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DIbenzo-p-dioxins. Methods of synthesis, chemical properties, and hazard assessment

Anatolii Dem'yanovich Kunzevich 1
Anatolii Dem'yanovich Kunzevich
, 
Vladimir Fedorovich Golovkov 1
Vladimir Fedorovich Golovkov
, 
Vladimir Romanovich Rembovskii 1
Vladimir Romanovich Rembovskii
1 Ecotoximetry Centre, Russian Academy of Sciences, Moscow, Russian Federation
Published 30 November 1995
Communication , Volume 65, Issue 1, 27-39
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Kunzevich A. D., Golovkov V. F., Rembovskii V. R. DIbenzo-p-dioxins. Methods of synthesis, chemical properties, and hazard assessment // Russian Chemical Reviews. 1996. Vol. 65. No. 1. pp. 27-39.
GOST all authors (up to 50)
Kunzevich A. D., Golovkov V. F., Rembovskii V. R. DIbenzo-p-dioxins. Methods of synthesis, chemical properties, and hazard assessment // Russian Chemical Reviews. 1996. Vol. 65. No. 1. pp. 27-39.
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TY - JOUR
DO - 10.1070/RC1996v065n01ABEH000198
UR - https://rcr.colab.ws/publications/10.1070/RC1996v065n01ABEH000198
TI - DIbenzo-p-dioxins. Methods of synthesis, chemical properties, and hazard assessment
T2 - Russian Chemical Reviews
AU - Kunzevich, Anatolii Dem'yanovich
AU - Golovkov, Vladimir Fedorovich
AU - Rembovskii, Vladimir Romanovich
PY - 1996
DA - 1995/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 27-39
IS - 1
VL - 65
ER -
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@article{1996_Kunzevich,
author = {Anatolii Dem'yanovich Kunzevich and Vladimir Fedorovich Golovkov and Vladimir Romanovich Rembovskii},
title = {DIbenzo-p-dioxins. Methods of synthesis, chemical properties, and hazard assessment},
journal = {Russian Chemical Reviews},
year = {1996},
volume = {65},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RC1996v065n01ABEH000198},
number = {1},
pages = {27--39},
doi = {10.1070/RC1996v065n01ABEH000198}
}
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Kunzevich, Anatolii Dem'yanovich, et al. “DIbenzo-p-dioxins. Methods of synthesis, chemical properties, and hazard assessment.” Russian Chemical Reviews, vol. 65, no. 1, Nov. 1996, pp. 27-39. https://rcr.colab.ws/publications/10.1070/RC1996v065n01ABEH000198.
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Abstract

The review surveys and gives a systematic account of the data on the methods of synthesis and chemistry of dibenzo-p-dioxins including their halogenated derivatives. The hazard of these compounds to mammals is discussed. The bibliography includes 219 references.

References

1.
1
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1948
2.
2
A. A. Krasnovskii
Zhur. Fiz. Khim. , 1956
4.
4
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1949
5.
5
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1953
6.
Zur Kenntniss des Perchlorphenols
Merz V., Weith W.
Berichte der deutschen chemischen Gesellschaft , 1872
7.
7
E. Rabinowitch
"Photosynthesis" , 1956
8.
8
V. N. Kondrat'ev
"Kinetika Reaktsii v Gazovoi Faze" (Kinetics of Reactions in the Gas Phase) , 1959
10.
Ueber Diphenylen‐dioxyd
Ullmann F., Stein A.
Berichte der deutschen chemischen Gesellschaft , 1906
11.
11
T. T. Bannister
Diss. Abstr. , 1959
12.
12
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1950
13.
Über 2.6-Dichlor-diphenylendioxyd
Uyeo S.
Bulletin of the Chemical Society of Japan , 1941
14.
14
V. B. Evstigneev
Zhur. Fiz. Khim. , 1958
15.
15
A. S. Holt
"Research in Photosynthesis" , 1957
16.
16
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1949
17.
OCTAHALOGENODIBENZO-p-DIOXINS
Kulka M.
Canadian Journal of Chemistry , 1961
18.
18
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1951
19.
Halogen Derivatives of Dibenzo-p-dioxin
Gilman H., Dietrich J.J.
Journal of the American Chemical Society , 1957
20.
20
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1954
21.
21
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1958
22.
22
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1958
23.
23
N. V. Vostrilova
Dokl. Akad. Nauk Uzbek. SSR , 1958
24.
24
M. S. Ashkinazi
Dokl. Akad. Nauk SSSR , 1951
25.
25
G. W. Robinson
J. Chem. Phys. , 1955
26.
26
B. Ya. Dain
1957
27.
