Commentary: Autobiography: Bonded to People, Part II Central Institute of Chemistry, Universidade Federal de BWW Life Fellow Member Professor Randolph Riemschneider has summarized
his lifetime work in a soon to be published book [1] in which readers will find
some enlightening reports about the numerous people who influenced his life.
With this paper the author also continues his essay “Bonded to Compounds – Chemistry has always
been and remains the author’s life. For the sake of his devotion to chemistry,
the author has resisted and confronted all problems which politics can involve,
and has fought against resistances and intrigues. Here it is shown from whom
and in what manner he received support and sorely-needed assistance. This essay also represents
a piece of contemporary history, especially from the 1940s to the 1960s, regarding
Nobel Prize winners such as Profs Alder/Diels, Butenandt, R.Kuhn, Pauling,
Natta/Ziegler and in Germany well-known personages such as Profs. Dinghas
(mathematician), Lohmann (ATP), Sauerbruch, General Nobile, Dir. Dr. Scherer
(Freon HOECHST), and Dr. Ronge (attorney) as well as personages from -
The Editor
PART II: The author considers these early personal contacts (since 1962) to In 1969, the proven structures of a German university were destroyed by
political havoc[i] and with them almost
everything the author had built up. Thanks to the almost completed assignment
of the During the years 1950 to 1969, the author had established valuable
contacts with the industry all over the world. Of course, these were demonized
at the FU from 1969 onwards, but quite without success in the case of
Riemschneider! Even though the radicals succeeded in the 1970s to cut off the contacts
to Farbwerke HOECHST, the interruption lasted only until 1975. By then the
author and some of his colleagues - assisted by member of Parliament Dr. Ursula
Besser - succeeded in having the non-functional
"Central Institute for Biochemistry and Biophysics" disbanded. In 1969, the industry of The author retired from the German
university system in 1987 at the age of 67, but still engages in the Brasilian
University UFSM, and co-operating with Japanese, Chinese, Brasilian, and Swiss
industry in manufacturing, delevoping new preparations [18a-f] and in own
research [e.g. 19, 26-33] in good health until to-day. Contacts in re 15) Professor Dr. Sankei
Takei The
Director of the Institute of Agricultural Chemistry of Kyoto University and
chief editor of the periodical "Pest Control Research" - Botyu-Kagaku
[17] - established contact with the
Japanese Chemical Society" and the Japanese Universities in Tokyo, Kyoto
and Urawa for the author, namely Professor Dr. Yonezo Morino, Tokyo
University, Professor Dr. John Shimozawa, ibidem, later at Saitama University in Urawa (also vice-chancellor), Professor
Dr. Minoru Nakajima, Kyoto University and others The first contacts with Japan came about in 1949 as a result of the two
monographs mentioned earlier when the chief editor of the Japanese scientific
magazine "Pest Control Research" (Botyu Kagaku), Professor Dr. Sankei
Takei, Director of the Institute of Agricultural Chemistry at Kyoto University,
approached the author with the request for a continuous exchange of literature,
offering to send his quarterly publication on a regular basis. This arrangement
was continued for over 30 years, giving the author the opportunity to publish a
few important original articles in German with a Japanese abstract in this
periodical [17]. At the same time, Professor Takei intensified the existing contacts with
Professor Dr. Yonezo Morino, Tokyo University, Chemical Institute in 1950.
