2-Phenylbutan-2-ol

Base Information

• Chemical Name: 2-Phenylbutan-2-ol
• CAS No.: 1565-75-9
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.221
• Hs Code.: 2906299090
• European Community (EC) Number: 216-364-0
• NSC Number: 225251
• DSSTox Substance ID: DTXSID801030816
• Nikkaji Number: J28.645A
• Mol file: 1565-75-9.mol

Synonyms:2-Phenylbutan-2-ol;2-Phenyl-2-butanol;1565-75-9;2-Phenyl-butanol-2;2-Butanol, 2-phenyl-;NSC 225251;EINECS 216-364-0;alpha-Ethyl-alpha-methylbenzyl alcohol;BRN 2042083;Benzenemethanol, alpha-ethyl-alpha-methyl-;.alpha.-Ethyl-.alpha.-methylbenzyl alcohol;AI3-24781;BENZYL ALCOHOL, alpha-ETHYL-alpha-METHYL-;2-06-00-00488 (Beilstein Handbook Reference);(S)-2-phenylbutan-2-ol;C(C)(O)(CC)c1ccccc1;2-Phenyl-2-butanol, 99%;SCHEMBL124188;DTXSID801030816;NSC225251;AKOS009157030;NSC-225251;AS-80429;LS-42978;CS-0252696;FT-0691837;EN300-61289;Benzenemethanol, .alpha.-ethyl-.alpha.-methyl-;Benzyl alcohol, .alpha.-ethyl-.alpha.-methyl-;J-009315;Z449373348;N-(2-(cyclohexylamino)-2-oxo-1-(pyridin-3-yl)ethyl)-4-isopropyl-N-methylbenzamide

Chemical Property of 2-Phenylbutan-2-ol

Chemical Property:

• Vapor Pressure: 0.108mmHg at 25°C
• Melting Point: -5 °C(Solv: hexane (110-54-3))
• Refractive Index: n20/D 1.519(lit.)
• Boiling Point: 211.5°Cat760mmHg
• PKA: 14.49±0.29(Predicted)
• Flash Point: 90.6°C
• PSA: 20.23000
• Density: 0.977g/cm³
• LogP: 2.30410
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

2-phenylbutan-2-ol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C)(C1=CC=CC=C1)O
• Uses: 2-Phenyl-2-butanol was used in the synthesis of 2-phenylbutane in trifluoroacetic acid-dichloromethane.

Technology Process of 2-Phenylbutan-2-ol

There total 74 articles about 2-Phenylbutan-2-ol 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: 93.0%

ethylmagnesium bromide (925-90-6) + methyllithium (917-54-4) + acetophenone (98-86-2) → 1-methyl-1-phenylethyl alcohol (617-94-7) + 2-phenyl-2-butanol (1565-75-9,19641-57-7)

Guidance literature:

ethylmagnesium bromide; methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

acetophenone; In tetrahydrofuran; diethyl ether; at -78 ℃; for 5h;

DOI:10.1021/ol047685i

Reference yield: 91.0%

methylmagnesium bromide (75-16-1) + 1-phenyl-propan-1-one (93-55-0) → 2-phenyl-2-butanol (1565-75-9,19641-57-7) + 3,4-dimethyl-3,4-diphenylhexane (10192-93-5)

Guidance literature:

With Vanadium (III) chloride-(tris-tetrahydrofuran); vanadium(II)bis-N,N,N’,N’-tetramethylethylenediamine-dichloride; In tetrahydrofuran; Product distribution; various vanadium reagents;

DOI:10.1021/jo971164+

Reference yield: 89.0%

sec-Butylbenzene (135-98-8,36383-15-0) → 2-phenyl-2-butanol (1565-75-9,19641-57-7) + acetophenone (98-86-2)

Guidance literature:

With acetic anhydride; periodic acid; chromoyl diacetate; In dichloromethane; acetonitrile; at -40 - 0 ℃; for 2h;

DOI:10.1021/ja026734o

upstream raw materials:

2-hydroxy-2-methyl-butyronitrile

1-methyl-1-phenylpropyl hydroperoxide

ethylmagnesium iodide

acetophenone

Downstream raw materials:

trimethyl-(1-methyl-1-phenyl-propoxy)-silane

2,2-diphenyl-butane

(+/-)-4-Hydroxy-1-(1-methyl-1-phenyl-propyl)-benzol

N-Acetyl-2-phenylbut-2-ylamin

Refernces

• 1、 Fry,Adlington. "". . p. 7641,7643. Retrieved 1978.
• 2、 Adam, Waldemar,Asensio, Gregorio,Curci, Ruggero,Gonzalez-Nunez, Maria Elena,Mello, Rosella. "Oxygen Atom Insertion into the Benzylic Carbon-Hydrogen Bond of (R)-(-)-2-Phenylbutane by Methyl(trifluoromethyl)dioxirane: An Efficient and Mild Regio- and Stereoselective Synthesis of (S)-(-)-2-Phenyl-2-butanol". . p. 953 - 955. Retrieved 1992.
• 3、 Itoh et al.. "". . p. 2504. Retrieved 1968.
• 4、 Haller,Bruer. "". . p. 367,370. Retrieved 1976.
• 5、 Lubov, Dmitry P.,Bryliakova, Anna A.,Samsonenko, Denis G.,Sheven, Dmitriy G.,Talsi, Evgenii P.,Bryliakov, Konstantin P.. "Palladium-Aminopyridine Catalyzed C?H Oxygenation: Probing the Nature of Metal Based Oxidant". . p. 5109 - 5120. Retrieved 2021/11/10.
• 6、 Capriati, Vito,Cicco, Luciana,García-álvarez, Joaquín,González-Sabín, Javier,Lecuna, Ramón,Presa Soto, Alejandro,Ríos-Lombardía, Nicolás,Ramos-Martín, Marina,Vitale, Paola. "A one-pot two-step synthesis of tertiary alcohols combining the biocatalytic laccase/TEMPO oxidation system with organolithium reagents in aerobic aqueous media at room temperature". . p. 13534 - 13537. Retrieved 2021/12/23.