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| | DIPHENAMID Basic information |
| Product Name: | DIPHENAMID | | Synonyms: | N,N-DIMETHYL-2,2-DIPHENYLACETAMIDE;2,2-DIPHENYL-N,N-DIMETHYL-ACETAMIDE;DYMID(R);DIPHENAMID;Diphenamid(content>55%);ENIDE;ENIDE(R);LABOTEST-BB LT00159758 | | CAS: | 957-51-7 | | MF: | C16H17NO | | MW: | 239.31 | | EINECS: | 213-482-4 | | Product Categories: | | | Mol File: | 957-51-7.mol |  |
| | DIPHENAMID Chemical Properties |
| Melting point | 132-136 °C(lit.) | | Boiling point | 381.97°C (rough estimate) | | density | 1.1700 | | refractive index | 1.5500 (estimate) | | storage temp. | 0-6°C | | form | Huff Powder | | pka | -0.68±0.70(Predicted) | | color | White | | Water Solubility | 239.9mg/L(25 ºC) | | Merck | 13,3339 | | BRN | 2052009 | | Stability: | Stable. Incompatible with strong oxidizing agents, strong bases. | | CAS DataBase Reference | 957-51-7 | | NIST Chemistry Reference | Fenam(957-51-7) | | EPA Substance Registry System | Diphenamid (957-51-7) |
| Hazard Codes | Xn | | Risk Statements | 22-52/53 | | Safety Statements | 61 | | RIDADR | UN3077(solid) | | WGK Germany | 2 | | RTECS | AB8050000 | | HS Code | 29242990 | | Hazardous Substances Data | 957-51-7(Hazardous Substances Data) | | Toxicity | LD50 orally in rats: 700 mg/kg (Bailey, White) |
| | DIPHENAMID Usage And Synthesis |
| Chemical Properties | white or off-white powder | | Uses | Selective preemergence herbicide used to control many broad-leaved weeds and most grass weeds in okra, cotton, peanuts tomatoes, sweet potatoes, potatoes, tobacco, fruits, turf and ornamentals. | | Uses | Herbicide. | | Uses | Diphenamid is a pesticide found in representative agricultural produce (brown rice, orange, spinach and potatoes). | | Definition | ChEBI: Diphenamid is a diarylmethane. | | General Description | Colorless to off-white crystals. Used as an herbicide. | | Reactivity Profile | DIPHENAMID is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). DIPHENAMID is decomposed by strong base or acid. | | Agricultural Uses | Herbicide: This material is used as a pre-emergent and selective
herbicide for tomatoes, peanuts, alfalfa, soybeans, cotton
and other crops. Not approved for use in the U.S. or EU
countries. There are 18 global suppliers. | | Trade name | DIF 4®; DYMID®[C]; ENIDE®[C]; FDN®;
FENAM®; L 34314®; LILLY 34314®; RIDEON®; U
4513®; ZARUR® | | Environmental Fate | Soil. Degradation of diphenamid in soils was reported to form desmethyldiphenamid via monodemethylation and a bidemethylated product of diphenamid (Somasundaram and Coats, 1991). The persistence of diphenamid under warm-moist soil conditions ranged from 3 to 6 months (Ashton and Monaco, 1991).
Groundwater. According to the U.S. EPA (1986), diphenamid has a high potential to leach to groundwater.
Plant. In strawberries, diphenamide was transformed via N-demethylation yielding Nmethyl-2,2-diphenylacetamide (Golab et al., 1966).
Photolytic. N-Methyl-2,2-diphenylacetamide and benzoic acid were reported as major photoproducts following the UV irradiation of diphenamid in distilled water (Cessna and Muir, 1991).
Chemical/Physical. Emits toxic fumes of nitrogen oxides when heated to decomposition (Sax and Lewis, 1987). |
| | DIPHENAMID Preparation Products And Raw materials |
| Raw materials | N,N-Dimethylformamide-->Thionyl chloride-->Chloroform-->Hydrogen-->Methylamine-->Chloral-->2-Ethoxyethanol-->Trichloroethane-->2,2-Diphenylacetic acid-->Diphenylacetyl chloride-->Benzeneacetamide, N,N-dimethyl-α-phenyl-α-[(phenylmethyl)amino]--->Benzeneacetamide, N,N-dimethyl-α-phenyl-4-[(phenylmethyl)amino]--->Benzeneacetamide, 4,4'-[(phenylmethyl)imino]bis[N,N-dimethyl-α-phenyl- (9CI)-->Benzeneacetamide, N,N-dimethyl-α-phenyl-α-(2-phenyldiazenyl)--->Benzeneacetamide, α-(hydroxymethyl)-N,N-dimethyl-α-phenyl--->1-(2,2-DIFLUORO-1-PHENYL-VINYL)-4-FLUORO-BENZENE-->Benzeneethanimidoyl chloride, N-hydroxy-α-phenyl- |
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