The product weighed 363 grams, boiled at 150-1560 C. and had a refractive index of 1.4507. A process for the production of a dehydrogenation product of an alcohol which comprises contacting a monohydric alcohol of the class consisting of primary alcohols containing at least three carbon atoms and secondary alcohols with a dehydrogenation catalyst essentially comprising a heavy metal selected from Groups 1, 2, 7 and 8 of the Periodic System at a pressure not substantially less than two atmospheres and a temperature favorable to dehydrogenation but below the temperature at which substantial dehydration occurs, subsequently cooling the treated material under a pressure not substantially less than two atmospheres to separate a major part of the condensable materials from the hydrogen formed, and then treating said hydrogen, while substantially maintaining the pressure, with a suitable solvent for the substantially complete removal of organic materials therefrom. in J. Adv Synth Catal 349:1555–1575, Edwards MG, Jazzar RFR, Paine BM, Shermer DJ, Whittlesey MK, Williams JMJ, Edney DD (2004) Borrowing hydrogen: a catalytic route to C–C bond formation from alcohols. Organometallics 34:5203–5206, Blum Y, Shvo Y (1984) Catalytically reactive ruthenium intermediates in the homogeneous oxidation of alcohols to esters. The structure of Arabidopsis ADH is 47%-conserved, relative to ADH from horse liver. 7. Chem Rev 105:2329–2364, Tojo G, Fernández M (2007) Oxidation of alcohols to aldehydes and ketones: a guide to current common practice. The result would be a higher frequency of the allele responsible for the His-variant enzyme in regions that had been under selective pressure the longest. Example 1 A copper-chromium-barium oxide catalyst prepared according to Example A was packed into an electrically heated reaction tube. Coord Chem Rev 249:911–918, Shvo Y, Czarkie D, Rahamim Y, Chodosh DF (1986) A new group of ruthenium complexes: structure and catalysis. Nat Chem 5:122–125, Zhang J, Gandelman M, Shimon LJW, Rozenberg H, Milstein D (2004) Electron rich, bulky ruthenium PNP-type complexes. The main alcohol dehydrogenase in yeast is larger than the human one, consisting of four rather than just two subunits. Organometallics 30:5716–5724, Fujita KI, Tanino N, Yamaguchi R (2007) Ligand-promoted dehydrogenation of alcohols catalyzed by Cp*Ir complexes. ACS Catal 5:5468–5485, Robert C (2005) The organometallic chemistry of the transition metals. Chem Eur J 21:9833–9849, Casey CP, Johnson JF (2003) Kinetic isotope effect evidence for a concerted hydrogen transfer mechanism in transfer hydrogenations catalyzed by [p-(Me2CH)C6H4Me]Ru-(NHCHPhCHPhNSO2C6H4-p-CH3). Adobe InDesign 14.0 (Windows) One is the active site, which is involved in catalysis. [12] This led to speculation that increased alcohol availability led to alcoholism and abuse, resulting in lower reproductive fitness. & Terms of Use. 139 0 obj Subscription will auto renew annually. doi:10.1039/DT9890000489, Delgado-Lieta E, Luke MA, Jones RF, Cole-Hamilton DJ (1982) The photochemical decomposition of alcohols catalysed by tri(isopropyl) phosphine complexes of rhodium(I). J Org Chem 58:7318–7319, Saha B, Rahaman SMW, Daw P, Sengupta G, Prof Bera JK (2014) Metal–ligand cooperation on a diruthenium platform: selective imine formation through acceptorless dehydrogenative coupling of alcohols with amines. [44] The high chemospecificity has been confirmed also in the case of substrates presenting two potential redox sites. [25], Another evolutionary purpose may be metabolism of the endogenous alcohol vitamin A (retinol), which generates the hormone retinoic acid, although the function here may be primarily the elimination of toxic levels of retinol.[26][27]. The excess liquor was drained off and the moist paste allowed to dry for 24 hours in air at room temperature. Dehydrogenation of Alcohols This method is applied for volatile alcohols to convert them into aldehydes. Chem Eur J 20:6542–6551, Patra SK, Bera JK (2007) C–C bond forming reaction through aldol-type addition mediated by a [Ru2(CO)4]2+ core. A process for the production of a dehydrogenation product of an alcohol which comprises contacting a monohydric alcohol of the class consisting of primary alcohols containing at least three carbon atoms and secondary alcohols with a dehydrogenation catalyst consisting essentially of alloyed copper and zinc at a pressure of from about 2 to about 100 atmospheres and a temperature greater than about 400" C. but below the temperature at which substantial dehydration occurs. While we have described our invention in a detailed manner and provided specific examples Illustrating modes of executing the same, it is to be understood that modifications may be made and that no limitations other than those imposed by the scope of the appended claims are intended. By Rosenmund reduction from acid chloride. This Zn ion plays a structural role and is crucial for protein stability. Recent works from our group on this area along with literature reports are discussed. 3. A typical example for this type of enzyme is methanol dehydrogenase of methylotrophic bacteria. A process for the production of acetone which comprises contacting the vapors of isopropyl alcohol with a dehydrogenation catalyst essentially comprising a zinc-copper alloy at a Stemperature of from about 400° C. to about 600° C., subsequently cooling the treated material for separation of at least a part of the acetone from the formed hydrogen by condensation, and then treating said hydrogen with a solvent for the acetone to effect substantially complete removal of the acetone therefrom, said process being executed while maintaining a pressure not substantially less than two atmospheres in the system. One very efficient method of accomplishing both the vaporization of the alcohol and the addition of the steam is to steam distill the alcohol into the catalyst chamber. A. C. S. 54, 1145 (1932). PNAS 112:1687–1692, Nixon TD, Whittlesey MK, Williams JMJ (2009) ChemInform abstract: transition metal catalysed reactions of alcohols using borrowing hydrogen methodology. The mechanism in yeast and bacteria is the reverse of this reaction. doi:10.1039/C39880001154, Morton D, Cole-Hamilton DJ, Utuk ID, Paneque-Sosa M, Lopez-Poveda M (1989) Hydrogen production from ethanol catalysed by group 8 metal complexes. Acc Chem Res 42:1117–1127, Gray TG, Veige AS, Nocera DG (2004) Cooperative bimetallic reactivity: hydrogen activation in two-electron mixed-valence compounds. Also included are the cyclo alcohols, such as cyclohexanol, ortho and para methyl cycohexanol, para tertiary butyl cycloShexanol, para amyl cyclohexanol, various dimethyl cyclohexanols, etc., and various substituted alcohols including such compounds as the butyl ether of ethylene glycol.


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