Morino worked on issues of stereochemistry from the angle of Physical
Chemistry, the author from the angle of Organic Chemistry. Professor Takei
passed Morino's request to the author to provide certain polyhalocyclohexanes
for measurements in connection with dissertations. No sooner said than done:
The measurements conducted with our halogen compounds sent to Morino were
reported in several publications [22a-c] The first personal meeting with Takei took place in 1953 at a convention
in Illustration 7: Prof. Dr. S. Takei and author October 22, 1953 (465) in [1] Thanks to Takei, the contact with Nobel Prize Winner Professor Dr. A. Butenandt,
They became friends, a friendship that was to last until Takei's death
and which, in a way, was transferred to Butenandt and the author. The former
had worked on natural insecticides,
the latter on synthetic ones. After the first monograph of the author was published in 1947 [6],
Professor Butenandt had asked for a copy and kept in touch since. This
acquaintance was then intensified by the In 1957, Profs Butenandt and R. Kuhn had used their influence to secure
a chair for the author who worked in the United States at the time and later
employed students of the author, for example Dr. Kasang, in his institute. In the years that followed, Takei made several visits to re 16) YONEZO Morino Professor
Dr. Yonezo Morino, Chemical Institute, Tokyo University, physicist and
physico-chemist, responsible for solving stereochemical problems, acted as a
kind of "mentor" for the author for measuring and calculating dipole
moments and the application of X-ray spectroscopy. This resulted in a
cooperation of many years which ended successfully with the publication "STEREOCHEMISTRY, The
Conversion Isomerism Case of the Monofluoroenedecachlorocyclohexanes: C6FCl11
isomers” in the Internet, 2007 at http://www.bwwsociety.org/journal/html/isomerie.htm [19] The cooperation mentioned above started as early as 1952 when the author
sent polyhalocyclohexane for dipole measurements to The first personal meeting with Morino took place in 1961 at his
institute and started off with great formality; also present were Takei,
Nakajima, and Shimozawa, all from One of the labs
contained a complicated STOCK apparatus with many, many glass tubes and cocks
to all of which little notes with Japanese characters were attached. The author
touched one on them and asked "What does this mean?" Roaring
laughter: "Do not touch!". This had broken the spell and the mood
became lighter. It was a good start. In 1961, the author received an invitation from the Japanese Chemical
Society to give a lecture at the In the course of the years, many more personal meetings took place
between Morino and the author both in Europe and in Asia; in 1978, they even
met twice: On November 11 of that year, the author was a guest of honour on the
occasion of Professor Morino's 70th birthday party in Illustration 8: Morino
with author That will be all about re 17) TORU AIKAWA “Head”
of YAMAKAWA and Company, Ltd., Through
a limited company in Under T. Aikawa (illustration 9) and its former president, Mr. Hiroshi
Kuriyama (illustration 10), YAMAKAWA & Comp. had established valuable
contacts with the pharmaceutical
and cosmetic industry such as TEIKOKUZOKI
Pharm. K.K. (TEIZO), HOKURIKU and POLA, SHISEIDO etc.
for whom the author developed several products until they were ready for production
and market launch: CELLRYL for TEIZO[iv],
n-PFE for POLA, collagens (starting substances of animal origin); CYTOCATALYZER, extracts (plant-based: yeast), cereal placentae: CELLRYEL ecc [18e,f]. The YAMAKAWA
company provided the necessary chain (export firm in Illustration 9: Toru Aikawa Illustration
10: Kuriyama Letter of the first president of YAMAKAWA Company, Ltd. The POLA company under director Ito played an important role for
YAMAKAWA company and in this connection for the author. Together with Dr. Ito,
the author created the cosmetic line EVANGIL by using a combination of
protein-free placenta extract with SEREX at a ratio of 3 : 1 as a cosmetic
additive. SEREX increased the metabolic activity of skin cells (more ATP, more
energy), placenta extracts provided sufficient nutrients so that the skin is
not leached out by the activation. EVANGYL was a very successful cosmetic line without any complaints from the female customers.
