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Fosamine ammonium

Fosamine ammonium structure

Fosamine ammonium 

structure
  • CAS No:

    25954-13-6

  • Formula:

    C3H8NO4P.H3N

  • Chemical Name:

    Fosamine ammonium

  • Synonyms:

    Phosphonic acid,P-(aminocarbonyl)-,monoethyl ester,ammonium salt (1:1);Phosphonic acid,carbamoyl-,monoethyl ester,ammonium salt;Phosphonic acid,(aminocarbonyl)-,monoethyl ester,monoammonium salt;Krenite;Ammonium ethyl carbamoylphosphonate;Fosamine ammonium;DPX 1108;Fosamine ammonium salt;Krenite S;37337-53-4

  • Categories:

    Agrochemicals  >  Plant Growth Regulators

Fosamine ammonium Basic Attributes

170.1

170.04600

247-363-3

2350MJR49J

DTXSID9032406

COLORLESS CRYSTALLINE SOLID|WHITE CRYSTALLINE SOLID

Characteristics

93.4

1.80170

1.33 g/cm3

175 °C

290.3ºC at 760mmHg

129.4ºC

0.04 g/kg chloroform at 25 deg C

0.53 mPa @ 25 deg C

Oral-rat LD50: 11000 mg/kg; Oral-guinea pig LD50: 7380 mg/kg

Combustion produces toxic nitrogen oxides, ammonia and phosphorus oxide gas

Henry's Law constant: 5X10-13 atm-cu m/mole (est).

Vap: 4x10-6 mm Hg at 25 °C

Corrosive to copper and brass.

Safety Information

36

26

BQ4112000

Xi

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Stable in neutral and alkaline media.

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P322, P337+P313, P363, P403+P233, P405, P501

H312

|Warning|H312 (74.51%): Harmful in contact with skin [Warning Acute toxicity, dermal]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P322, P337+P313, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 54 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Avoid contact with skin, syes, and clothing. Do not contaminate water by cleaning of equipment or disposal of wastes.|Irritating to eyes. May irritate nose, throat, skin. Avoid breathing spray or mist.|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.

Toxicity

practically nontoxic

LD50 Rat oral 10125 mg active ingredient (as emulsifiable concentrate)/kg|LD50 Rat oral more than 2075 mg (containing surfactant)/kg|LD50 Guinea pig oral 7380 mg/kg|LD50 Rabbit percutaneous more than 1660 mg/kg|LC50 Rat oral 24000 mg/kg

Fosamine-ammonium's use as a contact herbicide(1-3) releases the compound directly to the environment through applications in sprays and other routes of application(SRC).

AQUATIC FATE: STUDIES SHOWED THAT IT IS STABLE FOR EXTENDED PERIODS IN NEUTRAL OR ALKALINE WATER.|TERRESTRIAL FATE: UNDER FIELD CONDITIONS T/2 IN SOIL WAS APPROX 1 WK FOLLOWING TREATMENT OF PRACTICAL USE LEVELS.|Terrestrial Fate: Rapidly decomposed by soil microorganisms. Half-life in soil is about 10 days.|TERRESTRIAL FATE: AT 10 PPM IT DID NOT AFFECT THE SOIL POPULATION COUNT OF FUNGI & BACTERIA OVER AN 8 WK PERIOD. IT HAD NO EFFECT ON THE SOIL NITRIFICATION PROCESS.|For more Environmental Fate (Complete) data for FOSAMINE (7 total), please visit the HSDB record page.

The rate constant for the vapor phase reaction of fosamine-ammonium with photochemically produced hydroxyl radicals has been estimated to be 4.9X10-11 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of about 7.9 hours at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1,SRC). In aqueous hydrolysis studies using buffered water at 20 °C, less than 3% of initial fosamine-ammonium degraded over a 4 week period at pHs of 7 and 9(2); however, at pH 5, a degradation half-life of about 10 days was observed(2). Fosamine-ammonium was found to be stable (less than 2% degradation over 4 weeks) to direct photolysis and photosensitized photolysis (using riboflavin and anthraquinone sensitizers) in photolysis studies using sunlight and water at pH 7.9 and a Brandywine River water at pH 6.5(2); when sediments were added to the river water, degradation reached 45% after 4 weeks, but the degradation process was considered to be biological(2).

Based upon a water solubility of 1.79 kg/L at 25 °C(1), the BCF of fosamine-ammonium can be estimated to be 0.2 from a recommended regression derived equation(2,SRC). The BCF value indicates that bioconcentration in aquatic organisms is not an important fate process(SRC). In bioaccumulation studies using channel catfish and (14)C fosamine-ammonium, fosamine-ammonium BCFs of less than 1 were measured(2).

