Prothoate

Base Information

• Chemical Name: Prothoate
• CAS No.: 2275-18-5
• Molecular Formula: C9H20 N O3 P S2
• Molecular Weight: 285.368
• Hs Code.: 2930909066
• European Community (EC) Number: 218-893-2
• UN Number: 2783
• UNII: 4V035A5L4B
• DSSTox Substance ID: DTXSID8037627
• Nikkaji Number: J127.375B
• Wikipedia: Prothoate
• Wikidata: Q7251804
• ChEMBL ID: CHEMBL2136410
• Mol file: 2275-18-5.mol

Synonyms:Prothoate;2275-18-5;Fostion;Prothoat;FAC (pesticide);Oleofac;Telefos;TRIMETHOATE;American cyanamid 18682;Protoat (Hungarian);Caswell No. 344B;FAC 20;FAK 40;Prothoate [BSI:ISO];Isopropyl diethyldithiophosphorylacetamide;2-diethoxyphosphinothioylsulfanyl-N-propan-2-ylacetamide;ENT 24,652;2-Diethoxyphosphinothioylthio-N-isopropylacetamide;AC 18682;EI 18682;HSDB 2844;L 343;EINECS 218-893-2;Fak-40;O,O-Diethyl S-(N-isopropylcarbamoylmethyl) phosphorodithioate;EPA Pesticide Chemical Code 344300;BRN 1794477;O,O-Diethyl S-isopropylcarbamoylmethyl phosphorodithioate;UNII-4V035A5L4B;AI3-24652;Phosphorodithioic acid, O,O-diethyl ester, S-ester with N-isopropyl-2-mercaptoacetamide;O,O-Diethyl S-(N-isopropylcarbamoylmethyl) dithiophosphate;O,O-Diethyldithiophosphorylacetic acid, N-monoisopropylamide;CHEBI:82147;N-Monoisopropylamide of O,O-diethyldithiophosphorylacetic acid;4V035A5L4B;Acetamide, N-isopropyl-2-mercapto-, S-ester with O,O-diethyl phosphorodithioate;Phosphorodithioic acid, O,O-diethyl S-(2-((1-methylethyl)amino)-2-oxoethyl) ester;O,O-Diethyl S-(2-((1-methylethyl)amino)-2-oxoethyl) phosphorodithioate;O,O-Diethyl phosphorodithioate S-ester with N-2-isopropyl-2-mercaptoacetamide;4-04-00-00533 (Beilstein Handbook Reference);O,O-Diethyl phosphorodithioate S-ester with N-isopropyl-2-mercaptoacetamide;Phosphorodithioic acid, O,O-diethyl S-[2-[(1-methylethyl)amino]-2-oxoethyl] ester;Protoat;PROTHOATE [ISO];PROTHOATE [HSDB];American Cyanamid 18,682;C9H20NO3PS2;SCHEMBL118380;CHEMBL2136410;DTXSID8037627;AMERICAN CYANAMID-18,682;Prothoate 10 microg/mL in Methanol;Prothoate 10 microg/mL in Isooctane;Prothoate 100 microg/mL in Isooctane;NCGC00163808-01;LS-108113;C19014;Q7251804;(Isopropyl diethyldithiophosphorylacetamide);O,O-diethyl S-2-(isopropylamino)-2-oxoethyl phosphorodithioate;O,O-Diethyl S-[2-(isopropylamino)-2-oxoethyl] dithiophosphate #;ACETAMIDE, N-ISOPROPYL-2-MERCAPTO-, S-ESTER WITH O,O-DI-ET PHOSPHORODITHIOATE;O,O-Diethyl phosphorodithioate S-ester with N-isopropyl-2-mercaptoacetamide (8CI);O,O-Diethyl S-(2-((1-methylethyl)amino)-2-oxoethyl) phosphorodithioate (9CI)

Chemical Property of Prothoate

Chemical Property:

• Melting Point: 28.5℃
• Refractive Index: 1.5182 (589.3 nm 20℃)
• Boiling Point: °Cat760mmHg
• PKA: 14.12±0.46(Predicted)
• Flash Point: °C
• PSA: 114.76000
• Density: 1.178g/cm³
• LogP: 3.58320
• Water Solubility.: 2.5g/L(20 oC)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 285.06222284
• Heavy Atom Count: 16
• Complexity: 251
• Transport DOT Label: Poison

Purity/Quality:

Prothoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic by ingestion and skin absorption, cholinesterase inhibitor.
• Hazard Codes: T+
• Statements: 27/28-52/53
• Safety Statements: 28-36/37-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Organophosphate Insecticides
• Canonical SMILES: CCOP(=S)(OCC)SCC(=O)NC(C)C
• Uses: Fungicide, ovicide.

Technology Process of Prothoate

There total 4 articles about Prothoate 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:

2-chloro-N-isopropylacetamide (2895-21-8) + potassium O,O-diethyldithiophosphate (3454-66-8) → prothoate (2275-18-5)

Guidance literature:

With sodium hydrogencarbonate; In acetone; Heating;

DOI:10.1021/jo01351a033

Reference yield:

diethoxythiophosphorylsulfanyl-acetic acid methyl ester (919-53-9) + isopropylamine (75-31-0) → prothoate (2275-18-5)

Guidance literature:

With benzene;

Reference yield:

2-chloro-N-isopropylacetamide (2895-21-8) + sodium O,O-diethyl phosphorodithioate (3338-24-7) → prothoate (2275-18-5)

Guidance literature:

upstream raw materials:

2-chloro-N-isopropylacetamide

sodium O,O-diethyl phosphorodithioate

diethoxythiophosphorylsulfanyl-acetic acid methyl ester

isopropylamine

Refernces

• 1、 -. "Condensation products". . . Retrieved 2008/06/13.