In appreciation, the author received the POLA medal; here two photographs of
the presentation of the medal by director Ito (1978): Illustration 11a:
From left to right: POLA President Susuki, the author, Director
Ito. Handshake after presentation of the POLA
medal at the POLA meeting in Illustration 11b:
From left to right: Director Ito, the author with a lady who is
presenting him with flowers after his speech of thanks. Approximately
2000 female POLA representatives (from door-to-door sales in many
countries) were present on this occasion. Because of the presentation of
Riemschneider, they had seen a simultaneous 4 slide show with pictures of
Germany, Berlin, Berlin Institute with the author and then finally: spot on
the author in person. Im
Festsaal anwesend ca. 2000 POLA-Repräsentatinnen (from door to
door-Verkauf in vielen Ländern) ,
denen vor dem Auftreten des Verfassers in 4
Dia-Produktionen gleichzeitig Bilder von Deutschland, dann von
Berlin und zum Schluss vom Berliner Institut mit Verfasser gezeigt worden waren. In the course of the author's visits to An involuntary switch of
shoes: The POLA cosmetic
company of Firefly surprise: One evening in August
1972, a dinner sponsored by the group TEIKOKUZOKI PHARM, Cormorant fishing in On the occasion of a
visit to A few comments on the private contacts with the Aikawa family in SPECIAL
PART B). Contacts in re 18) GIUGLIO NATTA Professor Natta,
Direttore dell’Istituto di Chimica Industriale del Politecnico Milano,
connoisseur of Italian mentality and the circumstances prevailing at the time,
advised the author in 1951 against accepting the financially generous offer
made by the Italian industry. Following the lecture on the topic "Tiocarbamati" (later
designated RIEMSCHNEIDER'S Reaction in literature) [24, 28] held in the Italian
language on the occasion of the chemists' congress in Milano in September 1950,
MONTECATINI (comparable to the German IG FARBEN) had made the author an offer
to head a research lab and invited him to Milan for five weeks in April 1951
for negotiations and lectures. At the beginning of April 1951, the author went to the library of the
Polytechnic when he wanted to look at literature about camphene[v]
and certain publications of Professor Fusco[vi]
who worked for MONTECATINI. There he met Prof. Natta for the first time. In the
ensuing conversation, Natta invited the author to lecture at internal colloquia
at the institute on his special subjects "Lubricating Oil Syntheses"
[25], "Assessment of vT Dependence" [25, 26], "Cyclisation of
Alkines/Alkenes to Aromatics" [27] during the following two weeks. At the end of April, the author went to Natta, who was to win the Nobel Prize later, strongly advised to remain at a German university
and take the opportunity to carry out research without being tied to a certain
employer. A career in Italian industry or at an Italian university was not
likely despite excellent results and talent, as long as the author did not
belong to the Italian NOBILI, for example by marrying into one of these
families. That was good advice! This fact was proven once more in 1969 when MONTECATINI was taken over
by an American group with many consequences for the employees. That same year,
a law passed in Thanks to his research results, however, the author had been able in the
meantime to establish many national and international contacts which enabled
him to survive this radical change, i.e. to continue with his research projects
and to finish most of them abroad. Thanks to his connections in the industry,
the author succeeded in turning the losing
situation resulting from the events in 1969 into a winning situation, i.e. less pure research in favour of “industrial
research” yet still university teacher; cf. end note 19. In the nineteen fifties and sixties, the author had many other occasions
to "talk shop" with Professor Natta. The last of these was in May of
1964 in Milan when he spoke about the progress of his work in the field of
"Investigations, constitution and physical properties (v,d,n) of organic
compounds, primarily with respect to their lubricating oil characteristics"
and about "Formulas for rating viscosity-temperature-dependence up to and
including a method of maximum curvature Cmax" at a colloquium
at the Polytechnic; PROJ III in [26]. The various discussions and meetings with Professor Natta in the years
between 1951 and 1963 which were both amicable and impressive had instilled
great respect for this outstanding scientist in the author. He saw Natta's
genius confirmed in 1963 when Natta [together with Professor Karl Ziegler of
the Carbon Research Institute of Mühlheim/Ruhr] was awarded the Nobel Prize in
1963 for "Macromolecular Chemistry of Polyalkenes"
(Niederdruckpolyalkene). The author had made the personal acquaintance of Professor Ziegler in The author heard the inauguration speech of Ziegler who stated: “… he –
as a specialist in metal-organic chemistry – did not yet feeling himself very
familiar with the petro chemistry, but he would do and give his best in this
field as well as his excellent co-workers.” re 19) DINO MAROTTA, Roma The author obtained
great help from Professor Dr. Dino Marotta. Important for this were his three
positions and functions explained here: -
(a) as
editor of the periodical „GAZZETTA
CHIMICA ITALIANA“ -
(b) as president of the „SOCIETÁ DELLA
CHIMICA ITALIANA” -
(c) as
director of the “ISTIUTO SUPERIORE DI
SANITÁ” Roma ad (a) It
was possible to deposit a paper for later publication in 1940 in the GAZZETTA
CHIMICA ITALIANA (issued 1947) explanation
in “re 1)” ; several original papers published there later [23]. ad (b) Marotta invited the author to give lectures
in He established contacts to the management of
MONTECATINI, Milano, Via Turati, as well
as with Prof Dr. A. Coppadoro, editor of the periodical “La CHIMICA E L’
INDUSTRIA”: collecting material for
“Correspondenze dall’estero (dalla Germania) per quella Rivista” for 12 years;
cf examples in SPECIAL PART H). ad (c) Mutual
interest in the field of PEST CONTROL RESEARCH.
