2-Phenylethanol

Base Information

• Chemical Name: 2-Phenylethanol
• CAS No.: 60-12-8
• Deprecated CAS: 2043361-12-0
• Molecular Formula: C8H10O
• Molecular Weight: 122.167
• Hs Code.: 29062990
• European Community (EC) Number: 200-456-2
• ICSC Number: 0936
• NSC Number: 759116,406252
• UN Number: 2810
• UNII: ML9LGA7468
• DSSTox Substance ID: DTXSID9026342
• Nikkaji Number: J1.924K
• Wikipedia: Phenethyl_alcohol
• Wikidata: Q209463
• NCI Thesaurus Code: C77399
• RXCUI: 8126
• Metabolomics Workbench ID: 46296
• ChEMBL ID: CHEMBL448500
• Mol file: 60-12-8.mol

Synonyms:2 Phenylethanol;2-Phenylethanol;Alcohol, Phenethyl;Alcohol, Phenylethyl;Benzyl Carbinol;beta Phenylethanol;beta-Phenylethanol;Carbinol, Benzyl;Phenethyl Alcohol;Phenylethanol;Phenylethyl Alcohol

Chemical Property of 2-Phenylethanol

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 1 mm Hg ( 58 °C)
• Melting Point: -27 °C(lit.)
• Refractive Index: n20/D 1.5317(lit.)
• Boiling Point: 218.199 °C at 760 mmHg
• PKA: 15.17±0.10(Predicted)
• Flash Point: 98.4 °C
• PSA: 20.23000
• Density: 1.02 g/cm³
• LogP: 1.22140
• Storage Temp.: Store at RT.
• Solubility.: Miscible with chloroform.
• Water Solubility.: 20 g/L (20 ºC)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 122.073164938
• Heavy Atom Count: 9
• Complexity: 65

Purity/Quality:

99%min. ^*data from raw suppliers

Phenyl ethyl alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21/22-36/38-36-22
• Safety Statements: 26-28-36/37-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C1=CC=C(C=C1)CCO
• Recent NIPH Clinical Trials: The effect of REM sleep on emotional memory based decision-making
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system. If swallowed the substance may cause vomiting and could result in aspiration pneumonitis.
• Effects of Long Term Exposure: Animal tests show that this substance possibly causes toxicity to human reproduction or development.
• Uses: Phenylethyl alcohol is qualitatively and quantitatively one of the most important fragrance substances that belongs to the class of araliphatic alcohols. Phenylethyl alcohol is used frequently and in large amounts as a fragrance material. It is a popular component in rose-type compositions, but it is also used in other blossom notes. It is stable to alkali and, therefore, ideally suited for use in soap perfumes. Pharmaceutic aid (antimicrobial). In flavors and perfumery (esp rose perfumes). phenethyl alcohol is used to mask odor and also as a preservative. In fragrance; antimicrobial agent; in organic synthesis; preservative, food additive

Technology Process of 2-Phenylethanol

There total 609 articles about 2-Phenylethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

styrene oxide (96-09-3) → 1-Phenylethanol (98-85-1,13323-81-4) + 2-phenylethanol (60-12-8)

Guidance literature:

With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen; In toluene; at 75 ℃; for 24h; under 37503.8 Torr; Pressure; Temperature; Reagent/catalyst; regioselective reaction; Catalytic behavior;

DOI:10.1021/acs.orglett.9b03995

Reference yield: 95.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → 1-Phenylethanol (98-85-1,13323-81-4) + 2-phenylethanol (60-12-8)

Guidance literature:

With oxonium; oxygen; diisobutyl(2,6-di-tert-butyl-4- methylphenoxy)aluminum; Product distribution; regioselectivity of hydroalumination;

Reference yield: 88.0%

2,4,6-Trimethyl-benzenesulfonic acid phenethyl ester (116113-96-3) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 2-phenylethanol (60-12-8) + 1-fluoro-2-phenylethane (458-87-7)

Guidance literature:

With potassium fluoride; In various solvent(s); at 60 - 65 ℃; for 72h; Yields of byproduct given;

DOI:10.1055/s-1987-28123

upstream raw materials:

oxirane

phenyl sodium

benzene

diazomethane

Downstream raw materials:

(2-Hydroxyethyl)phenylethyl ether

1-(2-(1-phenylethoxy)ethyl)benzene

2-phenylethyl nicotinate

2-phenylethyl chloroformate

Refernces

• 1、 Chen, Yuhang,Zhang, Jie,Tang, Zhiyong,Sun, Yuhan. "Visible light catalyzed anti-markovnikov hydration of styrene to 2-phenylethanol: From batch to continuous". . . Retrieved 2020.
• 2、 Vicente, Isabel,Salagre, Pilar,Cesteros, Yolanda. "Ni nanoparticles supported on microwave-synthesised hectorite for the hydrogenation of styrene oxide". . p. 31 - 37. Retrieved 2011.
• 3、 Fernandez, Jesus M.,Emerson, Kenneth,Larsen, Raymond H.,Gladysz, J. A.. "". . p. 8268 - 8270. Retrieved 1986.
• 4、 Druzhinina, A. N.,Shul'pin, G. B.. "BIOMIMETIC ACTIVATION OF THE C-H BOND. 1. OXYGENATION OF HYDROCARBONS BY ATMOSPHERIC OXYGEN IN THE PRESENCE OF METAL CHLORIDES AND ASCORBIC ACID OR GLUCOSE". . p. 1317 - 1320. Retrieved 1991.
• 5、 Steilemann, Markus,Armor, John N.,Hoelderich, Wolfgang F.. "Formation of 2-phenylethanol from styrene in the presence of zeolites and UV irradiation". . p. 697 - 698. Retrieved 1999.
• 6、 Hossain,Jalil. "A Recyclable Heterogeneous Palladium Catalyst Anchored to Modified Metal-Organic Framework for Hydrogenation of Styrene Oxide". . p. 1946 - 1950. Retrieved 2019.
• 7、 McQuillin,Ord. "-". . p. 3169,3172. Retrieved 1959.
• 8、 Gilman,Nelson. "-". . p. 741. Retrieved 1939.
• 9、 Tieman, Denise M.,Loucas, Holly M.,Kim, Joo Young,Clark, David G.,Klee, Harry J.. "Tomato phenylacetaldehyde reductases catalyze the last step in the synthesis of the aroma volatile 2-phenylethanol". . p. 2660 - 2669. Retrieved 2007.
• 10、 Martos, Mario,Pastor, Isidro M.. "Imidazolium-urea low transition temperature mixtures for the UHP-promoted oxidation of boron compounds". . . Retrieved 2022/01/03.