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Propyzamide, also known as Pronamide, is a member of the benzamides class resulting from the formal condensation of the carboxy group of 3,5-dichlorobenzoic acid with the amino group of 2-methylbut-3-yn-2-amine. It is a white solid and is used as a selective herbicide.

23950-58-5

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23950-58-5 Usage

Uses

Used in Agriculture:
Propyzamide is used as a pre-emergence or post-emergence herbicide for controlling a wide range of annual and perennial grasses and certain annual broadleaf weeds. It is primarily used on crops such as lettuce, alfalfa, blueberries, ornamentals, fruit trees, forage legumes, and on pastures and rangelands.
Used in Ornamental Trees and Shrubs:
Propyzamide is used as a selective herbicide to control many perennial and annual grasses and broad-leaved weeds in ornamental trees and shrubs.
Used in Forestry:
Propyzamide is used as a herbicide in forestry to control unwanted vegetation and promote the growth of desired tree species.
Used in Fruits and Vegetables:
Propyzamide is used as a herbicide in the cultivation of fruits and vegetables to control weeds and improve crop yield.
Chemical Properties:
Propyzamide is a white solid with colorless crystalline properties. It is available in wettable powder and granular formulations and is registered for use in the U.S. and EU countries. It is considered a U.S. EPA restricted Use Pesticide (RUP).

Reactivity Profile

3,5-DICHLORO-N-(1,1-DIMETHYL-2-PROPYNYL)BENZAMIDE is a chlorinated amide. Organic 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).

Trade name

BENZAMIDE?; CAMPBELL'S RAPIER?; CLANEX?; KERB?; KERB 50 W?; KERB? PROPYZAMIDE 50; RH-315 RAPIER?; RONAMID?

Potential Exposure

A potential danger to those involved in the manufacture, formulation and application of this selective herbicide.

Environmental Fate

Biological. In the presence of suspended natural populations from unpolluted aquatic systems, the second-order microbial transformation rate constant determined in the laboratory was reported to be 5 × 10–14 L/organisms-hour (Steen, 1991). Soil. The major soil metabolite is 2-(3,5-dichlorophenyl)-4,4-dimethyl-5-methyleneoxazoline. The half-life in soil is approximately 30 days at 25°C (Hartley and Kidd, 1987). Residual activity in soil is limited to approximately 2–6 months (Hartley and Kidd, 1987). Chemical/Physical. Emits toxic fumes of nitrogen oxides and chlorine when heated to decomposition (Sax and Lewis, 1987). Propyzamide is hydrolyzed to 3,5-dichlorobenzoate by refluxing under strongly acidic conditions (Humburg et al., 1989).

Shipping

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous haz- ardous material, Technical Name Required.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explo- sions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Compounds of the car- boxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic com- pounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur).

Waste Disposal

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations govern- ing storage, transportation, treatment, and waste disposal. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

Check Digit Verification of cas no

The CAS Registry Mumber 23950-58-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,9,5 and 0 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 23950-58:
(7*2)+(6*3)+(5*9)+(4*5)+(3*0)+(2*5)+(1*8)=115
115 % 10 = 5
So 23950-58-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H11Cl2NO/c1-4-12(2,3)15-11(16)8-5-9(13)7-10(14)6-8/h1,5-7H,2-3H3,(H,15,16)

23950-58-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name propyzamide

1.2 Other means of identification

Product number -
Other names Pronamid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:23950-58-5 SDS

23950-58-5Downstream Products

23950-58-5Relevant academic research and scientific papers

Radical Carbonyl Propargylation by Dual Catalysis

Huang, Huan-Ming,Bellotti, Peter,Daniliuc, Constantin G.,Glorius, Frank

supporting information, p. 2464 - 2471 (2020/12/07)

Carbonyl propargylation has been established as a valuable tool in the realm of carbon–carbon bond forming reactions. The 1,3-enyne moiety has been recognized as an alternative pronucleophile in the above transformation through an ionic mechanism. Herein, we report for the first time, the radical carbonyl propargylation through dual chromium/photoredox catalysis. A library of valuable homopropargylic alcohols bearing all-carbon quaternary centers could be obtained by a catalytic radical three-component coupling of 1,3-enynes, aldehydes and suitable radical precursors (41 examples). This redox-neutral multi-component reaction occurs under very mild conditions and shows high functional group tolerance. Remarkably, bench-stable, non-toxic, and inexpensive CrCl3 could be employed as a chromium source. Preliminary mechanistic investigations suggest a radical-polar crossover mechanism, which offers a complementary and novel approach towards the preparation of valuable synthetic architectures from simple chemicals.

Synthesis method of propyzamide based on oxidation reaction

-

Paragraph 0014, (2021/09/21)

The invention discloses a novel synthesis method of propyzamide. The method is characterized in that cheap dichlorobenzoic acid is used as a raw material. According to the method, the propyzamide product can be obtained without a complex reaction with harsh conditions and high toxicity and without using a high-activity, expensive and environment-harmful reagent. Compared with an existing synthesis method, the method has the advantage that high-activity acyl chloride reagents and expensive and easily degradable alkynyl amine substances are avoided. The method is integrally simple in route, economical, environment-friendly, safe and efficient, and has high industrial application potential.