Long time co-operation with Prof Dr Alessandrini of the mentioned
institute, both in Prof.Alessandrini was interested in the analytics of
chlorine insecticides and their environmental pollution. So the author told her
about his ideas discussed with Prof. Schlossberger, University Jena in the
40ies [40] concerning the subject: “Looking for
microorganisms which are able to exterminate chlorine compounds in ground and
water – as pollutant killer.”
DDT as well as M 410 are distinguished by a high
residue effect – a problem in case of overdosing. Decomposition of the named
insecticides can lead to many different Cl-containing products and components.
Especially the smaller ones like chlorobenzene, Cl-contaning alcanes and
alcenes could be “prey to microorganisms which are qualified to function as
pollutant killer”. In the 70ies and 80ies, we started more than 2000
model experiments with polluted soil contaminated with DDT, M 410, PCP, PCB,
TCDD, or chlorobenzene, in Brasil, UFSM, checking the decease of Cl-content,
checking for microorganisms, adding microorganisms – many soils imported (unpublished, cf PROJ. VIII in [1]). re
20) UMBERTO NOBILE, General, designer of airships ("Norge",
"Italia"), later Professor for Aerodynamics at Nobile, friendly attached to Professor Dr. G.Natta of
the Polytechnic Milano, had intensified the personal contacts between the
author and Natta. Nobile advised to respect the opinion of his friend
concerning MONTECATINI work ecc.. For many years, there had been amicable contacts between the
Riemschneider family and General Nobile through Nobile's wife Gertrud, who was
the daughter of a friend from the youth of Riemschneider's mother. The author visited General Nobile in Rom in April 1951 when he spent a
month in Thanks to the talks with General Nobile who had been the first to reach
the North Pole together with Roald Amundsen in 1926 (airship
"NORGE"), the author gained valuable insights into the field of
aerodynamics and the topic "rocket-propelled space travel" during the
years 1951, 1953 and later. Nobile had studied the research of Wernher von
Braun thoroughly and closely followed the development of astronautics in the
fifties in the He was convinced it would be possible to overcome the earth's gravity
with the aid of solid-fuel rockets, even better liquid-fuel rockets (liquid H2
plus liquid O2), to leave the earth and to move and work in space in
suitable space suits. He was to be proven right: First man on the moon in 1969 - General
Nobile died in 1978. Literature: U. Nobile, Elementi di Aerodinamica -
standard work W. Cross, "Tragödie am Pol" ("Tragedy at the Pole"),
Munich 2001 E. Behonnek,
"Stehen Wache auf der Eisscholle" (Keeping watch on an ice floe),
1930 SPECIAL PART: A)
Morino-KOKI –
Celebration to the 70th birthday of
Yonezo Morino B)
Private contacts to
Aikawa family C)
“Bonds rich in energy” D)
Presentation of title
“Dr.honoris causa” E)
η-Hexachlorocyclohexane F)
Reactions in compressed
CO2 – Inorganic-organic solvents having a low melting point (polar ionic,
non-aqueous solvents) G) concerning Brazil H)
Correspondente dell’estero J) Start and development of C5Cl6-chemistry
in K)
Explosives A)
Morino-KOKI -
Celebration to his 70th birthday The cooperation with scientists of Japanese Universities and, later on,
with the Japanese Pharmaceutical and Cosmetic Industry has been acknowledged in
connection with the different individual projects. Here are a few remarks on the topic "Morino-KOKI" in the year
1978, i.e. when the author was invited from 1) "η-1,2,3,4,5,6-Hexachloro-cyclohexane
- constitution and spatial structure“ in cooperation with Gg. R. Schultze, Y. Morino, O.