In field studies (conducted in DE, FL, and IL), greenhouse studies, and soil column studies, fosamine-ammonium was found to leach very little, either downward or laterally(1); most undegraded fosamine-ammonium remained in the upper 4 inches of soil(1).

Based upon a vapor pressure of 4X10-6 mm Hg(1) and a water solubility of 1.79 kg/l at 25 °C(1), the Henry's Law constant for fosamine-ammonium can be estimated to be 5X10-13 atm-cu m/mole (SRC). This value of Henry's Law constant indicates that fosamine-ammonium is essentially nonvolatile from water(2).

Occupational exposure to fosamine-ammonium occurs through dermal contact and inhalation of dust and sprays, especially to workers applying the compound as a herbicide(1).

Drug Information

WHEN ADMIN AS A SINGLE ORAL DOSE TO PRECONDITIONED RATS BY INTRAGASTRIC INTUBATION, RADIOACTIVITY WAS RAPIDLY ELIMINATED IN FECES (87%) & URINE (13%). TRACE AMT FOUND IN THE GI TRACT, HIDE & EXHALED AIR RADIOACTIVITY FOUND IN BODY TISSUES AFTER 72 HR.|Uptake via leaves, (not via roots). No downward transport in the plant.

THE ELIMINATED (14)C IN URINE & FECES WAS 87% INTACT FOSAMINE AND ABOUT 13% CARBAMOYLPHOSPHONIC ACID.

1. SKIN CONTAMINATION SHOULD BE REMOVED PROMPTLY BY WASHING WITH SOAP AND WATER. CONTAMINATION OF THE EYES SHOULD BE TREATED IMMEDIATELY BY PROLONGED FLUSHING OF THE EYES WITH COPIOUS AMOUNTS OF CLEAN WATER. IF DERMAL OR OCULAR IRRITATION PERSISTS, MEDICAL ATTENTION SHOULD BE OBTAINED WITHOUT DELAY. /OTHER HERBICIDES/|2. INGESTIONS OF THESE HERBICIDES ARE LIKELY TO BE FOLLOWED BY VOMITING AND DIARRHEA DUE TO THE IRRITANT PROPERTIES OF MOST OF THE TOXICANTS. ... A. IF LARGE AMOUNTS OF HERBICIDE HAVE BEEN INGESTED, AND IF THE PATIENT IS FULLY ALERT, INDUCE EMESIS WITH SYRUP OF IPECAC, FOLLOWED BY SEVERAL GLASSES OF WATER. DOSAGE FOR ADULTS AND CHILDREN OVER 12 YEARS: 30 ML; DOSAGE FOR CHILDREN UNDER 12 YEARS 15 ML. WHEN VOMITING HAS STOPPED, GIVE ACTIVATED CHARCOAL. ADD SORBITOL TO THE CHARCOAL SLURRY UNLESS DIARRHEA HAS ALREADY COMMENCED. IF, FOR SOME REASON, THE PATIENT IS NOT FULLY ALERT, PUT IN PLACE A CUFFED ENDOTRACHEAL TUBE TO PROTECT THE AIRWAY, THEN ASPIRATE AND LAVAGE THE STOMACH WITH A SLURRY OF ACTIVATED CHARCOAL. LEAVE A QUANTITY OF CHARCOAL, WITH SORBITOL, IN THE STOMACH BEFORE WITHDRAWING THE STOMACH TUBE. REPEATED ADMINISTRATION OF CHARCOAL AT HALF OR MORE THE INITIAL DOSAGE EVERY 2-4 HOURS MAY BE BENEFICIAL. /OTHER HERBICIDES/|2. B. IF THE AMOUNT OF INGESTED HERBICIDES WAS SMALL, IF EFFECTIVE EMESIS HAS ALREADY OCCURRED, OR IF TREATMENT IS DELAYED, ADMINISTER THE ACTIVATED CHARCOAL AND SORBITOL BY MOUTH. C. IF SERIOUS DEHYDRATION AND ELECTROLYTE DEPLETION HAVE OCCURRED AS A RESULT OF VOMITING AND DIARRHEA, MONITOR BLOOD ELECTROLYTES AND AND FLUID BALANCE AND ADMINISTER INTRAVENOUS INFUSIONS OF GLUCOSE, NORMAL SALINE RINGER'S SOLUTION, OR RINGER'S LACTATE TO RESTORE EXTRACELLULAR FLUID VOLUME AND ELECTROLYTES. FOLLOW THIS WITH ORAL NUTRIENTS AS SOON AS FLUIDS CAN BE RETAINED. FLUIDS SERVE TO SUPPORT EXCRETION OF THE TOXICANTS. D. SUPPORTIVE MEASURES ARE ORDINARILY SUFFICIENT FOR SUCCESSFUL MANAGEMENT OF EXCESSIVE EXPOSURES TO THESE HERBICIDES. /OTHER HERBICIDES/