27
A. A. Krasnovskii
Biofizika , 1956
28.
28
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1955
29.
29
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1951
31.
31
A. A. Krasnovskii
Biokhimiya , 1960
32.
32
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1952
33.
33
M. B. Neiman
"Issledovanie Mekhanizma Okisleniya Butana" (Research on the Mechanism of the Oxidation of Butane) , 1939
34.
34
G. W. Robinson
J. Chem. Phys. , 1886
35.
35
Z. K. Maizus
Dokl. Akad. Nauk SSSR , 1960
36.
36
J. Billon
Bull. Soc. chim. France , 1960
37.
37
L. M. Kosobutskaya
Dokl. Akad. Nauk SSSR , 1950
38.
38
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1956
39.
39
V. F. Gachkovskii
Biofizika , 1959
40.
40
A. A. Krasnovskii
Biofizika , 1960
41.
41
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1950
42.
42
L. K. Obukhova
Izv. Akad. Nauk SSSR, Otd. Khim. Nauk , 1960
43.
43
N. Bunge
Ber. Deutsch. Chem. Ges. , 1870
44.
44
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1953
45.
XII. The crystal structures of some heterocyclic organic compounds of analogous constitution.—Part III. Phenazine and diphenylene dioxide
Wood R.G., Williams G.
The London Edinburgh and Dublin Philosophical Magazine and Journal of Science , 1941
46.
46
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1955
47.
47
G. Oster
"Research in Photosynthesis" , 1957
48.
The crystal and molecular structure of octachlorodibenzo-p-dioxin
Neuman M.A., North P.P., Boer F.P.
Acta Crystallographica Section B , 1972
49.
2,8-Dichlorodibenzo-p-dioxin
Boer F.P., Neuman M.A., Aniline O.
Acta Crystallographica Section B , 1972
50.
The crystal and molecular structure of 2,3,7,8-tetrachlorodibenzo-p-dioxin
Boer F.P., van Remoortere F.P., North P.P., Neuman M.A.
Acta Crystallographica Section B , 1972
51.
The crystal and molecular structure of 2,7-dichlorodibenzo-p-dioxin
Boer F.P., North P.P.
Acta Crystallographica Section B , 1972
53.
256. The valency angle of oxygen
Bennett G.M., Earp D.P., Glasstone S.
Journal of the Chemical Society (Resumed) , 1934
54.
54
R. Livingston
J. Phys. Chem. , 1941
57.
Preparation and characterization of chlorinated dibenzo-p-dioxins
Pohland A.E., Yang G.C.
Journal of Agricultural and Food Chemistry , 1972
59.
Synthesis and Fourier transform carbon-13 spectroscopy of new toxic polyhalodibenzo-p-dioxins
Kende A.S., Wade J.J., Ridge D., Poland A.
Journal of Organic Chemistry , 1974
60.
Synthesis of specific polychlorinated dibenzo-p-dioxins
Gray A.P., Cepa S.P., Solomon I.J., Aniline O.
Journal of Organic Chemistry , 1976
62.
1H-NMR spectra of the 22 tetrachlorinated dibenzo-p-dioxins
Gelbaum L.T., Patterson D.G., Ashley D.L., Groce D.F.
Chemosphere , 1988
63.
Synthesis and analytical characterization of all tetra to octachlorodibenzo-p-dioxins
Patterson D.G., Reddy V.V., Barnhart E.R., Ashley D.L., Lapeza C.R., Alexander L.R., Gelbaum L.T.
Chemosphere , 1989
65.
65
A. A. Krasnovskii
Biofizika , 1959
67.
Cation radicals of dibenzo-p-dioxin and related compounds
Tomita M., Shin-ichi-Ueda, Nakai Y., Deguchi Y., Takaki H.
Tetrahedron Letters , 1963
68.
Proton and C13 Hyperfine Splitting in Dibenzo‐p‐dioxin Free Radical
Tozer T.N., Tuck L.D.
Journal of Chemical Physics , 1963
73.
Preparation of Chlorodibenzo-p-dioxins for Toxicological Evaluation
75.
155. Investigations in the diphenylene oxide series. Part IV
Cullinane N.M., Davey H.G., Padfield H.J.
Journal of the Chemical Society (Resumed) , 1934
78.
79
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1952
80.
Über die Pyrolyse des Pentachlorphenols
Sandermann W., Stockmann H., Casten R.
Chemische Berichte , 1957
81.
Studies on the Syntheses of Diphenylene Dioxide. XXI
Tomita M., Nakano T., Hirai K.
Yakugaku Zasshi , 2017
82.
83
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1947
83.
85
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1947
84.
86
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1958
86.
88
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1946
87.