NURR1 RECEPTOR MODULATORS

-

Paragraph 0646; 1971-1973, (2020/09/08)

Described herein, inter alia, are Nurr1 receptor modulators and uses thereof. In an aspect is provided a method for treating a disease associated with dysregulation and/or degeneration of dopaminergic neurons in the central nervous system of a subject in need thereof, the method including administering to the subject in need thereof a therapeutically effective amount of a compound described herein.

Preparation method for propyzamide

-

, (2018/05/01)

The invention discloses a preparation method for propyzamide. The preparation method comprises the following steps: preparing 3-chloro-3-methylbutyne through a chlorination reaction; then preparing 3-amino-3-methylbutyne through an aminolysis reaction; and then carrying out an amidation reaction so as to prepare high-purity propyzamide. The optimal preparation method for propyzamide is screened out through a large number of experiments; the preparation method is reasonable in the whole process design and simple and efficient in process operation; in particular, optimal reaction conditions arescreened out, optimal raw material composition is determined for the chlorination reaction in the step 1, the aminolysis reaction in the step 2 and the amidation reaction in the step 3, and the proportions of reaction raw materials, reaction temperature, reaction time and the like are optimized, so reaction yield can be greatly increased (wherein the yield can reach 93% or more), side reactions can be reduced, reaction rate can be increased, and production cost can be greatly lowered; so the preparation method has good application prospects.

A method for preparing alkyne benzoyl grass amine (by machine translation)

-

, (2018/04/01)

The present invention provides a method for preparing alkyne benzoyl grass amine, comprising a condensation step: by parts by mass to 3 - amino - 3 - methyl [...] 100 - 105 parts, triethylamine 2 - 5 parts and solvent 100 - 500 parts into 10% -32% ω of sodium hydroxide solution 200 - 400 parts by, after stir, dropping 3, 5 - dichloro benzoyl chloride 100 - 105 parts, temperature control in 12 - 15 °C, after dropping, thermal insulation 1 - 5 hours. The alkyne benzoyl grass amine preparation method of the advantage of high purity of the product. (by machine translation)

Palladium-Catalyzed Cascade Difluoroalkylation/Cyclization of N-Propargylamides: Synthesis of Oxazoles and Oxazolines

Ma, Jun-Wei,Wang, Qiang,Wang, Xin-Gang,Liang, Yong-Min

, p. 13296 - 13307 (2018/11/02)

A palladium-catalyzed process to construct oxazoles and oxazolines with broad functional-group tolerance has been developed, and the method introduces difluoromethyl groups into heterocycles in a one-pot fashion. This system uses a carbonyl oxygen as the acceptor for the addition of a vinylpalladium intermediate to achieve the cyclization. Oxazoline derivatives are generated as the Z-isomer with high stereoselectivity. Additionally, we validated the tentative mechanism of this reaction.

NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND

-

, (2017/08/26)

An object of the present invention is to provide a compound having the controlling activity on a noxious arthropod, and a noxious arthropod controlling agent containing an amide compound of formula (I): wherein X represents a nitrogen atom or a CH group, p represents 0 or 1, A represents a tetrahydrofuranyl group or the like, R1, R2, R3, R4, R5, R6 and R7 represent a hydrogen atom or the like, n represents 1 or 2, Y represents an oxygen atom or the like, m represents any integer of 0 to 7, and Q represents a C1-8 chain hydrocarbon group optionally having a phenyl group or the like, has the excellent noxious arthropod controlling effect.

Preparation method of propyzamide

-

Paragraph 0003, (2016/10/09)

The invention relates to an organic synthesis method and in particular relates to a preparation method of propyzamide. According to the method provided by the invention, 3,5-dichlorobenzeneformonitrile is used as a raw material, and is subjected to alcoholysis reaction with 3-methyl-3-hydroxybutyne under a Lewis acid catalytic condition to synthesize the propyzamide in one step. With the adoption of the preparation method of the propyzamide, a process path is simplified, reaction conditions are improved and the yield of a product is improved; the emission of three wastes is greatly reduced, and a green and feasible scheme is provided for industrial production.

Development of a process for triazine-promoted amidation of carboxylic acids

Rayle, Heather L.,Fellmeth, Lisa

, p. 172 - 176 (2013/09/08)

A process has been developed for the triazine-promoted amidation of carboxylic acids. We have identified 2,4,6-trichloro-1,3,5-triazine (cyanuric chloride) as a cost-effective reagent for this transformation. The procedure is a suitable alternative to traditional amidation processes when an acid chloride cannot be prepared from the corresponding carboxylic acid due to safety, stability, or handling concerns.

Process of improving activity of herbicides and fertilizers using N-(2-hydroxyethyl)-acetamide or -propanamide

-

, (2008/06/13)

The invention is related to the use of certain water-soluble compounds known as such and having the Formula for the modulation of membrane dependent metabolism processes within living cells, in particular with relation to transport phenomena and cell procedures which are induced or influenced by active agents supplied from outside the cell, products containing these substances for the above described uses and processes using these products.

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