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77182-82-2

77182-82-2 Structure

77182-82-2 Structure
IdentificationMore
[Name]

Glufosinate-ammonium
[CAS]

77182-82-2
[Synonyms]

2-Amino-4-(hydroxymethylphosphinyl)butyric acid ammonium salt
Ammonium 2-amino-4(hydroxymethylphosphinyl)butanoate
BASTA
DL-HOMOALANIN-4-YL (METHYL)PHOSPHINIC ACID AMMONIUM
dl-phosphinothricin
GLUFOSINATE-AMMONIUM
GLUPHOSINATE AMMONIUM
LIBERTY
2-amino-4-(hydroxymethylphosphinyl)butanoicacidmonoammoniumsalt
2-amino-4-(hydroxymethylphosphinyl)-butanoicacimonoammoniumsalt
ammonium(3-amino-3-carboxypropyl)methylphosphinate
ammonium(dl-homoalanine-4-yl)methylphosphinate
Ammonium-DL-homoalanin-4-yl(methyl)phosphinate
ammoniumglufusinate
dl-phosphinothricinammonium
finale
finale14sl
hoe00661
hoe39866
ignite
[EINECS(EC#)]

278-636-5
[Molecular Formula]

C5H18N3O4P
[MDL Number]

MFCD00055562
[Molecular Weight]

215.19
[MOL File]

77182-82-2.mol
Chemical PropertiesBack Directory
[Appearance]

solid
[Melting point ]

210°C
[Boiling point ]

519℃
[density ]

1.4 g/cm3
[Fp ]

100 °C
[storage temp. ]

0-6°C
[solubility ]

Methanol (Slightly), Water (Soluble)
[form ]

neat
[pka]

9.15[at 20 ℃]
[color ]

White to Beige
[Stability:]

Stable. Incompatible with strong oxidizing agents.
[Water Solubility ]

Soluble in water
[Merck ]

13,7425
[BRN ]

8163399
[InChIKey]

ZBMRKNMTMPPMMK-UHFFFAOYSA-N
[LogP]

-4.01 at 25℃
[CAS DataBase Reference]

77182-82-2(CAS DataBase Reference)
[EPA Substance Registry System]

77182-82-2(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,T
[Risk Statements ]

R22:Harmful if swallowed.
[Safety Statements ]

53-45-24/25
[RIDADR ]

2588
[WGK Germany ]

1
[RTECS ]

EK7713600
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

29319019
[Hazardous Substances Data]

77182-82-2(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ammonium hydroxide-->CHLOROPICRIN & ETHYLENE DIBROMIDE-->METHYLPHOSPHONIC ACID-->Phosphinic acid, methyl(3-oxopropyl)- (9CI)-->Butanoic acid, 2-amino-4-(hydroxymethylphosphinyl)-, hydrochloride-->[2-(2-Amino-6-chloro-9H-purin-9-yl)ethyl]propanedioic acid dimethyl ester-->4-(Methylhydroxyphosphinyl)-2-oxobutyric acid-->Phosphinothricin
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Amino-4-(hydroxymethylphosphinyl)butyric acid ammonium salt(77182-82-2).msds
Hazard InformationBack Directory
[Description]

Glufosinate ammonium(77182-82-2) is a broad-spectrum contact killing herbicide with the chemical formula c5h15n2o4p and the amount of chemical formula 198.16. It has the characteristics of wide herbicidal spectrum, low toxicity, high activity and good environmental compatibility. It is one of the most widely-applied broad-spectrum herbicides, controlling weeds in a huge variety of crops worldwide. Its unique mode of action makes it ideal to be used in rotation with other herbicides to mitigate weed resistance.
[Flammability and Explosibility]

Notclassified
[Agricultural Uses]

Herbicide: Glufosinate-ammonium is a naturally occurring broad-spectrum contact herbicide that is used to control a wide range of weeds after the crop emerges or for total vegetation control on non-crop lands. It is used on crops that have been genetically engineered. Glufosinate herbicides are also used to desiccate crops before harvest.
[Trade name]

BASTA®; DERRINGER®; FINALE®; HOE 00661®; HOE 03986®; HOE 39866®; IGNITE®; LIBERTY®; RELY®; REMOVE®; RUBOUT®; TOTAL®
[Safety Profile]

A poison by ingestion,subcutaneous, and intraperitoneal routes. Low toxicity byskin contact. Human systemic effects by ingestion: bloodpressure lowering, change in motor activity, coma,cyanosis. When heated to decomposition it emits toxicvapors of NO
[storage]

Store at -20°C
[Mode of action]

Glufosinate-ammonium is a plant protection product that works by inhibiting an enzyme central to plant metabolism. Plants absorb this substance primarily through their leaves and other green parts. As a contact herbicide, Glufosinate-ammonium is effective only where it comes into contact with the plant. This allows it to control weeds without affecting the roots or requiring tillage, which is important especially for erosion-prone areas such as slopes.
Questions And AnswerBack Directory
[Organophosphorus herbicides]

