Journal of Nuclear Science, Engineering and Technology (JONSAT)
In cooperation with the Iranian Nuclear Society

Synthesis of 2,4- dichloro phenoxy acetic acid [ carboxy-14C] as herbicide

Document Type : Research Paper

Authors

H Matlobi
N Saemian
G Shirvani
A Fakoor
Sh Moradi Dahghi
Abstract
One of the important herbicide , for investigation of practical mechanism and studies of metabolism function of different plant, is the 2,4 dichlorophenoxy acetic acid compound .In this article, the production method of its labeled the title compound is explained.
In the first step barium [ 14C]carbonate  is converted into potassium [ 14C]cyanide, by using potassium azid at reasonable temperature.
Then , after a few synthsis reaction, the compound “ 2,4 dichlorophenoxy methyl iodide is produced via 2,4 dichlorophenoxy, as a starting material.
In the next step, the real material as a herbicide: 2,4 dichlorophenoxy acetic acid [carboxy- 14C] is prepared and produced, by coupling reaction  between 2,4 dichlorophenoxy methyl iodide and potassium [ 14C]cyanide , and then hydrolized the resulting nitrile.

Highlights

1)      F.M.Ashton, and A.S.Crafts, Mode of action of herbicides, Wiely New York (1981).

2)      K.Hutzios, and D.Penner, Interactions of herbicides with other agrochemicals in higher plants, in J.S.Bannon. Ed., Reviews of weed Science , vol:1,pp:1-63 (1985)

3)      P.C.Kearney, D.Kaufman, Herbicides vol:2 pp:87-90 (1988)

4)      F.M.Ashton and W.A.Harvey, Selective chemical weed control. 1919 (1987)

5)      U.B.Sunnay, K.C.Talbot, and V.Galullo, J. Labelled Cpd. Radiopharm. : 31,1041,(1992)

6)      C.W.Perry, W.Burger, and C.M.Dlaney, J. Labelled Cpd. Radiopharm. :45,1146,(2002)

7)      H.J.Barber, R.F.Fuller, M.B.Green, and H.T.Zwartouw, J. Appl. Chem: 3,266,(1953)

8)      H.Gross, and W.Burger, Organic Synthesis: CV:5,221,(2002)

9)      A.Suzuki, S.Aihara, H.Yamamoto, G.Takatomo, and F.Ogawa, Synthesis: I,236,(1988)

10)  H.Matloubi, A.Shafiee, N.Saemian, G.Shirvani, and F.J.Daha, J.Appl. Radiat. Isot.: 60,665,(2004)

11)  G.P.Elis, and T.M.R.Alexander, Chem. Rev.: 87,779,(1987)

12)  C.O.Manning, A.H.Wadworth, and I.Fellows, J. Labelled Cpd. Radiopharm.: 45,611,(2002)

13)  A.Zilberman, Russ. Chem. Rev. : 53,900,(1984)

 

Keywords

Carbon-14
Herbicide
2
4 dichlorophenoxy acetic acid E-Mail: hmatloubi@aeoi.org.ir
1)      F.M.Ashton, and A.S.Crafts, Mode of action of herbicides, Wiely New York (1981).
2)      K.Hutzios, and D.Penner, Interactions of herbicides with other agrochemicals in higher plants, in J.S.Bannon. Ed., Reviews of weed Science , vol:1,pp:1-63 (1985)
3)      P.C.Kearney, D.Kaufman, Herbicides vol:2 pp:87-90 (1988)
4)      F.M.Ashton and W.A.Harvey, Selective chemical weed control. 1919 (1987)
5)      U.B.Sunnay, K.C.Talbot, and V.Galullo, J. Labelled Cpd. Radiopharm. : 31,1041,(1992)
6)      C.W.Perry, W.Burger, and C.M.Dlaney, J. Labelled Cpd. Radiopharm. :45,1146,(2002)
7)      H.J.Barber, R.F.Fuller, M.B.Green, and H.T.Zwartouw, J. Appl. Chem: 3,266,(1953)
8)      H.Gross, and W.Burger, Organic Synthesis: CV:5,221,(2002)
9)      A.Suzuki, S.Aihara, H.Yamamoto, G.Takatomo, and F.Ogawa, Synthesis: I,236,(1988)
10)  H.Matloubi, A.Shafiee, N.Saemian, G.Shirvani, and F.J.Daha, J.Appl. Radiat. Isot.: 60,665,(2004)
11)  G.P.Elis, and T.M.R.Alexander, Chem. Rev.: 87,779,(1987)
12)  C.O.Manning, A.H.Wadworth, and I.Fellows, J. Labelled Cpd. Radiopharm.: 45,611,(2002)
13)  A.Zilberman, Russ. Chem. Rev. : 53,900,(1984)
 

Home