Diphenamid

Base Information

• Chemical Name: Diphenamid
• CAS No.: 957-51-7
• Deprecated CAS: 73413-06-6,12697-94-8
• Molecular Formula: C16H17 N O
• Molecular Weight: 239.317
• Hs Code.: 29242990
• European Community (EC) Number: 213-482-4
• ICSC Number: 0763
• UNII: 6Z3R6EGA2B
• DSSTox Substance ID: DTXSID8024072
• Nikkaji Number: J1.753A
• Wikidata: Q2111674
• ChEMBL ID: CHEMBL2252192
• Mol file: 957-51-7.mol

Synonyms:dimid;diphenamid

Chemical Property of Diphenamid

Chemical Property:

• Appearance/Colour: white or off-white powder
• Melting Point: 132-136 ºC
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 382.4 ºC
• PKA: -0.68±0.70(Predicted)
• Flash Point: 173.3 ºC
• PSA: 20.31000
• Density: 1.07 g/cm³
• LogP: 2.90670
• Storage Temp.: 0-6°C
• Water Solubility.: 239.9mg/L(25 oC)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 239.131014166
• Heavy Atom Count: 18
• Complexity: 244

Purity/Quality:

99%, ^*data from raw suppliers

Diphenamid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-52/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Other
• Canonical SMILES: CN(C)C(=O)C(C1=CC=CC=C1)C2=CC=CC=C2
• Inhalation Risk: Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly.
• Uses: Herbicide. 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. Diphenamid is a pesticide found in representative agricultural produce (brown rice, orange, spinach and potatoes).

Technology Process of Diphenamid

There total 27 articles about Diphenamid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

diphenylchloromethane (90-99-3) + N,N-dimethyl (trimethylsilyl)methanamide (479486-96-9) → diphenamid (957-51-7)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 100 ℃; for 12h;

DOI:10.1021/jo0512406

Reference yield: 92.0%

N'-Hydroxy-N,N-dimethyl-2,2-diphenyl-acetamidine (81838-74-6) → diphenamid (957-51-7)

Guidance literature:

With sulfuric acid; sodium dodecyl sulfate; sodium nitrite; 2.) 4 h;

Reference yield: 82.0%

1,1-difluoro-2,2-diphenylethylene (569-72-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → diphenamid (957-51-7)

Guidance literature:

N,N-dimethyl-formamide; With potassium tert-butylate; at 90 ℃; for 0.166667h; Inert atmosphere;

1,1-difluoro-2,2-diphenylethylene; With water; at 90 ℃; for 12h; Inert atmosphere;

DOI:10.1039/C8OB02322K

upstream raw materials:

diphenylacetic acid chloride

dimethyl amine

potassium dimethyldithiocarbamate

2,2-diphenylacetic acid

Downstream raw materials:

2,2-diphenyl-4-pyrrolidino-butyric acid dimethylamide

2,2-diphenyl-4-(2,2,4-trimethyl-pyrrolidino)-butyric acid dimethylamide

2,2-diphenyl-4-piperidino-butyric acid dimethylamide

4-(2,2-dimethyl-pyrrolidino)-2,2-diphenyl-butyric acid dimethylamide

Refernces

• 1、 Simig,Lempert. "". . p. 93,94, 95. Retrieved 1975.
• 2、 Cunico, Robert F.,Pandey, Rajesh K.. "Palladium-catalyzed conversion of benzylic and allylic halides into α-aryl and β,γ-unsaturated tertiary amides by the use of a carbamoylsilane". . p. 9048 - 9050. Retrieved 2007/10/03.
• 3、 Jenny, Christjohannes,Heimgartner, Heinz. "Synthesis of 4,4-Disubstituted 1,3-Thiazol-5(4H)-thiones". . p. 374 - 388. Retrieved 2007/10/02.