Matter, H. Mutter, F.R. Pesserl, S. Takei, M.Z. Azhar - from 1945 on: [14a,b-16]; see also Tab 2 in
E). 2) "Stereoisomes of monofluorenedecachlorocyclohexane -conversion
isomerism" in cooperation with Y. Morino, O. Matter, T.J.
Shimozawa, S. Singer, W. Plieth, M.Z. Azhar
(from 1949 on). The research on this subject was 1978 still running. A conclusive endreport and summary of all data are
published together with Morino in 2007 [19]: conversion isomerism A photograph of this event is shown in illustration 12. Illustration 12: Morino-KOKI On the occasion of the celebratory event: In the middle, Prof. Morino
and his wife with the author to her right. As a birthday present, the author had put together an album with
photographs made between 1961 and 1977 on the occasion of personal meetings in What does "Morino-KOKI" mean? Koki, when added to the name of the celebrant, means "Ko" for
"old" and "ki" for rare - i.e. in former times, a long life
up to 70 years was very rare. In
this connection, a few other important events celebrated in Survey with explanations in a letter from T. Aikawa, Yamakawa Comp. from
26 July 1998: Plate 5a,b. As far as BEI JU is concerned, here is an addition derived from conversations
with Japanese friends. The Chinese character for "BEI" of BEI JU also
stands for rice. Rice does not have a great value, nor has the age of 88, at
least not as far as health is concerned. Plate: 5a Plate 5b: Characters of 5a in print Plate
6: Professor Morino's thanks to the author were expressed in the form of a
calligraphy he had made himself with a quotation of Confucius from his work
"RONGO": "Great is the joy to see a friend who comes far". On this occasion, it may be mentioned that - against the express wish of
Prof. Riemschneider - the Free University celebrated his 60th
birthday (in the Japanese sense, a "Riemschneider-KANREKI"); cf.
laudation for 17 Nov 1980 The reason why the author was so set against
any celebrations at the University - including a big party for his 65th
(successfully deflected!) may be given in short: "State funeral with rocks
in the coffin." One must not forget that, thanks to the new University Law
passed in 1969, practically all of the author's research at the FU had to be discontinued: wide-spread research
activities in different fields of chemistry were whittled down to one small
team; last paragraphs in re 6). That his research could be continued
nevertheless, became possible only through: - Establishment of labs at BÖTTGER KG (then a
GmbH) as head of research in 1968 - 1997, - Utilisation of the facilities of the Brazilian
Federal University Santa Maria (USM or UFSM, respectively) for which the author
set up a chemical central institute with all branches of Chemistry (from 1963 –
73) according to the German model (from 1966 on). - Assistance
from Japanese scientists and the Japanese industry. - Assistance
from Farbwerke HOECHST even though the employment contract of more than 20
years had to be interrupted for some years (1969-75). Any cooperation with the
"capitalist big industry" had to be stopped at the instigation of
left-wing forces. About 30 years later, the same people active during the
uprising of 1968 called for elite universities which they themselves had prevented
(PROJ VIII 4,4 in [1]). B) Private contacts with the Aikawa family: Close contacts right from the beginning existed and still exist with the
Aikawa family: The author saw Jun, the son of Aikawa and now President of the
company, grow up, attended his wedding and was present on the occasion of the
25-year anniversary of the Yamakawa company in 1984. Both Mr. Aikawa (then vice-president) and Mr. Kuriyama (then president)
took the opportunity during each of the author's visits to Japan (annually from
1972 onwards for over 30 years) to introduce him to Japanese culture as
requested: e.g. Kabuki and NO-theatre, cormorant fishing in Gifu, a firefly
evening in the garden of a Japanese restaurant, Osaka castle, Japanese Doll Museum
in Kyoto and doll trading, ivory trading (assistance on procuring antique
ivory), Mongolian and Chinese restaurants (Seven Heaven), Kobe beef; Geisha
party, Sumo wrestlers, visits to revues in Tokyo and Osaka. There were also visits to the Imperial Palaces in A few words about an event which Aikawa reported to the author. Aikawa
who had been born in The older Mr. Aikawa visited the author in C) “Bonds
rich in energy” in the „Biological Chemistry“ In Biological Chemistry the term “bonds rich in energy”, can be
understood better by the term “bonds with
higher group transfer potential”; meaning: the capacity of chemical
compounds to store chemical energy, for instance in form of ATP, GTP, TTP ecc. The author explained this subject in his lectures held for students of
Chemistry, Biology and Medicine by means of Plates (here number 7-9) taken from
his book “Material für Biochemische Einführungsvorlesungen“ [8] , first Edition 1969. Plate
7: The term "bonds rich in energy" does not relate to the true
bonding energy of a covalent bond, but merely indicates that there is a
comparatively large difference in energy between the reacting substance and the
energy content of the reaction product. The change in the chemical potential
upon transfer of the phosphate groups, for example from one molecule to the
other, is substantial. The term "higher group transfer potential"
seems better suited [8]; cf. also footnote 10. Plate 8: Plate 9:
Plate 10a: Titel
of [8]:
Plate 10b: Introduction to [8]: Plate 10c: General sketch of metabolism (cf.
