(2S)-4-phenyl-2-butanol

Base Information

• Chemical Name: (2S)-4-phenyl-2-butanol
• CAS No.: 22148-86-3
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.221
• Hs Code.: 2906299090
• UNII: EJP87N3Z5V
• DSSTox Substance ID: DTXSID80176676
• Nikkaji Number: J63.772F
• Wikidata: Q27891411
• Mol file: 22148-86-3.mol

Synonyms:22148-86-3;(2S)-4-phenylbutan-2-ol;(S)-(+)-4-Phenyl-2-butanol;(2S)-4-phenyl-2-butanol;(S)-4-Phenyl-2-butanol;4-Phenyl-2-butanol, (2S)-;(S)-(+)-4-Phenylbutan-2-ol;UNII-EJP87N3Z5V;(+)-4-Phenyl-2-butanol;4-Phenyl-2-butanol, (S)-;(S)-1-Methyl-3-phenylpropanol;EJP87N3Z5V;2-Butanol, 4-phenyl-, (S)-(+)-;(S)-alpha-Methylbenzenepropanol;(alphaS)-alpha-Methylbenzenepropanol;Benzenepropanol, alpha-methyl-, (S)-;Benzenepropanol, alpha-methyl-, (alphaS)-;(S)-4-phenylbutan-2-ol;SCHEMBL2942774;Benzenepropanol,a-methyl-,(as)-;DTXSID80176676;GDWRKZLROIFUML-VIFPVBQESA-N;AMY25612;MFCD03093082;AKOS006342336;FS-2155;(S)-.ALPHA.-METHYLBENZENEPROPANOL;CS-0179429;D97164;EN300-726379;(.ALPHA.S)-.ALPHA.-METHYLBENZENEPROPANOL;BENZENEPROPANOL, .ALPHA.-METHYL-, (S)-;A815974;J-014552;Q27891411;BENZENEPROPANOL, .ALPHA.-METHYL-, (.ALPHA.S)-;(S)-(+)-4-Phenyl-2-butanol, 98%, optical purity99% (ee) (GLC)

Chemical Property of (2S)-4-phenyl-2-butanol

Chemical Property:

• Vapor Pressure: 0.0147mmHg at 25°C
• Refractive Index: n20/D 1.5150(lit.)
• Boiling Point: 246.1 °C at 760 mmHg
• PKA: 15.10±0.20(Predicted)
• Flash Point: 106.2 °C
• PSA: 20.23000
• Density: 0.98 g/cm³
• LogP: 2.00000
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 95

Purity/Quality:

99% ^*data from raw suppliers

(S)-(+)-4-Phenyl-2-butanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC1=CC=CC=C1)O
• Isomeric SMILES: C[C@@H](CCC1=CC=CC=C1)O
• Uses: (S)-(+)-4-Phenyl-2-butanol is used to study the effect of glycerol in yeast Saccharomyces cerevisiae. (S)-(+)-4-Phenyl-2-butanol can be used in the preparation of antihypertensive agents, bufeniode and labetalol.

Technology Process of (2S)-4-phenyl-2-butanol

There total 175 articles about (2S)-4-phenyl-2-butanol 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%

4-Phenyl-2-butanone (2550-26-7) → (+)-(S)-4-phenylbutan-2-ol (2344-70-9,14786-43-7,39516-03-5,22148-86-3)

Guidance literature:

With dichloro(benzene)ruthenium(II) dimer; 3^A-deoxy-3^A-methylamino-altro-β-cyclodextrin; sodium formate; In water; N,N-dimethyl-formamide; at 25 ℃; for 12h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/adsc.200700558

Reference yield: 99.0%

4-Phenyl-2-butanone (2550-26-7) → (+)-(S)-4-phenylbutan-2-ol (2344-70-9,14786-43-7,39516-03-5,22148-86-3) + (R)-4-phenyl-2-butanol (2344-70-9,14786-43-7,22148-86-3,39516-03-5)

Guidance literature:

With dimethylsulfide borane complex; (S)-2-(anilinodiphenylmethyl)pyrrolidine; In tetrahydrofuran; at 20 ℃; for 2h; enantioselective reaction;

DOI:10.1016/j.tet.2012.12.024

Reference yield: 99.0%

4-Phenyl-2-butanone (2550-26-7) → (+)-(S)-4-phenylbutan-2-ol (2344-70-9,14786-43-7,39516-03-5,22148-86-3) + (R)-4-phenyl-2-butanol (2344-70-9,14786-43-7,22148-86-3,39516-03-5)

Guidance literature:

With dimethylsulfide borane complex; (S)-2-(anilinodiphenylmethyl)pyrrolidine; In tetrahydrofuran; at 20 ℃; for 2h; enantioselective reaction;

DOI:10.1016/j.tet.2012.12.024

upstream raw materials:

3-phenyl-propionaldehyde

dimethyl zinc(II)

ethanol

4-Phenylbut-1-ene

Downstream raw materials:

(R)-(3-iodobutyl)benzene

(R)-4-phenyl-2-butanol

(+)-(S)-4-phenylbutan-2-ol

Refernces

• 1、 Petrovi?ová, Tatiana,Gyuranová, Dominika,Pl?, Michal,Myrtollari, Kamela,Smonou, Ioulia,Rebro?, Martin. "Application of robust ketoreductase from Hansenula polymorpha for the reduction of carbonyl compounds". . . Retrieved 2021/02/05.
• 2、 Gierszal, Sophia G.,Barker, Timothy J.. "Cu-catalyzed cross-coupling of benzylboronic esters and epoxides". supporting information. . Retrieved 2021/09/20.