pesticides. These authorities can also inform you of any local requirements for pesticide waste disposal.
Safe Disposal of Pesticides. An empty pesticide container can be as hazardous as a full one because of residues left inside. Never reuse such a container. When empty, a pesticide container should be rinsed carefully three times and the rinsewater thoroughly drained back onto the sprayer or the container previously used to mix the pesticide. Use the rinsewater as a pesticide, following label directions. Replace the cap or closure securely. Dispose of the container according to label instructions. Do not puncture or burn a pressurized container like an aerosol - it could explode. Do cut or puncture other empty pesticide containers made of metal or plastic to prevent someone from reusing them. Wrap the empty container and put it in the trash after you have rinsed it.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

J.E. Franz, Germany 2152826; idem, US 3799758 and US 3853530 (1972, 1974, 1974 all to Monsanto)
【Usage】
Herbicide.

Biomedical Effects and Toxicity

【Pharmacological Action】
- Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
- Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
- Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE.
- Chemical agents that uncouple oxidation from phosphorylation in the metabolic cycle so that ATP synthesis does not occur. Included here are those IONOPHORES that disrupt electron transfer by short-circuiting the proton gradient across mitochondrial membranes.
【Biomedical Effects and Toxicity】
Glyphosate and its isopropylamine salt have extremely low oral toxicity. Orally administered glyphosate is incompletely absorbed from the gastrointestinal tract of rats, especially in males. It is excreted unchanged in the urine, although there is evidence of biliary excretion and enterohepatic circulation.
The percutaneous absorption of 14C-labelled glyphosate from 3 formulations of glyphosate was measured in excised human abdominal skin using an in vitro technique. Glyphosate was found to be very poorly absorbed under these conditions, with the epidermis acting as the primary barrier /Glyphosate formulations/.
The percutaneous absorption of glyphosate was studied in vivo and in vitro. The ability of Roundup, a commercial glyphosate formulation, applied neat and in 1:20 to 1:32 dilutions to penetrate human thigh skin samples obtained at autopsy was evaluated using flow through cells containing human plasma as the receptor fluid. The ability of 14C-labeled Roundup and the 1:20 and 1:32 dilutions to bind to powdered human stratum corneum was investigated. Adult female rhesus monkeys were administered 500 or 5400 ug per 200 sq cm labeled glyphosate topically or 9 or 93 ug glyphosate iv. Blood and urine samples were collected starting 24 hr before dosing and up to 8 days post dosing and assayed for carbon-14 activity. Selected monkeys were killed 7 days after topical exposure to determine the tissue distribution of glyphosate derived carbon-14 activity. Other monkeys were topically administered a 1:20 dilution of 14C-labeled glyphosate.The application sites were washed with soap and water or water 0 to 24 hr later to assess the ability of these treatments to remove glyphosate. In vitro, less than 2% of the applied glyphosate penetrated human skin. Glyphosate as Roundup or in diluted form did not bind to powdered stratum corneum. Around 95 to 99% of iv administered glyphosate was excreted in the urine, mostly within the first 24 hr. Following topical application only 2.2% of the 5400 ug/200 sq cm dose and 0.8% of the 500 ug/200 sq cm dose were excreted in the urine over 8 days. Based on the iv data, 0.8 to 2.2% of the applied doses was estimated to have been absorbed. Glyphosate was detected in the blood after iv administration, but not topical application. No glyphosate derived radioactivity was detected in any internal organs after topical application. Soap and water, or water removed 89.6 and 83.6% of the applied dose, respectively, 12 hr after treatment. Both treatments removed about 50% of the applied dose 24 hr after exposure. It was concluded that the amounts of glyphosate absorbed through the skin of rhesus monkeys is low, on the order of 0.8 to 2.2%. Since the rhesus monkey is a good model for percutaneous absorption relevant to humans, glyphosate should have little dermal toxicity for humans. /Roundup/
Dermal absorption has been determined experimentally in an in vitro human skin model using 14C-labeled glyphosate in formulated herbicide. After 16 hours, not more than 2.3% of the applied dose was recovered in the plasma receptor fluid. In vivo dermal absorption studies in rhesus monkeys confirmed poor absorption; total urinary recovery of labeled glyphosate was only 0.4% of applied dose in 24 hours and 2% in 7 days. Water or soap and water washing removed the applied glyphosate; 50% was still recoverable by washing at 24 hours. Several worker-biomonitoring studies verify poor dermal absorption by failing to find detectable levels of glyphosate in the urine.
Interactions /of glyphosate/ with skin and potential systemic availability through percutaneous absorption was studied by skin binding, skin absorption, residual tissue distribution, and skin decontamination. Glyphosate in a final formulation (Roundup) undiluted and diluted with water 1:20 and 1:32, would not partition into powdered human stratum corneum (
In lactating goats concentrations of carbon-14 label in milk were measured after giving capsules containing a 9:1 mixture of 14C-glyphosate and 14C-aminomethylphosphonic acid (AMPA) to a dose level equivalent to 120 mg/kg diet (expressed as free acid) for 5 days. Concentrations in milk (as mg equivalents glyphosate/kg whole milk) ranged from 0.019 to 0.086 mg/kg during the test period; at day 5 after the last dose the concentration was 0.006 mg/kg.

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