ammonium ethyl carbamoylphosphonate

Fosamine ammonium Use and Manufacturing

Methods of Manufacturing

Methyl chloroformate is slowly added dropwise to triethyl phosphonite, and the rearrangement reaction is carried out under heating conditions to generate diethyl methoxyformylphosphonate. Then ammonia was passed through the toluene solution to generate diethyl carbamoylphosphonate. Finally, it reacts with ammonia water, and is separated and concentrated to obtain regulating phosphine.

Uses

Organophosphorus plant growth regulator. It can act on plant meristems, inhibit cell division and elongation, and inhibit plant photosynthesis and protein synthesis. Different plants respond differently to phosphine regulation at different stages of growth, and the effects of different drug doses are not the same. Effective concentration 6~15g/L can kill some plants; 1~5g/L can inhibit plant growth; 10~100mg/L can promote plant growth. Because the role of phosphine regulation is directed to the growth and differentiation of buds, it may cause medicinal damage when used during the active growth period and before the top buds of conifers stop growing. 250~500mg/L foliar spray can control the growth of citrus summer shoots; 1000~1500mg/L top foliar spray can make the rubber tree dwarf; 1000mg/L foliar spray can control the growth of apple and grape new shoots . Modified phosphine can also be used as an anti-irrigation agent or to control some weeds, such as irrigating and weeding cypress, Chinese pine, spruce, Korean pine, Pinus sylvestris and other coniferous tree species. It can also be used for chemical pruning of ornamental plants and flower preservation.

KRENITE BRUSH CONTROL AGENT IS A LIQUID FORMULATION FOR FIELD BINDWEED AND LEAFYSPURGE CONTROL IN NONCROPLAND AREAS. GROWTH REGULANT.

... FOSAMINE-AMMONIUM ... WAS INTRODUCED /IN 1974/ BY EI DU PONT DE NEMOURS & CO(INC) (US PATENT 3627507; 3846512) AS CODE NUMBER 'DXP 1108', TRADE MARK 'KRENITE'.|USED AS A FOLIAR SPRAY @ RATES OF 1 1/2 TO 3 GALLONS PRODUCT (6 TO 12 POUNDS AI)/ACRE APPLIED IN LATE SUMMER OR EARLY FALL FOR CONTROL &/OR GROWTH SUPPRESSION OF MANY WOODY SPECIES. SUSCEPTIBLE TREATED PLANTS NORMALLY FAIL TO REFOLIATE DURING GROWING SEASON FOLLOWING TREATMENT & SUBSEQUENTLY DIE. KRENITE MAY BE USED ON NONCROPLAND AREAS SUCH AS RAILROAD, PIPELINE, UTILITY & HIGHWAY RIGHTS-OF-WAY, DRAINAGE DITCHBANKS, STORAGE AREAS, INDUSTRIAL PLANT SITES & OTHER SIMILAR AREAS INCLUDING LAND ADJACENT TO & SURROUNDING DOMESTIC WATER SUPPLY RESERVOIRS, SUPPLY STATIONS, LAKES & PONDS. ... FOR SELECTIVE USE IN FORESTRY (CONTROL OF HARDWOODS IN CONIFERS) & FOR FIELD BINDWEED CONTROL IN NONCROPLAND AREAS.|Not to be used on food or feed crops.|Compatible with dalapon-sodium. In other cases, a preliminary test is recommended. ... Do not spray before rain in order to ensure drying of the spray deposits.

RESIDUES IN PLANT TISSUES & IN SOIL MAY BE DETERMINED BY GLC OF A DERIVATIVE.|Determination of fosamine-ammonium by iodometric titration. Residue analysis is by GLC with phosphorus specific detection.

HERBICIDES

Computed Properties

Molecular Weight:170.10
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:170.04564383
Monoisotopic Mass:170.04564383
Topological Polar Surface Area:93.4
Heavy Atom Count:10
Complexity:148
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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