Illustration 6), taken from
[8]: D) Presentation
of title “Dr.honoris causa” When receiving his honorary doctorate on August 24, 1973, simultaneously
with the title “Professor honoris causa” (documents from Aug 23th and Dec
7th,1973 in Plate 11a, b), the author gave the following lecture to the Senate of
the Federal University of Santa Maria Santa Maria, UFSM (Universidade Federal
de Santa Maria) which appears under lecture
I
below. The author also gave a lecture on the occasion of the
inauguration of the institute which had taken place on the same day as the
meeting of the Senate in his honour (in the
morning): lecture II Lecture I R.Riemschneider, Discurso „Cooperação e
contato Teuto-Brasiliera (no campo da pesquisa e tecnologia bem como no ensino
e educação)”, Ministério Educação e Cultura Universidade Federal de Santa
Maria, 24 de Agosto de 1973 Lecture II
R.Riemschneider, Discurso para a inauguração do Instituto Central de
Química no dia 24 de Agosto, 1973, Ministério Educação e Cultura UFSM, 24 de
Agosto 1973 There is a photograph showing the presentation of the doctor's cap (illustration 13), also taken from
the publication reporting on the awarding of the title [9]: from
right to left: Professor Dr.Jose Mariano da Rocha Filho, (Rektor der UFSM),
Professor Dr.R.Riemschneider, Professor Dr.Domingo Crossetti, (Dekan),
Professor Dr.Helios Bernardi, (Prorektor). Lecture I [9]: Illustration 14 shows a photo taken in the
morning of August 24, 1973, on occasion of the inauguration of the Chemical
Central Institut – photo placed after the text of lecture II. Lecture II [9]: In the following Plates 11a and 11b you find the copies of the documents concerning the title presentations
to Prof.Dr.Randolph Riemschneider:
- O
TÍTULO DE DOUTOR “HONORIS CAUSA” pelos relevantes serviços prestados
a Universidade Federal de - O TÍTULO DE PROFESSOR “HONORIS CAUSA” pelos relevantes serviços presentados a Universidade
Federal de Santa Maria, e ao Ensino Superior Brasileiro REPUBLICA FEDERATIVA DO BRASIL MINISTERIO DA EDUCAÇÃO E CULTURA UNIVERSIDADE FEDERAL DE Illustration 14: Photo taken in occasion of the inauguration
of the Central institute on 24 August 1973 (3) (1) (2) View in a laboratory during the first round – showing the following
representatives of the UFSM: 1: Professor Dr.José Mariano da Rocha Filho, Vice-chancellor 2: Professor Dr.Helios Bernardi, Prorector 3: Author, Diretor Coordinador of the Chemical Central Institute Plate 11 a: Plate 11b: E) h-1,2,3,4,5,6-Hexachloro-cyclohexane
(h-I), chair-configuration 1e2e3e4a5e6a (and z-I:
1e2e3a4e5a6a) Constitution of h-I: That the new isomer h-I
belongs to the 1,2,3,4,5,6-serie is shown by the treatment with Zn-dust (→
benzene), and with alkali (→trichlorobenzenes), carried out with micro
amounts Configuration of h-I:
Determined by dipolmoment measurements: e.e.e.a.e.a, found: 3,2 D, calc. 3,5 D [14b]. RAMAN-spectra - 611b
in [1]. With exception of
the isomer e.a.e.a.e.a all theorectical possible chair-configurations of
the 1,2,3,4,5,6-series were isolated and determined; so performed from the
author on 15 Aug 1964 in the colloquium held in Sala de Atos, Edificio sede da
UFSM, Santa Maria, RS, Brasil List of the isolated C6H6Cl6-isomers a
