Huang Minlon
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Huang Minlon, Huang-Minlon, or Huang Minglong (; 3 July 1898 – 1 July 1979) was a Chinese
organic chemist Organic chemistry is a subdiscipline within chemistry involving the scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, J.; ...
and
pharmaceutical A medication (also called medicament, medicine, pharmaceutical drug, medicinal drug or simply drug) is a drug used to diagnose, cure, treat, or prevent disease. Drug therapy (pharmacotherapy) is an important part of the medical field and re ...
scientist. Huang is considered a pioneer and founder of modern pharmaceutical industries in China.


Life

Huang was born in
Yangzhou Yangzhou, postal romanization Yangchow, is a prefecture-level city in central Jiangsu Province (Suzhong), East China. Sitting on the north bank of the Yangtze, it borders the provincial capital Nanjing to the southwest, Huai'an to the north, Yan ...
,
Jiangsu Province Jiangsu (; ; pinyin: Jiāngsū, alternatively romanized as Kiangsu or Chiangsu) is an eastern coastal province of the People's Republic of China. It is one of the leading provinces in finance, education, technology, and tourism, with its ca ...
on 3 July 1898, during the late
Qing dynasty The Qing dynasty ( ), officially the Great Qing,, was a Manchu-led imperial dynasty of China and the last orthodox dynasty in Chinese history. It emerged from the Later Jin dynasty founded by the Jianzhou Jurchens, a Tungusic-speak ...
. In 1917, Huang graduated from Yangzhou Middle School. In 1918, Huang graduated from the
Zhejiang Provincial College of Medicine Zhejiang Provincial College of Medicine (Traditional Chinese: 浙江省立醫學院; Simplified Chinese: 浙江省立医学院), was a medical college for higher education in Hangzhou, Zhejiang Province, China. It was one of main roots for the curr ...
(current
Zhejiang University Zhejiang University, abbreviated as ZJU or Zheda and formerly romanized as Chekiang University, is a national public research university based in Hangzhou, Zhejiang, China. It is a member of the prestigious C9 League and is selected into the na ...
School of Medicine). In 1924, Huang obtained PhD from the
University of Berlin Humboldt-Universität zu Berlin (german: Humboldt-Universität zu Berlin, abbreviated HU Berlin) is a German public research university in the central borough of Mitte in Berlin. It was established by Frederick William III on the initiative o ...
, Germany. In 1925, Huang went back to China and became a
professor Professor (commonly abbreviated as Prof.) is an Academy, academic rank at university, universities and other post-secondary education and research institutions in most countries. Literally, ''professor'' derives from Latin as a "person who pr ...
and later department head at Zhejiang Provincial College of Medicine. From 1934 to 1940, Huang worked in research in Germany and the UK. Huang returned to China in 1940 and became a senior researcher at
Academia Sinica Academia Sinica (AS, la, 1=Academia Sinica, 3=Chinese Academy; ), headquartered in Nangang, Taipei, is the national academy of Taiwan. Founded in Nanking, the academy supports research activities in a wide variety of disciplines, ranging from ...
. Huang was also a professor at the renowned wartime
National Southwestern Associated University When the Second Sino-Japanese War broke out between China and Japan in 1937, Peking University, Tsinghua University and Nankai University merged to form Changsha Temporary University in Changsha and later National Southwestern Associated Universi ...
during the Japanese occupation. Subsequently, during 1945-1952, Huang was a
visiting professor In academia, a visiting scholar, visiting researcher, visiting fellow, visiting lecturer, or visiting professor is a scholar from an institution who visits a host university to teach, lecture, or perform research on a topic for which the visitor ...
at
Harvard University Harvard University is a private Ivy League research university in Cambridge, Massachusetts. Founded in 1636 as Harvard College and named for its first benefactor, the Puritan clergyman John Harvard, it is the oldest institution of higher le ...
in the US. Huang was also a visitor at
Merck Merck refers primarily to the German Merck family and three companies founded by the family, including: * the Merck Group, a German chemical, pharmaceutical and life sciences company founded in 1668 ** Merck Serono (known as EMD Serono in the Unite ...
during this time. In 1952, Huang returned to China. He served as the Chair of Department of Chemistry,
Academy of Military Medical Sciences The Academy of Military Medical Sciences (AMMS) of the PLA Academy of Military Science () is a Chinese military medical research institute. It was established in Shanghai in 1951. It has been based in Beijing since 1958. In October 2011 the drug ...
of
PLA PLA may refer to: Organizations Politics and military * People's Liberation Army, the armed forces of China and of the ruling Chinese Communist Party * People's Liberation Army (disambiguation) ** Irish National Liberation Army, formerly called ...
. Huang was also a senior researcher at the Shanghai Institute of Organic Chemistry (SIOC) of the
Chinese Academy of Sciences The Chinese Academy of Sciences (CAS); ), known by Academia Sinica in English until the 1980s, is the national academy of the People's Republic of China for natural sciences. It has historical origins in the Academia Sinica during the Republ ...
. Huang is regarded as one of pioneers and founders of modern pharmaceutical industries in China. Huang was a senior academician at the Chinese Academy of Sciences (1955 election). Huang was the Vice-president and later became the Honorary-president of the Chinese Society for Pharmaceutical Sciences (a.k.a. Chinese Pharmaceutical Association). Huang published more than 100 papers, in both English and Chinese.


