Prodiamine

Base Information

• Chemical Name: Prodiamine
• CAS No.: 29091-21-2
• Molecular Formula: C13H17 F3 N4 O4
• Molecular Weight: 350.298
• Hs Code.: 29215190
• European Community (EC) Number: 249-421-3
• UNII: IJI5J414Q6
• DSSTox Substance ID: DTXSID1034210
• Nikkaji Number: J53.767E
• Wikipedia: Prodiamine
• Wikidata: Q15841049
• ChEMBL ID: CHEMBL1223140
• Mol file: 29091-21-2.mol

Synonyms:Prodiamine;29091-21-2;Barricade;Blockade;Rydex;Endurance;Kusablock;Marathon;Factor;USB-3153;Barricade (herbicide);Endurance (herbicide);Caswell No. 727A;CN-11-2936;Prodiamine [ISO];Prodiamine [ANSI:BSI:ISO];EINECS 249-421-3;EPA Pesticide Chemical Code 110201;BRN 2181386;UNII-IJI5J414Q6;IJI5J414Q6;DTXSID1034210;CHEBI:82032;1,3-Diamino-N1,N1-dipropyl-2,6-dinitro-4-trifluoromethylbenzene;2,4-Dinitro-N',N'-dipropyl-6-(trifluoromethyl)benzene-1,3-diamine;2,4-Dinitro-N3,N3-dipropyl-6-(trifluoromethyl)-1,3-benzenediamine;2,4-Dinitro-N(sup 3),N(sup 3)-dipropyl-6-(trifluoromethyl)-1,3-benzenediamine;N(sup 3),N(sup 3)-Dipropyl-2,4-dinitro-6-trifluoromethyl-m-phenylenediamine;2,6-dinitro-N1,N1-dipropyl-4-(trifluoromethyl)benzene-1,3-diamine;2,6-Dinitro-N1,N1-dipropyl-4-trifluoromethyl-m-phenylenediamine;5-Dipropylamino-alpha,alpha,alpha-trifluoro-4,6-dinitro-o-toluidine;N3,N3-Dipropyl-2,4-dinitro-6-trifluoromethyl-1,3-phenylenediamine;1,3-Benzenediamine, 2,4-dinitro-N3,N3-dipropyl-6-(trifluoromethyl)-;1,3-Benzenediamine, 2,6-dinitro-N1,N1-dipropyl-4-(trifluoromethyl)-;2,4-dinitro-3-N,3-N-dipropyl-6-(trifluoromethyl)benzene-1,3-diamine;alpha,alpha,alpha-Trifluoro-3,5-dinitro-N4,N4-dipropyltoluene-2,4-diamine;m-PHENYLENEDIAMINE, 2,4-DINITRO-N(sup 3),N(sup 3)-DIPROPYL-6-(TRIFLUOROMETHYL)-;Toluene-2,4-diamine, .alpha.,.alpha.,.alpha.-trifluoro-3,5-dinitro-N4,N4-dipropyl-;1,3-Benzenediamine, 2,4-dinitro-N(sup 3),N(sup 3)-dipropyl-6-(trifluoromethyl)-;Toluene-2,4-diamine, alpha,alpha,alpha-trifluoro-3,5-dinitro-N(sup 4),N(sup 4)-dipropyl-;Prodiamine (Rydex);Marathon composite resin;PRODIAMINE [MI];PRO-MATE BARRICADE;SCHEMBL55467;CHEMBL1223140;DTXCID9014210;C13H17F3N4O4;Tox21_300694;AKOS040744694;C13-H17-F3-N4-O4;NCGC00163862-01;NCGC00163862-02;NCGC00163862-03;NCGC00254602-01;CAS-29091-21-2;LS-105859;FT-0602895;C18884;J-017385;Q15841049;di-n-propyl-2,4-dinitro-6-trifluoromethyl-1,3-phenylenediamine;2,4-dinitro-N3,N3-dipropyl-6-(trifluoromethyl)benzene-1,3-diamine;2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzene-1,3-diamine;N1,N1-dipropyl-2,6-dinitro-4-(trifluoromethyl)-1,3-benzenediamine;2,4-Dinitro-N3,N3-dipropyl-6-(trifluoromethyl)-1,3-benzenediamine (9CI);1,3-Benzenediamine, 2,4-dinitro-N(sup 3),N(sup 3)-dipropyl-6-(trifluoromethyl)- (9CI);1,3-Diamino-N(sup1),N(sup1)-dipropyl-2,6-dinitro-4-(trifluoromethyl)benzene;5-DIPROPYLAMINO-.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-4,6-DINITRO-O-TOLUIDINE;alpha,alpha,alpha-Trifluoro-3,5-dinitro-N4,N4-dipropyltoluene-2,4-diamine (8CI);102087-48-9;Toluene-2,4-diamine, alpha,alpha,alpha-trifluoro-3,5-dinitro-N(sup 4),N(sup 4)-dipropyl- (8CI)

Chemical Property of Prodiamine

Chemical Property:

• Appearance/Colour: ⁴⁸
• Melting Point: 124-125°
• Boiling Point: 433 °C at 760 mmHg
• PKA: -1.40±0.50(Predicted)
• Flash Point: 215.7 °C
• PSA: 120.90000
• Density: 1.384 g/cm³
• LogP: 5.35800
• Storage Temp.: 0-6°C
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 350.12018952
• Heavy Atom Count: 24
• Complexity: 446

Purity/Quality:

98% ^*data from raw suppliers

Prodiamine solution ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F;Xn;N
• Hazard Codes: F;Xn;N,N,Xn,F
• Statements: 11-38-50/53-65-67-20
• Safety Statements: 60-61-62-33-25-16-9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN(CCC)C1=C(C=C(C(=C1[N+](=O)[O-])N)C(F)(F)F)[N+](=O)[O-]
• Uses: Herbicide.

Technology Process of Prodiamine

There total 3 articles about Prodiamine 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:

N,n-dipropyl-3-chloro-2,6-dinitro-4-trifluoromethylaniline (29091-20-1) → prodiamine (29091-21-2)

Guidance literature:

With ammonia; In 1,4-dioxane; at 95 - 100 ℃; for 40h; Sealed flask;

DOI:10.1016/j.bmcl.2010.07.003

Reference yield:

2,4-dichloro-3,5-dinitro-benzotrifluoride (29091-09-6) + di-n-propylamine (142-84-7) → prodiamine (29091-21-2)

Guidance literature:

Multistep reaction; (i) EtOH, (ii) NH₃;

Reference yield:

→ prodiamine (29091-21-2)

Guidance literature:

upstream raw materials:

2,4-dichloro-3,5-dinitro-benzotrifluoride

di-n-propylamine

N,n-dipropyl-3-chloro-2,6-dinitro-4-trifluoromethylaniline

Refernces

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