89
A. A. Krasnovskii
Izd. Akad. Nauk SSSR, Moscow , 1955
89.
92
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1948
92.
Studies on the Synthesis of Diphenylene Dioxide Derivatives. XX
94.
98
W. Franke
Chem. Zentr. , 1954
96.
100
V. V. Zolotarev
Chem. Abs. , 1941
100.
Synthesis and relative response factors for the 22 tetrachlorodibenzo-p-dioxins (TCDDs) by electron-impact ionization mass spectrometry
102.
106
F. Fichter
Helv. Chim. Acta , 1927
103.
2,3,9,10-Tetrachlorobenzo[1,2-b: 4,5-b']bis[1,4]benzodioxin, a homologue of TCDD
104.
108
F. Fichter
Helv. Chim. Acta , 1924
105.
Synthesis of Some Polybrominated Diphenyl Ethers Found in Marine Sponges
Francesconi K., Ghisalberti E.
Australian Journal of Chemistry , 1985
106.
110
M. F. Shostakovskii
Dokl. Akad. Nauk SSSR , 1960
107.
111
M. Calvin
1956
108.
112
A. G. Pozdeeva
Zhur. Prikl. Khim. , 1952
110.
114
L. Segal
"Chemical Reactions of Polymers" , 1964
111.
115
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1957
113.
73. Aryloxy-radicals. Part II. Application of electron spin resonance in the elucidation of reaction mechanisms
Hewgill F.R., Stone T.J., Waters W.A.
Journal of the Chemical Society (Resumed) , 1964
114.
The oxidation of some pyrogallol and purpurogallin derivatives.
Critchlow A., Haslam E., Haworth R.D., Tinker P.B., Waldron N.M.
Tetrahedron , 1967
115.
Frejka J., Šefránek B., Zika J.
Collection of Czechoslovak Chemical Communications , 2014
116.
Ueber das Verhalten des Tetrabrom‐ o benzochinons gegen Ketone und Aldehyde
Jackson C.L., Russe F.W.
Berichte der deutschen chemischen Gesellschaft , 1905
117.
Ueber einige Derivate des Tetrachlor‐ o ‐benzochinons
Jackson C.L., Mac Laurin R.D.
Berichte der deutschen chemischen Gesellschaft , 1905
118.
Le dimère de la cis dihydroxy-5,6 cyclohexène-2 dione-1,4
Savoie J.Y., Brassard P.
Canadian Journal of Chemistry , 1969
120.
124
V. V. Levchenko
Zhur. Obshch. Khim. , 1952
121.
125
K. A. Andrianov
Vysokomol. Soed. , 1960
122.
126
J. Wiemannand Ch. Clachet
Compt. rend. , 1948
124.
128
J. Wiemann
Bull. Soc. chim. France , 1952
125.
129
J. Wiemann
Bull. Soc. chim. France , 1955
126.
130
J. Wiemann
Bull. Soc. chim. France , 1958
127.
Electrophilic bromination of dibenzo--dioxin
Munslow W.D., Sovocool G.W., Donnelly J.R., Mitchum R.K.
Chemosphere , 1987
128.
132
G. Shima
Kyoto Univ. , 1929
129.
133
C. Wilson
Trans. Electrochem. Soc. , 1941
130.
134
V. V. Korshak
Izv. Akad. Nauk SSSR, Otd. Khim. Nauk , 1948
131.
135
V. V. Korshak
Dokl. Akad. Nauk SSSR , 1945
133.
138
S. Ono
J. Chem. Soc. Japan , 1957
134.
139
I. L. Knunyants
1959
135.
Some Oxygen-Containing Heterocycles as Liquid Scintillator Solutes
GILMAN H., WEIPERT E.A., DIETRICH J.J., HAYES F.N.
Journal of Organic Chemistry , 1958
136.
Nitrations of acylamino- and nitrodibenzo-p-dioxins
Oliver J.E.
Journal of Heterocyclic Chemistry , 1984
137.
142
1913
138.
Bromonitro and Related Derivatives of Dibenzo-p-dioxin
Gilman H., Dietrich J.J.
Journal of the American Chemical Society , 1958
139.
145
Friedl.
140.
146
V. V. Korshak
Dokl. Akad. Nauk SSSR , 1952
141.
147
Y. Sasada
Acta Cryst. , 1898
144.
150
Ya. E. Bernadskaya
"Iskusstvennoe Volokno" (Artificial Fibres) , 1952
147.
153
1899
150.
156
J. S. Fruton
J. Biol. Med. , 1950
151.
157
1903
152.
158
Friedl.
157.
163
Friedl.
158.
164
1917
159.