Huang-Minlon modification

The Huang Modification or Huang-Minlon Modification is named after Huang Minlon, the earliest instance of an organic reaction associated with the name of a Chinese chemist. Due to the unorthodox spelling of his name as "Huang-Minlon" (making no indication of whether this was a given or family name) in the original reports of his findings, his name is often mistakenly thought to refer to two individuals. The Huang modification is a
one-pot In chemistry a one-pot synthesis is a strategy to improve the efficiency of a chemical reaction whereby a reactant is subjected to successive chemical reactions in just one reactor. This is much desired by chemists because avoiding a lengthy separ ...
shortcut for the Wolff-Kishner reduction, a reaction in which ketone and aldehyde carbonyls are converted to the corresponding methylene or methyl groups via the
hydrazone Hydrazones are a class of organic compounds with the structure . They are related to ketones and aldehydes by the replacement of the oxygen =O with the = functional group. They are formed usually by the action of hydrazine on ketones or aldehydes. ...
derivative. The Huang-Minlon procedure calls for first heating the
carbonyl In organic chemistry, a carbonyl group is a functional group composed of a carbon atom double-bonded to an oxygen atom: C=O. It is common to several classes of organic compounds, as part of many larger functional groups. A compound containing a ...
compound, sodium or potassium hydroxide, and
hydrazine hydrate Hydrazine is an inorganic compound with the chemical formula . It is a simple pnictogen hydride, and is a colourless flammable liquid with an ammonia-like odour. Hydrazine is highly toxic unless handled in solution as, for example, hydrazine h ...
(85% hydrazine) together in
ethylene glycol Ethylene glycol (IUPAC name: ethane-1,2-diol) is an organic compound (a vicinal diol) with the formula . It is mainly used for two purposes, as a raw material in the manufacture of polyester fibers and for antifreeze formulations. It is an odo ...
for 1 to 2 h to form the hydrazone before removing the reflux condenser and allowing the water and excess hydrazine to boil off, after which the temperature rises to around 195 °C, and the reaction mixture is heated for another 3 to 4 h to decompose the hydrazone.
Organic Syntheses ''Organic Syntheses'' is a peer-reviewed scientific journal that was established in 1921. It publishes detailed and checked procedures for the synthesis of organic compounds. A unique feature of the review process is that all of the data and ex ...
, Coll. Vol. 4, p.510 (1963); Vol. 38, p.34 (1958)
Because the second step occurs under nearly anhydrous conditions, yields tend to be higher, while reaction times are sometimes dramatically shortened compared to the original version of the reaction. Even with the development of other variants of the Wolff-Kishner reaction, it remains a widely practiced version of the reaction today. Some other practical advantages include the simple experimental setup, inexpensive starting materials, and a reduced amount of solvent needed, factors which made the conditions suitable for use in China at the time, where chemical supplies were hard to come by. Huang devised this modified synthesis in 1945 while he was in the United States as a visiting professor at Harvard. Due to its simplicity, shortened reaction times, and generally good yield, Huang's modification was a useful enough improvement that it came to displace the original procedure developed for the Wolff-Kishner reaction, and his conditions are often the ones that appear in introductory textbooks. As a result, reference works in China and a smaller number of publications in the U.S. and Europe refer to the reaction as the ''Wolff-Kishner-Huang Reduction'' (or ''Wolff-Kishner-Huang Minlon'' method/reaction/reduction), or in German ''Wolff-Kishner/Huang-Minlon Reduktion'' (or ''Wolff-Kishner-Huang-Minlon-Reduktion'').


References


External links


Huang Minlon's CV, including his photo and publications

The Huang - Minlon Modification of Wolff - Kishner Reduction in Rapid and Simple Way Using Microwave Technology
{{DEFAULTSORT:Huang, Minlon 1898 births 1979 deaths Chemists from Jiangsu Educators from Yangzhou Harvard University faculty Humboldt University of Berlin alumni Members of the Chinese Academy of Sciences People's Republic of China science writers Scientists from Yangzhou Writers from Yangzhou Zhejiang University alumni Zhejiang University faculty