132-66-1 Usage
Description
Naptalam, also known as N-(1-Naphthyl)phthalamic Acid, is a purple crystalline solid with an unpleasant odor. It is a dicarboxylic acid monoamide resulting from the addition of one equivalent of 1-naphthylamine to phthalic anhydride. Naptalam is used as an anti-geotropic agent and as an auxin (IAA) antagonist in plants.
Uses
Used in Agricultural Industry:
Naptalam is used as a selective pre-emergence herbicide for controlling some grasses and many broadleaf weeds in crops such as soybeans, cucurbits, asparagus, groundnuts, potatoes, and established woody ornamentals. It acts as an auxin-transport inhibitor in plants, resulting in the attenuation of root growth through decreasing the cell production rate. However, it is not currently registered for use in the U.S. or EU countries.
Trade name
N-1-naphthyl-
Trade Names: ALANAP?[C]; ALANAPE?;
ANCRACK?; DYANAP?; GRELUTIN?; MORCRAN
?; NAPTRO?; NIP-A-THIN?; PEACH-THIN?;
RESCUE?[C]; 6Q8?; SOLO?
Environmental Fate
Soil/Plant. Degrades in soils and plants forming 1-naphthylamine and phthalic acid
(Hartley and Kidd, 1987; Humburg et al., 1989). Residual activity in soil is limited to
approximately 3 to 4 months (Hartley and Kidd, 1987).Chemical/Physical. Forms N-(1-naphthyl)phthalimide at elevated temperatures (Worthing
and Hance, 1991). Naptalam will precipitate as the free acid in very acidic waters
or in extremely hard waters (Humburg et al., 1989).
Purification Methods
Crystallise the herbicide from EtOH (m 183-185o). The Na salt has m 185o. [Beilstein 12 H 1236, 12 I 525, 12 III 2876.]
Check Digit Verification of cas no
The CAS Registry Mumber 132-66-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 2 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 132-66:
(5*1)+(4*3)+(3*2)+(2*6)+(1*6)=41
41 % 10 = 1
So 132-66-1 is a valid CAS Registry Number.
InChI:InChI=1/C18H13NO3/c20-17(14-9-3-4-10-15(14)18(21)22)19-16-11-5-7-12-6-1-2-8-13(12)16/h1-11H,(H,19,20)(H,21,22)/p-1
132-66-1Relevant articles and documents
-
Tingle,J.B.,Rolker
, p. 1886 (1908)
-
Aza-DielsAlder reaction between N-aryl-1-oxo-1H-isoindolium ions and tert-enamides: Steric effects on reaction outcome
Jha, Amitabh,Chou, Ting-Yi,ALJaroudi, Zainab,Ellis, Bobby D.,Cameron, T. Stanley
supporting information, p. 848 - 857 (2014/05/06)
The synthesis of 5-substituted 6,6a-dihydroisoindolo[2,1-a]quinolin-11(5H)- ones via [4 + 2] imino-DielsAlder cyclization from N-aryl-3- hydroxyisoindolinones and N-vinyl lactams under Lewis acid-catalysed anhydrous conditions is reported. Reactions of N-(2-substituted-aryl)-3- hydroxyisoindolinones with N-vinylpyrrolidone under identical conditions resulted in the formation of 2-(2-substitued-aryl)-3-(2-(2-oxopyrrolidin-1-yl) vinyl)isoindolin-1-one analogues indicating steric hinderance as the cause of deviation. The probable mechanism of the reaction based on the results from X-ray crystallography and molecular modelling is discussed.
Preparation and Characterisation of Chromium(III) Complexes of Maleanilic and Phthalanilic Acids
Sharma, C. L.,Arya, R. S.,Narvi, S. S.
, p. 267 - 269 (2007/10/02)
The complexes of the type , where A-A - maleanilic and phthalanilic acids, and their 4-methyl, 4-chloro, 4-nitro and 1-naphthyl derivatives have been prepared.The magnetic, conductance, ir and electronic spectral studies indicate their octahedral structure.