- C6H6Cl6
mp. 159°C (e.e.e.e.a.a) b
- C6H6Cl6
mp. 309°C (e.e.e.e.e.e) g
- C6H6Cl6
mp. 113°C (e.e.e.a.a.a) d - C6H6Cl6 mp. 139°C (e.e.e.e.e.a) e
- C6H6Cl6
mp. 218°C (e.e.a.e.e.a) z
- C6H6Cl6
mp. 88/89°C (e.e.a.e.a.a) *
h - C6H6Cl6 mp. from 70°C (e.e.e.a.e.a) In Table 2 there will be shown the spatial structure of the seven
isomers. * z-I: The real**
z-1,2,3,4,5,6-Hexachloro-cyclohexan, mp 88-89° C (z-I) is described in ref (608) in PROJ IX
(1), here ref (20) Our proof of constitution: z-I belongs to the 1,2,3,4,5,6 series because it is converted to benzene
through the zinc dust treatment, cleaving 6 Cl atoms. When exposed to alkali it
reacts, forming trichlorobenzenes (cleaving 3 HCl). Our proof of configuration:
Short-term chlorination of z-I in an open vessel to CCl4
resulted in an oil from which were obtained by means of chromatographic
adsorption: d-1,1,2,3,4,5,6-heptachloro-cyclohexane
with a melting point of 138 to 140° C (d-IV of the configuration ea.e.e.a.a.e) and a-1,1,2,3,4,4,5,6-octachloro-cyclohexane with a melting point of 93°C (a-III of the configuration ea.e.e.ea.e.a). stepwise chlorination of z-I: z-C6H6Cl6 mp 88 - 89°C
(e.e.a.e.a.a) → d-C6H5Cl7 mp 138 - 140°C
(ea.e.e.a.a.e) [d-IV] → a-C6H4Cl8 mp 93°C (ea.e.e.ea.e.a) [a-III] ** About the so-called
z-isomer, an C6H6Cl6 isomer[vii]
with Cl-atoms in the position 1,1,2,4,4,5 [and not in 1,2,3,4,5,6 as believed
Hassel and co-worker and called it by mistake z-isomer]
see 5 publications in [21] and also next
page. "zeta-Gezeter" (Gezeter: Much ado about
nothing) over the zeta-isomer or the "zeta-isomers"
of C6H6Cl6 (ζ- C6H6Cl6) [This concludes Part II
of the three-part series in which this paper appears; Part III will appear in
the upcoming January-February 2009 issue] [i] see
last paragraphs in „re 6)“, „re 7)” and SPECIAL PART A) [ii] It was pointed out in the introduction
to PROJ IX [1] that the Free University
had financial problems during the first years of its existence and had to rely
on funds from the [iii] At the invitation of the Japanese Chemical
Society, Kyoto, the author gave several lectures at the Institute for
Agricultural Chemistry, Kyoto University, headed by Professor Takei in August
and September 1961, e.g. [11]. [iv] For example, from 1973 on the injection
preparation CELLRYL (Japanese name), developed by the author, produced in
Germany and registered for sale in Japanese clinics, was supplied in amounts of
up to 30.000 litres per year under the German name SEREX, as were cosmetics
additives on the basis of placenta and
yeast. CELLRYL served many years as an ULCUS THERAPEUTICUM; details in PROJ
XXIII in [1]. [v] Among other things, the management of
MONTECATINI wanted the author to first work on the preparation of camphene. The
author knew that, in [vi] In preparation of a discussion with
Prof.Fusco. Fusco worked for MONTECATINI in the field of crop protection, a
special subject of Dr. Riemschneider. Even after three weeks in [vii]
In
six publications under the title “The so-called z-hexachloro-cyclohexane” resp “Hexachlorocyclohexane mp146°C” the author
cleared constitution and configuration of this C6H6Cl6
isomer: [21] [ BWW Society Home Page ] © 2009 The Bibliotheque: World Wide Society |