Napropamide

Base Information

• Chemical Name: Napropamide
• CAS No.: 15299-99-7
• Deprecated CAS: 154799-64-1
• Molecular Formula: C17H21NO2
• Molecular Weight: 271.359
• Hs Code.: 29242990
• European Community (EC) Number: 239-333-3
• UNII: B56M9401K6
• DSSTox Substance ID: DTXSID5024211
• Nikkaji Number: J1.863E
• Wikidata: Q17578703
• ChEMBL ID: CHEMBL1877460
• Mol file: 15299-99-7.mol

Synonyms:devrinol;napropamide

Chemical Property of Napropamide

Chemical Property:

• Appearance/Colour: light yellow needle-like crystal
• Vapor Pressure: 1.32E-07mmHg at 25°C
• Melting Point: 73-78 °C(lit.)
• Refractive Index: 1.568
• Boiling Point: 430.185 °C at 760 mmHg
• PKA: -0.82±0.70(Predicted)
• Flash Point: 213.969 °C
• PSA: 29.54000
• Density: 1.08 g/cm³
• LogP: 3.47550
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Slightly), Methanol (Sparingly)
• Water Solubility.: 73mg/L(20 oC)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 271.157228913
• Heavy Atom Count: 20
• Complexity: 314

Purity/Quality:

98% ^*data from raw suppliers

Napropamid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Other
• Canonical SMILES: CCN(CC)C(=O)C(C)OC1=CC=CC2=CC=CC=C21
• Uses: Herbicide. Preemergence control of annual grasses and certain broad-leaved weeds in mint, orchards, small fruits, tobacco, turf, vegetable crops and ornamentals Napropamid is used as a pesticide.

Technology Process of Napropamide

There total 2 articles about Napropamide 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:

α-naphthol (90-15-3) + diethylamine (109-89-7) + (R,S)-2-chloropropionic acid (598-78-7) → Napropamide (15299-99-7)

Guidance literature:

Multistep reaction; (i), (ii) COCl₂, (iii) /BRN= 605268/;

DOI:10.1021/jo00949a031

Reference yield:

→ Napropamide (15299-99-7)

Guidance literature:

entspr. Saeure, 1) Phosgen, 2) Diethylamin;

DOI:10.1021/jf60201a043

Reference yield: 81.0%

Napropamide (15299-99-7) + phenylmagnesium bromide (100-58-3) → N,N-diethyl-2-(naphthalen-1-yloxy)-1-phenylpropan-1-amine

Guidance literature:

Napropamide; With sodium hydride; sodium iodide; In tetrahydrofuran; mineral oil; at 40 ℃; for 24h; Inert atmosphere;

phenylmagnesium bromide; With chloro-trimethyl-silane; In tetrahydrofuran; mineral oil; at -20 - 24 ℃; for 2h; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/anie.202004272

upstream raw materials:

α-naphthol

diethylamine

(R,S)-2-chloropropionic acid

Downstream raw materials:

(R)-napropamide

(S)-napropamide

Refernces

• 1、 -. "5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides". . . Retrieved 2008/06/13.