1-Phenylethanol

1-Phenylethanol Methylphenylcarbinol.svg 150px 1-Phenylethan-1-ol Styrallyl alcohol 98-85-1 correct CAS correct FDA E6O895DQ52 669 7409 7131 1S/C8H10O/c1-7(9)8-5-3-2-4-6-8/h2-7,9H,1H3 WAPNOHKVXSQRPX-UHFFFAOYSA-N 202-707-1 CC(C1=CC=CC=C1)O 2937 Colourless liquid with a floralLewis, R.J., Sr (Ed.). Hawley's Condensed Chemical Dictionary. 12th ed. New York, NY: Van Nostrand Rheinhold Co., 1993, p. 759 or almond-like odorGerhartz, W. (exec ed.). Ullmann's Encyclopedia of Industrial Chemistry. 5th ed.Vol A1: Deerfield Beach, FL: VCH Publishers, 1985 to Present., p. VA24 488 204 8 10 1 1.4 20.7 1.95 g dm−3Southworth GR, Keller JL; Water Air Soil Poll 28: 239-48 (1986) glycerol, mineral oil, alcohol, most organic solventsFenaroli's Handbook of Flavor Ingredients. Volume 2. Edited, translated, and revised by T.E. Furia and N. Bellanca. 2nd ed. Cleveland: The Chemical Rubber Co., 1975., p. 348 93 Fire Protection Guide to Hazardous Materials. 12 ed. Quincy, MA: National Fire Protection Association, 1997., p. 325-71 1-Phenylethanol is the organic compound with the formula C6H5CH(OH)CH3. It is one of the most commonly available chiral alcohols. It is a colorless liquid with a mild gardenia-hyacinth scent. Phenylethanol is an aromatic alcohol, it has the role of mouse metabolite. It is a natural product and is found in Cichorium endivia, Castanopsis cuspidata and other organisms.PubChem 1-Phenylethanol https://pubchem.ncbi.nlm.nih.gov/compound/7409 2023-09-10 pubchem.ncbi.nlm.nih.gov en Natural occurrence 1-Phenylethanol is found in nature as a glycoside, together with its hydrolase β-primeverosidase in tea (Camellia sinensis) flowers.Zhou Ying Dong Fang Kunimasa Aiko Zhang Yuqian Cheng Sihua Lu Jiamin Zhang Ling Murata Ariaki Mayer Frank 2014-08-13 Occurrence of glycosidically conjugated 1-phenylethanol and its hydrolase β-primeverosidase in tea (Camellia sinensis) flowers Journal of Agricultural and Food Chemistry 62 32 8042–8050 10.1021/jf5022658 1520-5118 25065942 It is also reportedly present in cranberries, grapes, chives, Scottish spearmint oil, cheeses, cognac, rum, white wine, cocoa, black tea, filbert, cloudberries, beans, mushrooms, and endives.Fenaroli's Handbook of Flavor Ingredients, Fifth Edition Burdock George A. CRC Press 2005 Synthesis Racemic 1-phenylethanol is produced by the reduction of acetophenone by sodium borohydride. Alternatively, benzaldehyde can be reacted with methylmagnesium chloride or similar organometallic compounds to afford racemic 1-phenylethanol. Asymmetric hydrogenation of acetophenone by Noyori catalysts proceeds quantitatively (50 atm H2, room temperature, minutes) in >99% e.e.10.1038/s41570-018-0049-z The role of the metal-bound N–H functionality in Noyori-type molecular catalysts 2018 Dub Pavel A. Gordon John C. 106394152 Nature Reviews Chemistry 2 12 396–408 The organic oxidising agent ethylbenzene hydroperoxide yields 1-phenylethanol when reduced. Used for the epoxidation of propene, this coproduces propylene oxide, and is an important step in the PO/SM process for the production of styrene. US 6504038B1 Jacobus Johannes Van Der Sluis patent Process for the preparation of styrene and propylene oxide 2003-01-07 2003-01-07 1999-07-15 Shell USA Inc Applications In the final step of the PO/SM process, dehydration of 1-phenylethanol yields styrene, analogous to many other dehydrations of alcohols to yield alkenes. While secondary to the direct dehydrogenation of ethylbenzene, the PO/SM method remains industrially significant. This route accounted for approximately 15% of styrene production in the United States in 1993, Radian Corporation 1993-04-20 LOCATING AND ESTIMATING AIR EMISSIONS FROM SOURCES OF STYRENE https://www3.epa.gov/ttnchie1/le/styrene.pdf United States Environmental Protection Agency PDF 18 2024-05-06 The majority of styrene is produced by dehydrogenation of ethylbenzene, with about 15 percent produced by hydroperoxidation of ethylbenzene. and has seen international development in the 21st century, especially in developing economies that have seen growth in demand for both styrene and propylene oxide.The propylene oxide problem Rhian O'Connor 2017-07-06 ICIS Chemical Business Independent Commodity Intelligence Services https://www.icis.com/subscriber/icb/2017/07/06/10122038/the-propylene-oxide-problem/ 2024-05-06 See also 2-Phenylethanol, achiral isomer of 1-phenylethanol. Acetophenone, 1-phenylethanols oxidation product. References Category:Secondary alcohols Category:Phenyl compounds