Glufosinate-ammonium, also known as glufosinate, is a non-selective foliar application of organic phosphorus herbicide, in 1979 first developed by the Federal Republic of Germany Hoechst (Hoechst) chemical synthesis company. Weeding mechanism of Glufosinate-ammonium is absorbed by the blade, having a part suction effect, can be transferred from the base of the blade to the ends, transferred less to other parts of the plant, is harmless for not unearthed shoots and seeds. Plants Glufosinate-ammonium metabolism is disordered in a short period after drug application, a strong cytotoxic agent Glufosinate-ammonium ion is accumulated in plants; poisoned the plant to die. While also severely inhibited photosynthesis, injured plants was yellowish white after lose of the green, after 2 to 5 days, turned yellow and died. After contacted with the soil, lost activity, it should only for spray of stem and leaf at postemergence.
Applications: Glufosinate-ammonium is mainly used for destuctive weeding of orchards, vineyards, potato fields, nurseries, forests, pastures, ornamental shrubs and free arable, prevention and weeding of annual and perennial weeds such as foxtail, wild oats, crabgrass , barnyard grass, green foxtail, bluegrass, quackgrass, bermudagrass, bentgrass, reeds, fescue, etc. Also prevention and weeding of broadleaf weeds such as quinoa, amaranth, smartweed, chestnut, black nightshade, chickweed, purslane, cleavers, sonchus, thistle, field bindweed, dandelion, also have some effect on sedges and ferns. When broadleaf weeds in the beginning of growing season and grass weeds in tillering period, dosage of 0.7 to 1.2 kg/hectare was sprayed on weed populations, period of weed control is 4 to 6 weeks, administration again if necessary, can significantly extend the validity period. Potato field should be used in the pre-emergence, it can also be sprayed before harvest, killing and weeding ground stubble, so as to harvest. Prevention and weeding of ferns, dosage of per hectare is 1.5 to 2 kg. Usually alone, sometimes it can also be mixed with simajine, diuron or methylchloro phenoxyacetic acid, and so on.
The chemical structural formula of Glufosinate-ammonium
Figure 1 The chemical structural formula of Glufosinate-ammonium.
The above information is edited by the chemicalbook of Liu Yujie.
[Toxicity]

Male rats acute oral LD50 is 2000 mg/kg, female rats is 1620 mg/kg; male mice acute oral LD50 is 431 mg/kg, female mice is 416 mg/kg; dog acute oral LD50 is 200~400 mg/kg. Male rats acute percutaneous LD50 is > 2000 mg/kg, female rats is 4000 mg/kg. No teratogenic and carcinogenic effects. Rainbow trout LC50 is 320mg/L (96h).
[Chemical properties]

Low solubility in common organic solvents, solubility in water is large. At pH 5-9, hydrolysis, half-life of soil is <10d. Light stability.
[Uses]

Organophosphorus herbicides, glutamine synthetase inhibitors, non-selective contact herbicide. There are certain suction effect, can be used for weeding of orchards, vineyards and non-cultivated land, can also be used for prevention and weeding of annual and perennial dicotyledonous weeds and sedges in potato field, such as rat tail foxtail, crabgrass, barnyardgrass, foxtail, wild wheat, wild corn, cocksfoot, fescue, deschampsia flexuosa, hair grass, ryegrass, reed, bluegrass, wild oat, brome, cleavers, henbit, lamium, solanum nigrum, chickweed, quackgrass, bentgrass, calamagrostis grass, field forget-grass, bermuda grass, amaranthus. Depending on crops and weeds, the amount of use varies, the usage amount of per hectare is 1~2 kg or more , such as prevention and weeding of raspberry crops and fern in forests and alpine pastures. Usage amount is 1.5~20kg/hm2.
[Production methods]

The O, O-diethyl methyl phosphonate reacted with dibromoethane reaction, heated at 80 ℃ for 2 h to get BrCH2CH2P (O) (OC2H5) CH3, and then reacted with (C2H5O2C) 2CNa (NHCOCH3) at 85 ℃to get ( C2H5O2C) 2C (NHCOCH3) CH2CH2P (O) (OC2H5) CH3, which was refluxed with hydrochloric acid, the resulting compound reacted with 28% Glufosinate-ammonium hydroxide for 8 h at 60~70 ℃ to obtain Glufosinate-ammonium.
In addition, synthesis of Glufosinate-ammonium included high-pressure catalytic synthesis method, low-temperature of targeting synthesis, using Strecker reaction and Mitchell addition process ,and so on. See "Pesticides" issue 9, 2002.
Spectrum DetailBack Directory
[Spectrum Detail]

Glufosinate-ammonium(77182-82-2)1HNMR
Glufosinate-ammonium(77182-82-2)13CNMR
Glufosinate-ammonium(77182-82-2)IR1
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

77182-82-2(sigmaaldrich)
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