Structure elecidation of mammalian TCDD-metabolites
Poiger H., Buser H.-., Weber H., Zweifel U., Schlatter C.
Cellular and Molecular Life Sciences , 1982
161.
167
Friedl.
163.
Cation Radicals of Chlorinated Dibenzo-p-dioxins
YANG G.C., POHLAND A.E.
Photochemistry and Radiation Chemistry , 1973
164.
170
1918
166.
172
1918
167.
173
Friedl.
168.
174
S. Calvert
India Rubber Tire Rev. , 1926
169.
175
I. Mayer
1966
170.
Electron spin resonance studies of cation radicals in trifluoromethanesulfonic acid
Yang G.C., Pohland A.E.
The Journal of Physical Chemistry , 1972
175.
183
Chem. Abs. , 1947
177.
185
1954
179.
188
Chem. Abs. , 1955
180.
189
M. Godchot
Bull. Soc. chim. France (5) , 1913
181.
190
H. Law
J. Chem. Soc. , 1912
184.
Dioxins: analytical chemical aspects of the problem
Fedorov L.A., Myasoedov B.F.
Russian Chemical Reviews , 1990
185.
195
M. Allen
J. Chem. Soc. , 1961
186.
196
E. Müller
Z. Elektrochem. , 1910
187.
197
J. Sicher
Chem. Listy , 1955
188.
198
W. Cohen
Rec. Trav. chim. , 1919
189.
199
Yu. K. Delimarskii
Byull. Izobr. , 1970
190.
200
Ref. Zh. Khim. , 1975
191.
201
A. Aladjem
1969
192.
202
G. Shiroa
Mem. Coll. Sci., Kyoto Univ. , 1930
193.
203
L. Andrieux
Compt. rend. , 1929
194.
Introductory note
Environmental Research , 1972
195.
205
N. Bunge
Zhur. Russ. Fiz.-Khim. Obshch. , 1889
196.
206
J. Petersen
Z. Phys. Chem. , 1900
197.
207
F. Fichter
"Organische Elektrochemie" , 1942
199.
209
C. J. Haggerty
Trans. Am. Electrochem. Soc. , 1929
200.
Approaches to the health risk assessment of PCDD/PCDF
Appel K.E., Hildebrandt A.G., Lingk W., Kunz H.W.
Chemosphere , 1986
201.
211
C. Schall
Z. Elektrochem. , 1923
202.
212
L. V. Pavlova
Zh. Obshch. Khim. , 1965
205.
215
N. D. Tomashov
Zh. Prikl. Khim. , 1970
206.
216
A. P. Tomilov
Zhur. Prikl. Khim. , 1959
207.
217
1925
209.
Oxidation of catechol in higher plants. I. Enzymic conversion of catechol to 3,4,3′,4′-tetrahydroxydiphenyl
Kandaswami C., Rao P.V., Nair P.M., Vaidyanathan C.S.
Canadian Journal of Biochemistry , 1969
210.
Enzymic oxidation of catechol to diphenylenedioxide-2,3-quinone
Nair P.M., Vining L.C.
Archives of Biochemistry and Biophysics , 1964
211.
Diphenylenedioxide-2,3-quinone: An intermediate in the enzymic oxidation of catechol
Forsyth W.G., Quesnel V.C., Roberts J.B.
Biochimica et Biophysica Acta - General Subjects , 1960
212.
Oxidation of catechol in plants
Kandaswami C., Vaidyanathan C.S.
Biochemical Journal , 1972
213.
223
1959
214.
224
Chem. Abs. , 1959
217.
227
B. Roetheke
1958
218.
Total synthesis of dl-O-methyltiliacorine
Anjaneyulu B., Govindachari T.R., Viswanathan N.
Tetrahedron , 1971
219.
Alkaloids of Tiliacora racemosa Colebr.
Anjaneyulu B., Govindachari T.R., Sathe S.S., Viswanathan N., Gopinath K.W., Pai B.R.
Tetrahedron , 1969
220.
A diphenylbisbenzylisoquinoline alkaloid from Tiliacora racemosa
Ray A.K., Mukhopadhyay G., Mitra S.K., Guha K.P., Mukherjee B., Atta-ur-Rahman, Nelofar A.
Phytochemistry , 1990
221.
Substituted 4,6-diaminoquinolines as inhibitors of C5a receptor binding.
Lanza T.J., Durette P.L., Rollins T., Siciliano S., Cianciarulo D.N., Kobayashi S.V., Caldwell C.G., Springer M.S., Hagmann W.K.
Journal of Medicinal Chemistry , 1992
222.
232
Chem. Abs. , 1960
223.
233
P. Cotter
J. Am. Chem. Soc. , 1956